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Holiday Rentals in Pittsfield

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    All 152 Rentals in Pittsfield
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    Pittsfield
    5 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    Sweet Life1 / 26
    (1)Terrible
    Pittsfield
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Pittsfield
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Pittsfield
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wintergreen Enjoy all of the amenities available to you in this lovely condo - like a shared sauna and hot tub (available only during the colder winter months) - and settle in for a vacation filled with the perfect balance of R&R and outdoor fun! Located in the Wintergreen community in quiet...
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    Pittsfield, Vermont 05762
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Pittsfield
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Cable/satellite TV
    • DVD Player
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bob's Bungalow This cozy cottage in the Green Mountains of Vermont is a stellar choice for your next New England getaway. Nestled in a grove of birch and pine, this three-story, dog-friendly home boasts a huge deck and lies just a short drive from Killington Ski Resort, the Green Mountain Golf...
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    Pittsfield, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Killington area mountain home on 60 acres and surrounded by National Forests1 / 27
    (2)Very good
    Pittsfield
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Parking
    • Patio
    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Mountain Views
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This secluded mountain home is located in the small town of Pittsfield, VT just minutes away from one of the most scenic drives in New England, Route 100. Surrounded by national forest with stunning views of the Green Mountains, this is the perfect place to get away with family or even by yourself....
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    Pittsfield, Vermont 05762
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    Killington area ski house1 / 33
    (2)Excellent
    Pittsfield
    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Mountain Views
    • Balcony
    • DVD Player
    • Housekeeping Included
    • Parking
    • Central Heating
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 December 2016
    The house is suitable for group as many as 10 ppls. The house itself and the facility in house is BRAND NEW. The kitchen is equiped with all gadgets you may need to cooking. The...
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    About this property
    Location: Killington, Vermont, USA (Pittsfield - 8 miles to Killington slopes) Accommodations: House, 5 Bedrooms + living room, Den, game room, dining room (Sleeps 11) Set on a private road in the hills of historical Pittsfield, our house welcomes you – winter, spring, summer or fall. Right in...
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    Pittsfield, Vermont 05762
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 11
    The following rentals are within 15 kilometres of Pittsfield.
    Killington
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Terrace
    • Hot Tub
    • Mountain Views
    • Balcony
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy luxury at the top of Killington's Sunrise Village, with one of the best Killington vacation townhomes for rent you'll find! 5 large bedrooms and 3 high-end finely detailed bathrooms will make you feel like you're staying in a palace with a modern Vermont Mountain style ambiance. This...
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    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Balcony
    • Hot Tub
    • Mountain Views
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the coolest vacation rentals in Killington, VT, this newly updated ski condo conveniently located at the base of the mountain across the street from the lifts! It comfortably sleeps 4-6 with complimentary health spa access! This unit in Building 1 features 2 bedrooms and 1.5 bathrooms, new...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    ☆ SKI ON & OFF! ☆ Luxury Trailside Condo! NEW Steam Shower, Hot Tub, Pool1 / 16
    (5)Very good
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Sauna
    • Central Heating
    • Wi-Fi
    • Cable/satellite TV
    • Mountain Views
    • Shared Indoor Pool
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 March 2019
    My family of 3 stayed at this condo for early March skiing. The conditions were ideal and the entire condominium village was covered in snow, making it easy to access the...
    Reviewed 11 March 2015
    Can't imagine the relief after driving 7 1/2 hours through a snow storm to arrive at such an awesome place with cold beer in the fridge! Kitchen was stocked with spices and...
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    About this property
    Brand new upgrades include luxury memory foam mattresses, bunk bed and double bed. Upscale cherry, quartz, and slate kitchen plus new marble steam shower. Our completely and thoughtfully renovated Killington trailside condo is perfect for a family or couples getaway! Ski directly out the back...
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    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Balcony
    • Mountain Views
    • Terrace
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This premium extra large two level is like your home away from home! The two downstairs bedrooms come equipped with a television, and the kitchen features a full-size fridge, stove, and dishwasher - as well as a full complement of utensils, cooking aids and appliances. A 50-inch flat screen HDTV...
