We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals in Pittsfield

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    ₹ 17,244 Average
    |||
    |||
    ₹ 0₹ 68,000+
    Suitability
    More filters
    Don't let other travellers get your favourite Pittsfield area holiday home. You're so close to securing your perfect getaway. Book today.
    All 231 Rentals in Pittsfield
    Sort by:
    Default
    The following rentals are within 15 kilometres of Pittsfield.
    The White House - Seven Bedroom Private Vermont Country Home with Outdoor Hot1 / 24
    (1)Excellent
    Killington
    7 Bedrooms, 3 Bathrooms, Sleeps 24 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Killington
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Killington
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Killington
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Internet Access
    • Sauna
    • DVD Player
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The ultimate ski mountain escape awaits you at this 3-bedroom, 2.5 bathroom Pico-Killington vacation rental townhouse, which sleeps nine! Nestled in beautiful Rutland County, this breathtaking slopeside townhouse will grant you and your family or friends the ideal remote getaway with 1,500 square...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Parking
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this upscale Four bedroom, three bathroom Private home with large wrap around deck. Families and Friends can enjoy the game room located on the bottom floor of the three story home! Pool table, ping-pong, air hockey and foosball tables. This spacious lodge can accommodate a maximum of 12...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Enquiry
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Parking
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Woods Resort A4: This large Woods Cluster home is a two story townhouse with the best that Killington has to offer. This unit features a sunken Livingroom with fireplace, cathedral ceilings, full kitchen. The upstairs has a bedroom with a queen size bed, bunk bed and a full bath. Amenities:...
    View all property information
    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Killington
    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Sauna
    • Hot Tub
    • Internet Access
    • Patio
    • Washer
    • Mountain Views
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Slopeside Estate features Five Bedrooms and Four Full Size Custom Bathrooms, covering four floors of elegant living space. The master bedroom suite features a king size bed with an en suite custom bathroom featuring a steam shower, heated towel bars, jetted tub and a Toto NeoRest electronic...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 16
    Make Enquiry
    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Terrace
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just a short walk from Pico Mountain's lifts, a private balcony with an amazing view of the forest, and all the cozy comforts of home - what more could you want from a three-bedroom townhouse for your Killington vacation? Located in a corner of the Northside Condos, this townhome sits just across...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Killington
    7 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Mountain Views
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bear Run Home: This three level spacious home is located off of East Mountain Road between Bear Mountain and the Snowshed Base Lodge. The entrance level has two bedrooms, a full bathroom and large family room with widescreen TV, fireplace and Foosball table. The second level is sunny and...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 16
    Make Enquiry
    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Washer
    • Sauna
    • Grill
    • Mountain Views
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The '76' house is truly a special slopeside property. It is located in Killington’s Trailside Village, along the Great Eastern ski trail, which is Killington’s number one slopeside address! Designed by a famous architect, this home has lines in are beyond creative! The Trailside Village 76 House...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 14
    Make Enquiry
    Save time - get the best Pittsfield rentals sent straight to your email!
    Get the List
    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Colony Club Townhome: Location, Location, Location!!! Located in the heart of Killington. Large, spacious three level, 4 bedroom, 3 bath townhouse just off the Killington Road. Rare find!! 4 bedrooms with 3 full bath. End unit townhouse, with open floor plan. The living room features a wood...
