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Vacation Rentals in Pittsfield, VT and nearby

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    All 121 Rentals in the Pittsfield Area
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    From
    $400
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    1 / 16
    Pittsfield
    5 Bedrooms / 2 Bathrooms / Sleeps 11
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    $150
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    1 / 27
    5 of 5 stars (1) Excellent
    Pittsfield
    4 Bedrooms / 1 Bathroom / Sleeps 9
    traveler have booked this property
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    $130
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    1 / 19
    Pittsfield
    2 Bedrooms / 1 Bathroom / Sleeps 8
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    The following rentals are within 10 miles of Pittsfield, Vermont.

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    1 / 23
    5 of 5 stars (1) Excellent
    Killington
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Ski In Ski Out 3 bedroom, 3 bath Townhouse in Sunrise Village Spacious 3 level townhouse with 2 master bedroom each with queen beds and private baths with a Jacuzzi tub and shower, all bedrooms on different levels. Main floor has open floor plan with living room with wood burning fireplace (free... View all property information
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    5 of 5 stars Reviewed December 19, 2014
    This house is very comfortable and well appointed. The bedrooms are large yet cozy for those seeking a quiet spot. Two of the bathrooms have jet tubs and the house has washer and...
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    $105
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    1 / 11
    5 of 5 stars (5) Excellent
    Killington
    7 Bedrooms / 3 Bathrooms / Sleeps 24
    travelers have booked this property
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    The Killington Mountain Retreat is a vacation home located just off the main access road in Killington, Vermont. This three-floor, 7 bedroom home is fully equipped and furnished. In addition to the bedrooms, there is a large kitchen, living room, game room, media room, mud room and large outdoor... View all property information
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    5 of 5 stars Reviewed December 8, 2014
    Great place to get away with a group of friends or other couples with kids. The house is very spacious and has room to sleep a large group. It is set up in a very convenient...
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    $183
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    1 / 18
    Killington
    2 Bedrooms / 2 Bathrooms / Sleeps 8
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    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
    Open floor plan, end unit with no steps into the property. Both bedrooms are located on the main level. Bedroom one is located to the right of the entry way with a queen bed and full private bath. The kitchen has stainless steel refrigerator, stove, microwave, dishwasher, toaster, coffee pot,... View all property information
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    $85
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    1 / 14
    5 of 5 stars (5) Excellent
    Killington
    4 Bedrooms / 2 Bathrooms / Sleeps 12
    travelers have booked this property
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    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... View all property information
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    5 of 5 stars Reviewed August 13, 2013
    The house was spacious, clean and had all the necessaties. Overall we had a great time. The only drawback is that you share the house with another unit, and if they stay up...
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    $350
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    1 / 10
    5 of 5 stars (1) Excellent
    Killington
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Conviently located in Pinnacle’s E building on Killington grounds, a 3 bedroom, 2 bath townhouse condo can sleep 10 people and has all the amenities of home. A free shuttle that loops every 15min picks you up right at the end of the building (50yds from the front door) to take you to the main... View all property information
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    5 of 5 stars Reviewed February 26, 2015
    This unit was Absolutely Awesome!!! We stayed here with 2 families of 5 and we had a Great time with plenty of space and all the Comforl of home. The renter is Top notch...
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    1 / 55
    Killington
    3 Bedrooms / 2 Bathrooms / Sleeps 14
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    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • 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
    The Tanglewood Estate at Killington is a 3 bedroom, 2.5 bathroom luxury home located in the Green Mountains of Killington, Vermont. This home is just off the main access road and close to all the bars, restaurants and shops of Killington and just miles to the slopes. This home features a... View all property information
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    $170
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    1 / 27
    Killington
    8 Bedrooms / 4 Bathrooms / Sleeps 24
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    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... View all property information
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    From
    $85
    / Night
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    1 / 14
    Killington
    4 Bedrooms / 2 Bathrooms / Sleeps 12
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    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... View all property information
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    From
    $300
    / Night
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    1 / 11
    Killington
    4 Bedrooms / 2 Bathrooms / Sleeps 9
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Just minutes from the slopes, the Sundowner is the perfect place to wind down from a great day skiing/snowboarding. Enjoy apres ski with friends and family in the hot tub while enjoying a colorful sunset, the views of Pico's mountaintop trails or an unexpected snow squall. The main level... View all property information
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    $190
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    1 / 4
    Killington
    1 Bedroom / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    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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    $400
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    1 / 11
    Killington
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    I only accept payment through the FLIPKEY System. Upscale spacious 3 bedroom Townhouse Condo with family room. Sunrise Mountain Village - 2300 ft elevation. Ski-in/ski-out. All of the comforts of home. The location and accommodations are excellent. This three bedroom town house condo (three levels)... View all property information
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    $280
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    1 / 12
    5 of 5 stars (1) Excellent
    Killington
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Gym
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Killington, Vermont- Sunrise Complex Enjoy one of Killington’s few Ski on Ski off developments. As a guest put it “Staying at Sunrise you can have it all.” Sunrise is an ideal area for families, couples, and groups who want to get away from the crowds of Killington's main mountain. Enjoy access to... View all property information
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    5 of 5 stars Reviewed September 24, 2014
    Several times I had questions about the unit and the owner was an email away. I always received a quick response and she was very willing to help or work with me on our check-out...