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    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautifully updated condo is across the street from the lifts! With a queen size sleeper sofa with memory foam mattress and a unique extra long twin bunk over a queen size bed it comfortably sleeps up to 5 people. We are conveniently located at the top of the Killington Road, steps to...
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    Killington, Vermont 05751
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
    Killington
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Balcony
    • Sauna
    • Terrace
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfection on the mountain! Charming and updated ski on/ski off condominium literally steps from the Sundog trail on Sunrise Mountain in Killington, Vt. Perfect for families. Ski down to the Sunrise chair lift to connect to Bear Mountain and the rest of Killington's 73 miles of terrain, or...
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    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • Terrace
    • Balcony
    • Sauna
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    As with many of our Killington, Vermont vacation rentals, this all-inclusive condo is the epitome of quiet and convenient.! Accommodates up to 4 people, an all-inclusive fully equipped kitchen. This is a one bedroom corner unit with one bathroom, wood fireplace in the living room with free fire...
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    Killington, Vermont 05751
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    KILLINGTON GOLFING, BIKING SKI 2 Bd 1&1/2 B  $79 av nt. 4 Season Resort Sleeps 81 / 39
    (5)Very good
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Shared Indoor Pool
    • Sauna
    • DVD Player
    • Washer
    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 January 2019
    Close to mountain, bus picks up and drops off promptly, no issues getting in or out, restaurant/Beer Pub right next door in main building, lots of amenities
    Reviewed 17 August 2018
    We rented a condo there for 2 weeks. It was an awesome place. Very clean, comfortable and lots to do in the area. Quiet and very family friendly. Heated pools and nice exercise...
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    About this property
    YOU WILL LOVE IT HERE!!! Four season resort condo. MOUNTAIN BIKING WITH LIFTS, GOLFING, SKING WITH LODGE WITH AN INDOOR / OUTDOOR RESTAURANT, ALL WITHIN WALKING DISTANCE OF MY CONDO ! Or take the free shuttle bus during the ski season. .Free WIFI. Heated indoor indoor and outdoor pools....
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    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Stockbridge
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Hot Tub
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cedar Rock Chalet is the place to be when you want to get away from it all! Located in the small Vermont town of Stockbridge, just 15 minutes drive to Killington. Cedar Rock boasts breathtaking views, seen right from the tranquil seclusion of your own vacation home. The main level of the home as...
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    Stockbridge, Vermont 05746
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    The Cabin at Killington: Left Unit - 4 BR, 2 BTH, Sleeps 12, Close to Mountain1 / 14
    (7)Very good
    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Mountain Views
    • Washer
    • Cable/satellite TV
    • Central Heating
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 October 2018
    Perfect for couple of families visiting. Neat and cozy. Easy access to market and locations. Well maintained. Cons: you need to communicate with couple of cabin host to get...
    Reviewed 10 June 2017
    Very nice home, well kept and comfortable. Everything you need is available in the home. Very quiet area, no traffic on roads but access road is easy to get to. Would definitely...
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    About this property
    The Cabin at Killington is the perfect place to spend your Killington vacation. Located just off the main access road in Killington, VT (close to the Killington Market), the house is less than 2 miles to the mountain and close to all the stores, bars and restaurants. It's the perfect vacation spot...
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    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
    Bridgewater Country Cottage1 / 26
    (1)Very good
    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Mountain Views
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2014
    WE chose this rental house because of its 5 minute walk to the Long Trail Brewery. Hubby and I and another couple and their 2 pre-teen daughters went to the 25th Anniversary...
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    About this property
    Winter, spring, summer and fall, there is always something to do and something to fall in love with our Killington vacation rentals, and Bridgewater Country Cottage is no different! Kids will love the rustic sturdy bunk beds and folks just love to relax in front of the fire, cozying up to a good...
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    Killington, Vermont 05035
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Hot Tub
    • Sauna
    • Balcony
    • Mountain Views
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    As with many of our Killington, VT vacation rentals, this classic Killington ski condo and health spa conveniently located at the base of the mountain with free shuttle service to and from the lifts and night life just down the road! This unit in Building 2 comfortably sleeps 2-4, and features a...
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    Killington, Vermont 05751
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Sunrise - W Glade J-11 / 27
    (1)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Sauna
    • Terrace
    • Balcony
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 January 2015
    This is really ski on ski off. We were not disappointed. The space was clean, well stocked kitchen and nice linens.