    View all property information
    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Killington
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Mountain Views
    • Internet Access
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tanglewood Chalet: This rustic Killington home is designed with stone and natural woodwork. The first-floor entry level has the master bedroom with king-size bed and en-suite bath. There are also two other bedrooms plus a second bath. A private den is located on the first level with a private...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Killington
    5 Bedrooms, 3 Bathrooms, Sleeps 20 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Sauna
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Become part of the legend! Before you book ask about our FREE extended checkout option! Beautiful 3000+ square foot home located less than five minutes from the lifts in the heart of the Killington Access Road. Second to none amenities to include indoor regulation racquetball court, 7-person...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 20
    Make Enquiry
    Killington
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    8 Miles from Killington Slopes and close to Pico ski resort. Access to the Vast Trails for snow mobiles right across from our home. You can ride your snow mobiles from our garage to the trails. Summers are wonderful as you can hike the Long Trail, take the lift up to the top of Killington with...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Enquiry
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Cable/satellite TV
    • Sauna
    • Washer
    • DVD Player
    • Parking
    • Balcony
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 to Killington...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Mountain Views
    • Terrace
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mountain Green Condominium C9: This spacious unit is located in Building three, the front facing Killington Mtn. Take the elevator right down to the sports center, where you find the indoor pool and sports center as well an on-site restaurant and ski - snowboard shop. T he unit is spacious and...
    View all property information
    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Sauna
    • Internet Access
    • Washer
    • Grill
    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 miles from Killington...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Ski In & Out Luxury Trailside Condo Hot Tub, Gym, Pool and more1 / 16
    (4)Very good
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Sauna
    • Central Heating
    • Wi-Fi
    • Cable/satellite TV
    • Mountain Views
    • Shared Indoor Pool
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our completely and thoughtfully renovated Killington trailside condo is perfect for a family or couples getaway! Ski directly out the back door for access to all of Killington's six mountains and over 70 miles of ski trails. Ski home for lunch and avoid the shuttles, base lodges and parking....
    View all property information
    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Killington
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Cable/satellite TV
    • Sauna
    • Washer
    • Mountain Views
    • Internet Access
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Glazebrook Townhome F4: Located near the top of the Killington access road, this 2 bedroom unit is one (1) mile to Ramshead and Snowshed Base lodges which is the drop off for the Killington children's programs. Just a little farther up the road you are at the Killington Peak base lodge. All of...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    Killington
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Mountain Views
    • Sauna
    • Patio
    • DVD Player
    • Parking
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With ski-in/ski-out access, this townhouse is great for groups and families that want to experience everything Killington has to offer. Guests can suit up from home and step out of their door onto Sundog, a beginning slope that leads to the Sunrise Triple chairlift. Other slopes are just a shuttle...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    List your property for free!
    List your holiday home where TripAdvisor travellers can find it.
    Add a Listing
    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Parking
    • Hot Tub
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Snowbird Retreat Home: This home is located just off Killington Road, with easy access to the various base lodges and Killington Restaurants, shops, and nightlife. Nice tall Cathedral ceilings in the Living room / Kitchen with 2 full walls of windows to enjoy the outdoor mountain ranges. The...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Enquiry
    Ski condo near Pico Mountain w/ slope views, access to a shared pool!1 / 32
    (1)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Sauna
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Terrace
    • Parking
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience all that Vermont has to offer when you stay in this spacious condo at Pico Mountain! With room for six lucky guests, all of the comforts of home, and convenient access to nearby attractions year-round, this rental is the perfect choice for your next vacation. Located near the base of...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Sauna
    • Parking
    • Wi-Fi
    • Housekeeping Included
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Deluxe Suite at the Mountain Sports Inn is a fantastic option for families or large groups looking for a fully-appointed vacation rental in Killington, Vermont. This unit is a 2000 sq. ft. home with private entrance (also accessible from hotel), a generous amount of living space that can...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Killington
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Internet Access
    • Washer
    • Parking
    • DVD Player
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Queens Croft Home: Pamper yourself in this newly built, deluxe vacation home. From the living room with stone fireplace, to the hot tub on the deck, to the two master suites each with their own bath and walk-in closet, you will find attention to detail and comfort galore. Whether preparing a meal...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 14
    Make Enquiry
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Patio
    • Mountain Views
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Woods Resort V32: This “Woods Resort and Spa” Village Condo offers all one could wish for. This two-level unit offers a Livingroom with fireplace, cathedral ceilings, a spacious dining area for six and a fully equipped kitchen with breakfast bar. The master bedroom has a King size bed and bathroom....