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    $400
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    1 / 12
    Killington
    1 Bedroom / 1 Bathroom / Sleeps 4
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    I only accept payment through the FLIPKEY System. Charming one-bedroom condo at Sunrise Mountain Village - 2300 ft elevation - Ski/in-ski/off location - the ski lift is literally right next to the condo - it couldn't be more convenient. TV's are available in the living room and bedroom. Large... View all property information
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    $150
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    1 / 4
    Killington
    2 Bedrooms / 1 Bathroom / Sleeps 3
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    Amenities & Details
    • Dishwasher
    • Dryer
    • Mountain Views
    • Satellite TV
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Our Killington apartment is the perfect all-season getaway located in the mountains of Killington, VT. During the winter Killington offers some of the best skiing and riding in the Northeast. The spring and summer bring beautiful scenery and mountain breezes that are the perfect escape from the... View all property information
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    $350
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    1 / 20
    5 of 5 stars (3) Excellent
    Killington
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    traveler have booked this property
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Gym
    • Hot Tub
    • Housekeeping...
    • Internet Access
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Convenient location awaits...Just 3 hours from Boston, 4 hours from NYC and 1.5 hours from Burlington, VT & Concord, NH 'The Woods', Killington's premier destination spa and resort, awaits you this Ski Season! We have a spacious, multi-level, 3 bedroom, 3.5 bath plus loft townhouse. The condo is... View all property information
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    5 of 5 stars Reviewed March 19, 2015
    We had a great vacation at Francois and Kelly's townhouse in Killington. They were very responsive owners and very prompt with any questions. And the condo was wonderfully...
    5 of 5 stars Reviewed March 5, 2015
    The service at the main building at the pool and Jacuzzi was very professional and the facilities were immaculate. We loved the layout! Jacuzzi and sauna in room was fabulous...
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    $500
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    1 / 18
    Mendon
    7 Bedrooms / 6 Bathrooms / Sleeps 20
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Pool Table
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    New Large 7 Bedroom 6.5 Bathroom home with large wrap around deck, with Mountain Views, and easy access. View all property information
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    $200
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    1 / 22
    Mendon
    5 Bedrooms / 3 Bathrooms / Sleeps 10
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    Amenities & Details
    • Dishwasher
    • Fireplace
    • Gym
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Sherwood is 3,500 square foot home with 5 bedrooms and amazing panoramic views of Vermont’s Northern Taconic Mountain Range. Sherwood is located in Mendon just minutes from Killington/Pico ski area or the historical downtown Rutland for shopping. Providing 3,600 square feet of living space and... View all property information
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    $650
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    1 / 17
    Mendon
    5 Bedrooms / 3 Bathrooms / Sleeps 16
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This Charming Home has Gorgeous Mountain Views, overlooking it's own Pond with water wheel house. A beautiful Marble front fireplace in Dinning Room, and wood stove in Livingroom. On a tar road with straight in driveway on US Route 4 about three minutes to Pico Ski Area and about seven minutes to... View all property information
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    $225
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    1 / 20
    5 of 5 stars (1) Excellent
    Barnard
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
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    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    'Sanctuary' describes this green-built, two-story log home perfectly. Peaceful, quiet, nestled on a wooded mountainside in Vermont, it's the superlative setting to escape the noise of everyday life. A fully furnished screened back porch, complete with soft patio lights, padded porch swing, and... View all property information
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    5 of 5 stars Reviewed November 3, 2014
    In early October I stayed at Heidi's place with two of my sisters and our spouses. What an awesome place! When we arrived, there were lights on and a welcoming note left by...