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    About this property
    A fantastic skiers dream getaway at Killington's Sunrise Village! Come stay one of the nicest Killington vacation condos for rent around! This cozy single level 2 bedroom trail side condo with access to Bear Mountain and Killington. Comfortably sleeps 4-6 people and is the perfect place for a...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Patio
    • Central Heating
    • Washer
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Woods: Townhouse-F3 You won't be far from the action in this dog-friendly mountain townhome, no matter the season! With both the slopes and some excellent golf courses nearby, you'll find plenty of ways to fill your days with fun and activity. As an added bonus, this dog-friendly vacation...
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    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 9
    ☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/Sauna, Fireplace1 / 17
    (3)Very good
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Wi-Fi
    • Mountain Views
    • Central Heating
    • Washer
    • Sauna
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 December 2017
    Beautiful private location; nice, rustic condo with all the necessities. Convenient to Bear Mountain, right on the ski trail and just 10 minutes to Killington resort area and...
    Reviewed 10 December 2017
    Great Location... Ryan was very easy to get hold of. Easy to find and access. Great location and couldn’t believe how close it was to trails.... literally feet from condo. Will...
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    About this property
    Nestled among a perfect grove of New England Spruce trees and a gentle mountain stream, just above the Skyeship Gondola base lodge, sits an unrivaled, quintessential ski in ski out vacation getaway. A place where scores of guests from over fifteen states and five countries have created...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    ☆ SKI ON & OFF! ☆ Spruce Glen B on Great Eastern Trail w/Sauna+Fireplace1 / 16
    (1)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Washer
    • Mountain Views
    • Parking
    • Wi-Fi
    • Sauna
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 December 2017
    Ryan was a pleasure to deal with and very responsive. Easy to find and access. Great location and couldn’t believe how close it was to trails.... literally feet from condo. Will...
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    About this property
    Nestled among a perfect grove of New England Spruce trees and a gentle mountain stream, just above the Skyeship Gondola base lodge, sits an unrivaled, quintessential ski in ski out vacation getaway. A place where scores of guests from over fifteen states and five countries have created...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    ☆ SKI ON & OFF! ☆ Spruce Glen A on Great Eastern Trail w/Sauna, Fireplace1 / 16
    (1)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Sauna
    • Central Heating
    • Parking
    • Mountain Views
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 December 2017
    Ryan was a pleasure to deal with and very responsive. Easy to find and access. Great location and couldn’t believe how close it was to trails.... literally feet from condo. Will...
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    About this property
    Nestled among a perfect grove of New England Spruce trees and a gentle mountain stream, just above the Skyeship Gondola base lodge, sits an unrivaled, quintessential ski in ski out vacation getaway. A place where scores of guests from over fifteen states and five countries have created...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Sauna
    • Terrace
    • Hot Tub
    • Balcony
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Views of the ski trails right from the enclosed porch of one of the best Killington vacation condos for rent you'll find! Comfortably sleeps 2-4, we are conveniently located at the top of the Killington Access Road, steps to Killington's Snowshed Lodge & lifts, Killington snow tubing park,...
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    Killington, Vermont 05751
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Killington
    6 Bedrooms, 3 Bathrooms, Sleeps 22 Quick View
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    • Hot Tub
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Killington Family Home Enjoy three levels of pure decadence at this gorgeous Killington vacation rental. Soak in the hot tub or recline in any of the three living rooms. With six bedrooms and two sleeping lofts, up to 16 people can get that much-needed shut eye! The slopes at Killington are just...
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    Killington, Vermont 05751
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 22
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Sauna
    • Terrace
    • Hot Tub
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Download our “Killington Vacation Guide” app to help plan your vacation in Killington.   Complimentary membership to the Resort Spa on-site amenities include - 54-foot heated indoor swimming pool, 2 hot tubs one of them new, sauna, eucalyptus steam room, full gym w/ weight room and cardio...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Killington
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Terrace
    • Balcony
    • Sauna
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of our favorite Killington, Vermont vacation rentals, 2-F04, is a comfortable two bedroom is located in building 2 at Mountain Green with prime skiing right across the road. The condo has an open floor plan with a fully equipped kitchen with a dishwasher, stove/oven, microwave, refrigerator....
