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Holiday Rentals in Pittsfield, VT

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    All 121 Rentals in the Pittsfield Area
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    The following rentals are within 15 kilometres of Pittsfield, Vermont.

    From
    ₹12,724
    / Night
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    1 / 14
    Killington
    2 Bedrooms / 2 Bathrooms / Sleeps 8
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    From
    ₹31,340
    / Night
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    1 / 7
    Killington
    3 Bedrooms / 4 Bathrooms / Sleeps 6
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    From
    ₹10,656
    / Night
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    1 / 8
    Killington
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    From
    ₹54,845
    / Night
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    1 / 12
    Killington
    5 Bedrooms / 3 Bathrooms / Sleeps 18
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Beautiful Renovated Country home with restored pine floors, 5 bedrooms with flat screen TV's in each. Gorgeous fireplace with large flat screen TV. Main Level Kitchen - fully equipped kitchen - gas cooking stove Microwave Dishwasher All new stainless Steel Appliances Living room with large wood... View all property information
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    From
    ₹15,670
    / Night
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    1 / 7
    Killington
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    3 Bedroom, 2 bath Whiffletree Condo (two levels)(sleeps 8) - Whiffletree Condominiums are centrally located in the heart of Killington's main basin area. In winter, a free shuttle goes to Snowshed base lodge, only 1/2 mile away and enjoy 'ski home' access provided there is natural snow. This... View all property information
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    From
    ₹11,784
    / Night
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    1 / 10
    Killington
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    2 Bedroom Whiffletree Condo (sleeps 6) - Whiffletree Condominiums are centrally located in the heart of Killington's main basin area. In winter, a free shuttle goes to Snowshed base lodge, only 1/2 mile away and enjoy 'ski home' access provided there is natural snow. This property has everything... View all property information
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    From
    ₹41,369
    / Night
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    1 / 13
    Killington
    3 Bedrooms / 2 Bathrooms / Sleeps 10
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    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    3 Bedroom plus Loft Private Home (sleeps 10). A Great Escape! Large Outdoor Hot Tub. Ski down 250 feet to Great Eastern, walk home 700 feet from Home Stretch trail. Perfect vacation home for 2 couples with children. Wi Fi, Wood Burning Fireplace and Foosball! Main Level Living room w 48' HD/TV/DVD,... View all property information
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    From
    ₹14,103
    / Night
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    1 / 6
    Killington
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    2 Bedroom/2 Bath (sleeps 6) One Level Village Unit at the Woods Resort & Spa -- Located on Killington’s Access Road. Guests are only a stone’s throw from all that Killington has to offer. Featuring a whirlpool tub, wood burning fireplace, equipped kitchen, washer/dryer and high speed internet... View all property information
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    From
    ₹29,773
    / Night
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    1 / 24
    Killington
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    3 Bedroom Plus Loft Private Home in Killington! Walk to the 'Home Stretch' trail from this nicely furnished sunny and spacious private home. This home has 3 levels and sleeps 10 persons comfortably. Just minutes from the Bear Mountain and the Skyeship base lodges. This home features a large wrap... View all property information
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    From
    ₹17,425
    / Night
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    1 / 5
    Killington
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Two Bedroom Slopeside Condo (sleeps 6) at Pico Ski Resort! Ski home right to your back door! Spend a great family vacation in the Killington Valley away from the crowds of big mountain skiing & riding. Enjoy the laid back, quiet atmosphere of Pico Mountain featuring 50 trails & 6 lifts. It's a... View all property information
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    From
    ₹50,144
    / Night
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    1 / 10
    Killington
    5 Bedrooms / 4 Bathrooms / Sleeps 18
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Highlights of Mountain Aire Lodge Natural finished throughout including wooden ceilings, Douglas fir post-and-beam features and hand-planed white oak flooring. Mountain Aire Lodge is a newly constructed chalet home that offers every comfort and amenity you could ever ask for in a vacation... View all property information
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    From
    ₹7,835
    / Night
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    1 / 11
    Killington
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    2 Bedroom Economical Valley Park Condo (sleeps 6). This the right vacation resort for you in this great economic crisis. You must seek something which can fit into your budget, and Valley Park is it! Wood Burning Fireplace, 5 Miles From Ski Area, Perfect for an affordable family vacation. Main... View all property information
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    From
    ₹11,909
    / Night
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    1 / 4
    Killington
    1 Bedroom / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Fireplace
    • Gym
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Perfect family or couples ski vacation week from December 28, 2014 thru January 4, 2015. Nestled in the rolling Green Mountains of Vermont, this resort is one minute away from Killington Ski Resorts fastest Gondola. Enjoy the experience of great restaurants, the best skiing in the east, heated... View all property information
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    From
    ₹14,855
    / Night
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    1 / 22
    Killington
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Sauna
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Enjoy relaxing in this beautiful two bedroom , tri-level town house, features large windows and slider doors that lead out to a newly built screened in porch. You can your guest are within walking distance to the Sport Center. Main Level: Bedroom: (2) sets of twins bunks, 20” TV, VCR, full bath.... View all property information
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    1 / 10
    Killington
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    An outstanding location, this Sunrise condo gives you immediate access to the ski out trail literally just outside the front door and the ski home trail comes right into the parking area for the condo. The main level offers a comfortable living room with a wood burning fireplace, an open kitchen... View all property information
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    From
    ₹14,855
    / Night
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    1 / 12
    Killington
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Sauna
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Recently updated 2 bedroom with a small loft, this property has several unique features including a screened-in porch with wooded views, open floor plan, and the main level features a single level of living. Typically woods properties have an entryway landing as you enter and stairs down to the... View all property information
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    From
    ₹8,650
    / Night
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    1 / 12
    Killington
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Gym
    • Internet Access
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Killington, Vermont- Whiffletree: Whiffletree Condominiums are centrally located in the heart of Killington's main basin area. In winter, a shuttle runs to Snowshed lodge, only 1/2 mile away, and enjoy ski home access provided if there is enough natural snow. These neat and tidy 2 BR/1BA... View all property information
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    From
    ₹47,010
    / Night
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    1 / 20
    Killington
    3 Bedrooms / 4 Bathrooms / Sleeps 11
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This unit is booked for the 2014/2015 winter ski season! This incredible home is tucked away as the last home on Cricket Hill Road. Enjoy breathtaking views and three levels of living sporting many unique features including two solarium's, 3 gas fire places, custom and imported art and pottery, and... View all property information
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    From
    ₹8,775
    / Night
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    1 / 7
    Killington
    1 Bedroom / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    1 Bedroom Plus Loft (sleeps 6) across from Pico Mountain! The region's best kept secret, the Northside Condos are located in a secluded setting directly across for the Pico Ski Area and just a short drive to the main Killington base lodges. This clean comfortable unit features stunning views of... View all property information
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    From
    ₹7,835
    / Night
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    1 / 5
    Killington
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    1 Bedroom Whiffletree Condo (sleeps 4) - Whiffletree Condominiums are centrally located in the heart of Killington's main basin area. In winter, a free shuttle goes to Snowshed base lodge, only 1/2 mile away and enjoy 'ski home' access provided there is natural snow. This property has everything... View all property information
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    From
    ₹54,845
    / Night
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    1 / 19
    Killington
    7 Bedrooms / 3 Bathrooms / Sleeps 25
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This very spacious two level house, with plenty of country farmhouse charm, is conveniently located to restaurants and the night life as well as the Killington Ski Area. outside hot tub, pool table, 42' flat screen TV, in addition to new beds, bedspreads, and drapes. The fully equiped kitchen has... View all property information
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