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    $800
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    1 / 9
    4 of 5 stars (1) Very good
    Chittenden
    4 Bedrooms / 4 Bathrooms / Sleeps 12
    traveler have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    'The Jewel' features the best of a classic mountain lodge: soaring spaces, fascinating design elements and understated elegance all blending seamlessly in its idyllic environment - complete with spectacular Green Mountain vistas. 4,400 square feet of living space on two levels featuring 4 guest... View all property information
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    $800
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    1 / 10
    5 of 5 stars (1) Excellent
    Chittenden
    5 Bedrooms / 4 Bathrooms / Sleeps 18
    traveler have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Enjoy over 4,500 square feet of luxury mountain living featuring 5 bedrooms and 3 full and 2 half baths - plus over 700 square ft of mahogany deck and screened porch and 3 fireplaces. Take a left out your front door and the Mountain Top Inn & Resort is a short walk away. Take a right and you enter... View all property information
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    $250
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    1 / 18
    4.5 of 5 stars (4) Very good
    Killington
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Gym
    • Hot Tub
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Our updated and contemporary Killington trailside condo is perfect for a family or couples getaway! Featuring 2 en-suite bedrooms with full private baths, living room with fireplace & queen sleeper, remodeled & fully appointed kitchen, high speed WIFI internet, dining area, laundry and balcony... View all property information
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    5 of 5 stars Reviewed March 10, 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...
    5 of 5 stars Reviewed December 23, 2014
    Overall: Great place to stay, which is why I gave it a 5. It was quiet, and felt like you were at home. Cleanliness: All in all, it was clean. Aside from the fact that there...
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    1 / 5
    5 of 5 stars (1) Excellent
    Chittenden
    3 Bedrooms / 4 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Enjoy this spectacular spacious, open-plan, single level home; furnished with antiques and fine furniture. You'll be just a short walk to all activities and to the Main Lodge. Incomparable panoramic views of the lake and Green Mountain National Forest. Very private setting. Cable television... View all property information
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    5 of 5 stars Reviewed June 9, 2014
    White Birches is a beautiful home well appointed to mirror the surrounding environment. We stayed there for a few days during the kids February vacation. White Birches is...
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    1 / 6
    Chittenden
    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
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    About this property
    Beautiful 4 bedroom chalet home with great views of the mountains. Ideal for riding, skiing, and hiking enthusiasts, this chalet offers quick access to the trails. 2 bedrooms each with a Queen bed, one bedroom with 2 Twin beds and one bedroom with 2 sets of bunk beds...great for the kids! 2 Full... View all property information
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    $99
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    1 / 5
    4.5 of 5 stars (3) Very good
    Barnard
    Studio / 1 Bathroom / Sleeps 2
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Charming studio cabin in an apple orchard, with stone fireplace, bath with shower, kitchenette, sleeps two, short walk to Silver Lake and quintessential Vermont village center. View all property information
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    5 of 5 stars Reviewed July 27, 2014
    This cabin is as warm and welcoming as its owner! Barnard is a quaint town in Vermont with access to one of the cleanest lakes in the state, a general store (with great ice cream...
    5 of 5 stars Reviewed July 26, 2014
    Thank you Doreen for the wonderful hospitality and the opportunity to stay in the red cabin. I absolutely loved the comfort and simplicity of the cabin. I couldn't ask for a...
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    1 / 16
    4.5 of 5 stars (2) Very good
    Rochester
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    About this property
    Spacious four bedroom home with river front access and beautiful mountain views. It's a short walk to the quaint village of Rochester, VT. with cafes, pubs and shopping. The house comfortably sleeps six with complete kitchen and bed linens provided. Come see the fall foliage or ski one of four... View all property information
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    5 of 5 stars Reviewed March 8, 2015
    We had a very nice stay at Linda's house in Rochester. My friends and I went skiing at Killington for a weekend in February (the mountain is about a 30 minute drive from the...
    4 of 5 stars Reviewed January 6, 2015
    We stayed at Linda's wonderful Home in Rochester from 31 Dec to 4 Jan 2015 (skiing at Killington). It is an older property, but had so many unique features (and some wonderful...