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Killington - BOOK NOW FOR LOW SUMMER RATES, FALL FOLIAGE & WORLD CUP WEEKEND1 / 24
    (6)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Sauna
    • Cable/satellite TV
    • Mountain Views
    • DVD Player
    • Hot Tub
    • Shared Indoor Pool
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 February 2016
    We had a great time. We could walk to the Snowshed base from the condo, but the shuttles run so frequently that we just hopped on and off easily, as it is only one stop in...
    Reviewed 19 January 2016
    I spent the first weekend of the new year here with my boyfriend and 3 friends. The condo was very comfortable, and perfect for 5 adults. The amenities in the building were...
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    About this property
    Two bedroom two bath condo at Mt. Green Resort at Killington. Our condo is located right at the base of Killington. You can walk to the lifts or take the shuttle which stops at our ski locker and takes about 2 minutes to get down to the lifts. The condo sleeps 6 and has the best ever memory foam...
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    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Townhome near ski slopes w/ shared hot tub, pool & private sauna!1 / 41
    (1)Excellent
    Killington
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Patio
    • Cable/satellite TV
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Central Heating
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 February 2017
    We go to Killington nearly every winter break for our annual family ski trip. The Woods are absolutely the best experience we've had to date--the in townhome amenities (full...
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    About this property
    The Woods: Townhouse-D5 Pristine snow in the wintertime, shining sun in the summer, and evergreen trees and mountain slopes along the horizon - Killington offers some of the most beautiful sights in Vermont. You can experience it all from the comfort of this amazing vacation townhome, alongside...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • Hot Tub
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    Pet friendly
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    Smoking allowed
    About this property
    Mt Green 1-C08, one of our very best Killington, VT vacation rentals, is a very cozy and convenient ski condo is just minutes from the Killington ski slopes and night life! Recently updated condo in Building 1 with flat screen TV's in the living room and bedroom, stereo, wood burning fireplace, and...
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    Killington, Vermont 05751
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Sauna
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    About this property
    Do we have the perfect location for you and your guest! This gorgeous 4 bedroom 3 bath tri-level townhouse sits near the top of Killington's Sunrise Mountain a ski on /ski off community. It features a large private master bedroom with a king bed, private bathroom with a step down in whirlpool...
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    Killington, Vermont 05751
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Woods: Village-14 Charming doesn't begin to describe this Killington home. When you stay in this house you can look forward to amazing amenities, from a wood-burning fireplace to a communal spa to a jetted tub in the master bath. This home is in The Woods Resort and Spa, which is just four...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Sauna
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    Pet friendly
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    Smoking allowed
    About this property
    Located in the heart of Killington's main basin, this comfortable condo sleeps 2-4, just across the road from Killington's Snowshed Lodge & ski lifts, Killington snow tubing park, Killington Golf Course, restaurants, and nightclubs. This condo has an open floor plan with fully equipped kitchen with...
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    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Sauna
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy Vermont living in one of our best Killington, Vermont vacation rentals, at Mt. Green Resort! This classic Killington ski condo accommodates up to 4 people, has an all-inclusive fully equipped kitchen, and is a one bedroom with two single beds corner unit with one full bathroom. A wood...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Cable/satellite TV
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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mountain Green: 2E5 Treat yourself to a fabulous outdoor getaway with a stay at this fifth-floor condo just one mile from the slopes of Killington Ski Resort! Boasting a wide range of resort amenities, including a hot tub, sauna, and 54-ft. pool, this cozy vacation rental is also equipped with a...
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    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
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    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pinnacle A3 Seasonal resort amenities, quick shuttle access to Killington's incredible slopes, and cozy home comforts - what more could you ask for in a quaint mountain retreat? Part of Pinnacle Condos, this single-level home is less than a mile from the base of Killington Ski Area, and closer...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Killington
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
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    • DVD Player
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    • Hot Tub
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Woods: Townhouse-E12 Located near the Woods Resort and Spa's private pools, tennis courts, and gym, this beautiful townhome is the top choice for those wanting to experience the best of Central Vermont. Located on Killington Peak, this multilevel getaway is conveniently located near some of...