    View all property information
    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy one of the best Killington vacation rentals! Colony Club C11 is a three-level end unit that has a lot to offer. Straight in from the parking lot you will enter into a large mudroom with plenty of storage for your personal belongings. Once into the unit you will find bedroom one with a queen...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    Make Enquiry
    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Sauna
    • Washer
    • Patio
    • Mountain Views
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Glazebrook Townhome F5: Located near the top of the Killington access road, this 3 bedroom end unit is one (1) mile to Ramshead and Snowshed Base lodges. The drop off for the Killington children's programs. Just a little further up the road and you are at the Killington Peak base lodge. All of...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Killington
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Sauna
    • Cable/satellite TV
    • Mountain Views
    • Internet Access
    • DVD Player
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Highridge Condominium F1: This is Killington’s premier resort complex! Right near the Top of Killington Road is Highridge Condominiums. It Features a ski home trail and shuttle service to and from Snowshed Base Lodge, Killington Road with all the shops, restaurant and nightlife. This spacious...
    View all property information
    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Hot Tub
    • Grill
    • Balcony
    • Internet Access
    • DVD Player
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Slopeside Estate Apartment space is separate from the house, which represents an additional apartment above the detached garage on the property. That space can be rented to compliment your housing needs. The Slopeside Estate Apartment features one bedroom (king size bed) and a sleeping loft...
    View all property information
    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    Make Enquiry
    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • DVD Player
    • Sauna
    • Grill
    • Hot Tub
    • Mountain Views
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Trailside Village #4: This Exclusive three bedroom is true ski on, ski off, just 20 yards from the Great Eastern Trail. To make it even more special and relax after a day of skiing and riding in your own private hot tub out on the deck. This trail is serviced by the Sky Ship Gondola, a high...
    View all property information
    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Internet Access
    • Private Indoor Pool
    • Washer
    • Cable/satellite TV
    • Sauna
    • Terrace
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This unit features a spectacular view of the slopes from the living room with wood burning fireplace, dining area with ample seating for 6, easy access to your balcony. The Main level has the living room, dining room, kitchen and full bathroom. The upstairs has 2 bedrooms and a full bathroom with...
    View all property information
    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My place is close to family-friendly activities, nightlife, public transport, and the city center. You’ll love my place because of the ambiance, the outdoors space, the neighborhood, the light, and the comfy bed. My place is good for couples, solo adventurers, business travelers, and families (with...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Cable/satellite TV
    • Washer
    • Parking
    • DVD Player
    • Balcony
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    As one of the rare ski-on/ski-off complexes in the Sunrise Mountain Village community, this vacation townhouse is perfect for your ultimate ski getaway with amazing amenities and a great location. This home has immediate access to the Sunrise Triple Chairlift. Grab the Diamond Express Shuttle to...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Mountain Views
    • Washer
    • Internet Access
    • Hot Tub
    • Parking
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Winterberry Townhouse #4 is a premium, distinctive, spacious and sunny 4-level, 4 bedroom townhouse with WiFi throughout. This home offers a very high standard of accommodation and is located in a beautiful area set within close proximity of both the Killington and Pico ski areas both of which...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Killington
    7 Bedrooms, 5 Bathrooms, Sleeps 27 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My place is close to family-friendly activities, nightlife, and public transport. Location ( 2 min to the Killington Access Rd. restaurants, shops, and lounges ) and 2 more min to the slopes of Killington. Good for couples, solo adventurers, business travelers, families (with kids), and big single...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 27
    Make Enquiry
    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Internet Access
    • Hot Tub
    • Sauna
    • Mountain Views
    • Washer
    • Private Indoor Pool
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Matterhorn House offers a one-of-a-kind Vermont ski vacation experience, arguably boasting some of the most incredible mountain views of any property in all of the resort! The private slopeside setting on the Great Eastern ski trail (service by the Killington Skyeship Gondola) has inspired an...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
    Make Enquiry
    Killington
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Balcony
    • Sauna
    • Hot Tub
    Suitability
    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...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Make Enquiry
    Killington
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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....