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    1 / 24
    Killington
    8 Bedrooms / 6 Bathrooms / Sleeps 24
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    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    If you're looking for a large rental property to accommodate multiple families - Hideaway is a gem. Plenty of bedrooms, bathrooms, living rooms, large outdoor hot tub, on the access road with the luxury of a private setting. The Hideaway Chalet is conveniently located in heart of Killington,... View all property information
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    1 / 15
    4 of 5 stars (1) Very good
    Killington
    1 Bedroom / 1 Bathroom / Sleeps 6
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    As an architect and designer by trade, we have been working to bring our condo up to the 21st century, while maintaining the coziness that you find in a mountain getaway. The bedroom features a brand new Queen sized bed and a television. The living space features a custom designed Full Sized... View all property information
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    4 of 5 stars Reviewed January 4, 2015
    The condo was VERY CLEAN and stocked with all the essentials you need. For a pet friendly condo this was top notch! After a long day of skiing it was nice to be able to access the...
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    1 / 7
    Killington
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    Ski the largest and best sow-making mountain in the Eastern USA. Steps from amazing bars and restaurants. Wonderful 2 bedr. - 2 baths duplex- sleep 6. Fireplace (free wood), 2 flat screen TVs, free internet and local calls and fully equipped kitchen. Located right on the Killington Access Road.... View all property information
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    $375
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    1 / 10
    5 of 5 stars (8) Excellent
    Killington
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (8) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Hot Tub
    • Mountain Views
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • x
    About this property
    The Dew Drop Inn, Winter Ski House is Charming & Cozy. It is in the valley surrounded by Scenic Mountain Views. There is an Outdoor Hot Tub in the back of the house. It is 1 mile from Killington's worlds famous high speed 'Skyeship Base Lodge GONDOLA' (8 passenger- hi speed Gondola that takes... View all property information
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    5 of 5 stars Reviewed February 27, 2015
    Thank you so much for letting us stay at The Dew Drop Inn! It was such an amazing time and everyone had only the best things to say about your place. It was even better than...
    5 of 5 stars Reviewed February 23, 2015
    The property is clean, well maintained and very comfortable; the showers are hot and powerful, the fire is toasty and the hot tub is great. There was plenty of room for 10...
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    5 of 5 stars (8) Excellent
    Killington
    5 Bedrooms / 3 Bathrooms / Sleeps 12
    traveler have booked this property
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    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    This house on Killington has it all. With scenic mountain views in all directions, this contemporary 14-room home is located on Sunrise Mountain, one of Killington's six peaks. It's just a 50-yard walk to the ski trail that provides direct access to Killington's 200 slopes and trails. The home is... View all property information
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    5 of 5 stars Reviewed January 30, 2015
    Great location (ski in, and almost ski out). Nicely furnished especially kitchen. Spacious, surprisingly so from outside appearance. Well maintained. Owner easy to work with.
    5 of 5 stars Reviewed February 19, 2014
    I found a perfect house to stay in for my family and friends for our Christmas holiday break. Was exactly what I was looking for: cozy and warm and close to the trails which was a...
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    $225
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    1 / 15
    Killington
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    At Trail Creek enjoy skiing right back to your condo. Either walk to the Snowshed base lodge, or pick up the shuttle for a short ride to the lifts. Trail Creek is a one-of-a-kind community atmosphere. You’ll enjoy privacy coupled with convenience and decor that is pure Vermont. This spacious one... View all property information
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    $278
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    1 / 15
    5 of 5 stars (1) Excellent
    Killington
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Three Bedroom Slopeside (sleeps 8) Beautifully Decorated Condo 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... View all property information
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    5 of 5 stars Reviewed January 25, 2014
    Booked this condo for MLK weekend to share with 6 friends. It was perfect. There was enough space for us to hang comfortably. The condo had a stocked (utensils, pots, pants...
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    1 / 17
    4 of 5 stars (2) Very good
    Killington
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    3 Bedroom Plus Loft Private Home on Ski Trail with Hot Tub! Start your ski day on the Great Eastern ski trail which is in the back yard. The living room has floor to ceiling windows offering panoramic views. The upper level loft, which has a bedroom with a private bath, overlooks the living room.... View all property information
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    4 of 5 stars Reviewed December 31, 2013
    coz the owners themselves were the ones who'll see what your needs are, attends to whatever concerns you have and from time to time gave us tips on the wheres, whats & hows in...
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    1 / 9
    5 of 5 stars (1) Excellent
    Killington
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    3 Bedroom/2 bath (sleeps 8) Nicely Decorated Slopeside Pico Condo! Walk to the Slopes! Great Views! On Site Sports Center, Wood Burning Fireplace, WiFi and Washer/Dryer. Spend a great family vacation in the Killington Valley away from the crowds of big mountain skiing & riding. Enjoy the laid back,... View all property information
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    5 of 5 stars Reviewed January 22, 2014
    For MLK Weekend my boyfriend and three other couples stayed in this 3 bedroom/2 bath condo. Truly a ski-in/ski-out to Pico Mountain, wewalked two minutes to the lifts. The condo...