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    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Terrace
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    About this property
    Serenity is an authentic log home (brand-new construction) with all of the modern amenities, located in a family-friendly neighborhood, right across from the Pico Mountain entrance and a 10-minute drive to the Killington’s main basin. You will be able to enjoy the views of Pico Mountain while...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    ☆ SKI ON & OFF! ☆ Spruce Glen C on Great Eastern Trail w/Sauna, Fireplace1 / 17
    (1)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Wi-Fi
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Washer
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    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 December 2017
    Ryan was a pleasure to deal with and very responsive. Easy to find and access. Great location and couldn’t believe how close it was to trails.... literally feet from condo. Will...
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    About this property
    Nestled among a perfect grove of New England Spruce trees and a gentle mountain stream, just above the Skyeship Gondola base lodge, sits an unrivaled, quintessential ski in ski out vacation getaway. A place where scores of guests from over fifteen states and five countries have created...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Looking to be close to the slopes, Pico Village Resort in Killington is just the place. This beautiful slope-side condo features 3 bedrooms, 2 full baths. Is a contemporary style, with cathedral ceilings, open floor plan that is very inviting. Once inside you will be a kitchenette with everything...
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    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
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    Smoking allowed
    About this property
    One of the nicest Killington vacation condos for rent, this charming and updated ski on/ski off condominium literally steps from the Sundog trail on Sunrise Mountain in Killington, Vt. Perfect for families. Ski down to the Sunrise chair lift to connect to Bear Mountain and the rest of Killington's...
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    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Terrace
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    • Shared Indoor Pool
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    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mountain Green: 2E7 This upper floor rental offers views of Green Mountain National Golf Course and the surrounding mountains off of the balcony. It's located in the back of the resort for added peace and quiet and has a cozy wood-burning fireplace in the living room. In the main building, you'll...
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    Killington, Vermont 05751
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Sauna
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    About this property
    Located within The Woods Resort & Spa, this modern day condo has a plenty of comfortable living space, it includes two spacious bedrooms on the main level and a loft on the 2nd level that can be used for extra sleeping. Walking into the condo, bedroom one is located to the right of the entryway...
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    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Terrace
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    Smoking allowed
    About this property
    Enjoy your space in one of our most spacious Killington vacation condo rentals, 3-B15. This extra-larger one bedroom condo right across from the lifts, will sleep 5 comfortably. This condo has a large bedroom with a queen and a twin, full bath, living room with woods burning fire place with free...
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    Killington, Vermont 05751
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
    Killington
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Not only is the Woods Resort & Spa development centrally located off Killington's Access Road and a stone's throw from all the wonderful experiences the area provides, but it is all home to some of the nicest vacation homes for rent Killington, VT offers. In the Terra Median building guests can...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Mt Green 2-D011 / 38
    (1)Average
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Hot Tub
    • Mountain Views
    • Terrace
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 April 2018
    The location of Mountain Green is great - really close to the slopes and an easy drive to restaurants, etc. The apartment (and actually the whole resort), however, was fairly...
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    About this property
    If you're looking for one of the finest Killington, Vermont vacation rentals around, come stay in this two bedroom, one and a half bath ski *** revival! Though it's a condo it feels like a house, all on its own, nestled high in the mountains. Decorated with the classic, but modern, ski *** theme,...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Terrace
    • Balcony
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    • Wi-Fi
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pinnacle-D8 This cozy mountain condo has it all: comfy furnishings, easy access to the slopes, and resort amenities at the Pinnacle Spa and Lounge. Located right on the mountainside, up to six lucky guests at a time can enjoy the beauty of Killington up close and personal, with access to...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Terrace
    • Mountain Views
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    Pet friendly
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    Smoking allowed
    About this property
    **Please Note: This property is NOT Pet Friendly!** Are you looking to wake up in the morning, jump in your snow boots and hit the slopes? Well, this one-bedroom condo is just the place for you! Located in Killington’s Sunrise Mountain Village this ski in/ ski out condo can accommodate two to...
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    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Central Heating
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Woods: Village-46 Outdoor activities await just steps outside your door at this condo in Killington. This retreat features a secluded forest view from the balcony, access to the slopes via shuttle service, and a community full of amenities; take your pick from an indoor pool, hot tub, gym, and...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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