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Mountain Views
    • Washer
    • Balcony
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whiffletree Condominium D8: This two level top floor unit offers a unique opportunity to enjoy the finest furnishings and décor. It offers new furniture, beautiful slate flooring, berber carpeting and cathedral ceilings throughout the unit. The first floor has a fully equipped kitchen, comfortable...
    View all property information
    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Enquiry
    Ski In & Out Trailside Condo Hot Tub, Gym, Pool and more1 / 16
    (3)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Wi-Fi
    • Mountain Views
    • Hot Tub
    • Cable/satellite TV
    • Sauna
    • Shared Indoor Pool
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our contemporary Killington trailside condo is perfect for a family or couples getaway! Premium location a few short steps and under 50 yards from the Sundog trail. Ski home for lunch and avoid the base lodges, shuttles and parking! Larger than most Sunrise 2 bedroom units, offering a finished...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Killington
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Terrace
    • Washer
    • Parking
    • Mountain Views
    • Cable/satellite TV
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You'll be mere steps from the lifts in this ski-in/ski-out condo with gorgeous mountain views from your private balcony! Located right on the slopes at Sunrise Mountain, one of Killington's six peaks, you have direct access to beginner-level Sundog Trail and the Sunrise Village Chairlift. Skye...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Hot Tub
    • Mountain Views
    • DVD Player
    • Sauna
    • Cable/satellite TV
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This one bedroom condo is located directly on Killington Mountain and is a true ski on/ski off location, situated just 20 yards from the Great Eastern Trail. This trail is serviced by the Sky Ship Gondola, a high-speed 8-person gondola. To make this condo even more special, wind down after a day...
    View all property information
    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 8
    Make Enquiry
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Balcony
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Sauna
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 sauna! This condo is...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Indoor Pool
    • Internet Access
    • Cable/satellite TV
    • Mountain Views
    • Washer
    • Sauna
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This unit property is ski off. You cannot ski on, but you can ski home. You may walk to the lifts, but if you have children you may consider driving up there (3min drive). You may walk 0.3 mile to the Sundog Ski Trail which will take you down Sunrise Village Triple Chair Lift. *** This unit...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Enquiry
    Killington
    5 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Washer
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Completely Remodeled Five bedroom private home. Close to Killington Mountain. Five bedrooms with three full bathrooms along with two half baths. Three level home with two full kitchens. You won't be disappointed with this property. Main Level Fully equipped kitchen Dining Table seats 10...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 16
    Make Enquiry
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Sauna
    • Balcony
    • Parking
    • DVD Player
    • Terrace
    • Cable/satellite TV
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ski-in/ski-out from this cozy Pico Mountain condo with immediate access to chairlifts, multiple-level slopes, and the Pico Sports Center, which offers guests a pool, saunas, and more (additional fees apply). Located in Pico Mountain Resort in the heart of Vermont's Green Mountains, this condo...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Hot Tub
    • Mountain Views
    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Sauna
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Trailside Village #3: This Exclusive one bedroom is true ski on, ski off just 20 yards from the Great Eastern Trail. To make it even more special relax after a day of skiing and riding in your own private hot tub out on your deck. This trail is serviced by the Sky Ship Gondola, a high speed heated...
    View all property information
    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    Make Enquiry
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Balcony
    • Mountain Views
    • Sauna
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Super comfortable, family-friendly 2 bedroom condo right at the base of the mountain and fronting first tee of the golf course. Quiet corner unit with beautiful year-round views, flat-screen TV, brand new couch and carpeting, freshly painted, updated kitchen with stainless appliances. This is one...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Terrace
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The master bedroom of this Killington vacation condo rental has a queen bed. The second bedroom has a 2 Twin bed. In the living room there is a queen pull out sleeper sofa, fully equipped kitchen with a dishwasher, stove/oven, microwave, refrigerator, wood burning fireplace, free dry-cut firewood,...
    View all property information
    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    List your property
    Owner log in