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    2 of 5 stars (1) Poor
    Killington
    2 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    2 Bedroom/2 Bathroom Northbrook Townhouse (sleeps 7). Economical and convenient location! Only 3.5 miles from Killington Ski Resort Snowshed Base Lodge Area. Main Level Living room w/Queen sofa bed, 25' TV/DVD Dining area seats 6 Large Stone Fireplace with Gas Burner Kitchen - Electric Stove -... View all property information
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    2 of 5 stars Reviewed January 19, 2015
    I have stayed at this property numerous times with no issues. It is adequate and comfortable. What is unforgivable is my most recent dealings with the property manager...
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    1 / 20
    Rochester
    5 Bedrooms / 2 Bathrooms / Sleeps 19
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    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    **CALL FOR REDUCED PRICE FOR MARCH AND APRIL** Situated on 10 beautiful acres with two ponds, a brook with a water hole, and views of the Green Mountains. Inside, you will find a warm spacious atmosphere, where a large family or group will feel right at home surrounded by country style antiques... View all property information
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    1 / 5
    Killington
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Enjoy a condo which offers the best of everything. Mountain Green Resort is close to the ski slopes, just a short walk to Snowshed Base Lodge. The Killington Tubing park is a stones throw away. Enjoy such conveniences like the health spa, indoor pool, jacuzzi's, racquetball court, onsite... View all property information
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    1 / 10
    Killington
    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Pets allowed
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    • Suitable for children
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    About this property
    Snow King - Four bedroom Townhouse just minutes to Killington Base Lodges. This property is can also be rented with Snow Queen if available. Main Level Fully equipped Kitchen - dishwasher, microwave Dining Area seat 6 Bar with seating for 3 Living room with 46' Flat screen TV VCR/DVD player Propane... View all property information
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    1 / 18
    Killington
    3 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Enjoy this newly Furnished two bedroom plus loft private home with outdoor hot tub. This wonderful property is close to everything - skiing, nightlife, restaurants and golf in the summer months. Main Level Kitchen - Fully Equipped Dining Area - Seats 10 Living Room - beautiful wood burning... View all property information
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    1 / 10
    Killington
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Dishwasher
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    1 Bedroom updated Edgemont Condo (sleeps 4) - This property is exceptionally decorated. Wood stove, with radiant heated floors. Enjoy the 50' flat screen HDTV in the living room. Ski right home when you stay at Edgemont...located at the end of a trail coming from Snowshed. Or take advantage of the... View all property information
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    $113
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    1 / 7
    Killington
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
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    • Dishwasher
    • Fireplace
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Pinnacle is located in Killington's Main Basin area. With a shuttle that takes you to either Snowshed or Ramshead Base Lodges, both of which are great starting points for a day of Skiing, lessons, and children's programs The Pinnacle Spa and Lounge - Open Thanksgiving weekend and then daily... View all property information
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    1 / 11
    Killington
    2 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Dishwasher
    • Dryer
    • Fireplace
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    2 Bedroom/2 Bath/2 Level Plus Loft (sleeps 10) Slopeside Condo at Pico Mountain Ski Resort! This condo features spacious, bright, cheerful and contemporary styling and is walking distance to the health club and the base lodge. Catheral ceilings with bright open living room area with sky lights and... View all property information
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    $475
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    1 / 24
    Killington
    3 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Pets allowed
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    • Suitable for children
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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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    1 / 18
    Killington
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    2 Bedroom/2 Bath (sleeps 6) 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 connection,... View all property information
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    $660
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    1 / 13
    Killington
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Inquiry
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    • Dishwasher
    • Dryer
    • Fireplace
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
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    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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    $170
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    1 / 19
    Killington
    3 Bedrooms / 2 Bathrooms / Sleeps 9
    Overview Make Inquiry
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    • Dishwasher
    • Fireplace
    • Gym
    • Internet Access
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
    • x
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    About this property
    The region's best kept secret, the North Side Condominiums are located in a private setting directly across from the Pico Ski Area! In addition to a great location, for skiing, hiking, and local activities these properties have great floor plans and amenities that you and your company will be sure... View all property information
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