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Elder Access Holiday Rentals in Pittsfield

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    Don't let other travellers get your favourite Pittsfield area holiday rental. You're so close to securing your perfect getaway. Book today.
    32 Matching Rentals in the Pittsfield AreaView all 234 rentals
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    Killington area ski house1 / 16
    (1)Excellent
    Pittsfield
    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    The following rentals are within 15 kilometres of Pittsfield.
    Killington
    8 Bedrooms, 4 Bathrooms, Sleeps 24 Quick View
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    Mountain Green Condo - 2BR 1.5 Bath - Across The Streets From The Slopes1 / 25
    (1)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Rochester: Brook House: Peaceful, Spacious Vacation Home, 2 kitchens on 10 acres1 / 16
    (2)Very good
    Rochester
    5 Bedrooms, 4 Bathrooms, Sleeps 21 Quick View
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    • DVD Player
    • Grill
    • Central Heating
    • Internet Access
    • Hot Tub
    • Cable/satellite TV
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **CALL FOR PRICE QUOTE AND DISCOUNT FOR SHORT NOTICE BOOKING** This is a home where a large group or family will enjoy the simple joys of being together in the middle of the beautiful green mountains of Vermont! Situated on 10 beautiful acres with a swimming pond, a brook with a water hole,...
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    Rochester, Vermont 05767
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 21
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    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Cabin at Killington is the perfect place to spend your Killington vacation. Located just off the main access road in Killington, VT (close to the Killington Market), the house is less than 2 miles to the mountain and close to all the stores, bars and restaurants. It's the perfect vacation spot...
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    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Killington Mountain Slopeside Home1 / 18
    (8)Excellent
    Killington
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Shared Indoor Pool
    • Washer
    • Internet Access
    • Sauna
    • Mountain Views
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 January 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.
    Reviewed 20 February 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...
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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...
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    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Killington Mountain Retreat: Big, fun, vacation home in Killington Resort1 / 14
    (6)Very good
    Killington
    7 Bedrooms, 4 Bathrooms, Sleeps 28 Quick View
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    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Central Heating
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 March 2018
    House was very comfortable and we felt very at home. Our group ended up being diminished in size (only around 12 people) which I think it actually the ideal number of people for...
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    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...
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    Killington, Vermont 05751
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 28
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    Tanglewood Vista at Killington: Amazing Mountain Vacation Destination!1 / 47
    (1)Excellent
    Killington
    5 Bedrooms, 3 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
    • Central Heating
    • Wi-Fi
    • Mountain Views
    • DVD Player
    • Hot Tub
    • Skiing: Property Is In A Ski Resort
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Tanglewood Vista is a three-floor, five bedroom, three bathroom home that is located just off the main access road in Killington, Vermont. This puts you close to all the excitement of the shops, restaurant and bars and less than 2 miles to the resort. Our home is perfect for families or groups...
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    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 18
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of Killington's main basin, this comfortable condo sleeps 2-4, just across the road from Killington's Snowshed Lodge & ski lifts, Killington snow tubing park, Killington Golf Course, restaurants, and nightclubs. This condo has an open floor plan with fully equipped kitchen with...
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    Killington, Vermont 05751
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Parking
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Suites at Killington is a two-bedroom fully remodeled property located just off the main access road in Killington, Vermont. You're located just two miles to Killington resort and even closer to the shops, bars and restaurants. You'll find activities for every season too - skiing, snowboarding,...
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    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Do we have the perfect location for you and your guest! This gorgeous 4 bedroom 3 bath tri-level townhouse sits near the top of Killington's Sunrise Mountain a ski on /ski off community. It features a large private master bedroom with a king bed, private bathroom with a step down in whirlpool...
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    Killington, Vermont 05751
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    SKI KILLINGTON 2 Bd 1&1/2 B Condo  $139 av nt. Four Season Resort Condo Sleeps 71 / 20
    (3)Very good
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Shared Indoor Pool
    • Sauna
    • DVD Player
    • Washer
    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 September 2017
    My family stayed at this Killington condo for a week during the summer and thoroughly enjoyed the condo. The location was perfect, with lots of activities for the kids within...
    Reviewed 3 July 2017
    There was new carpeting and flooring. Bedroom sizes was good. It was nice having 1 1/2 baths. Check in was quick and easy, even arriving late at night. There is an elevator...
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    About this property
    Four season resort. Free WIFI. Heated indoor pool etc. opens Friday, Nov. 17! EXCELLENT rating of 4.6 stars thru 35 reviews. Last 8 reviews thru Feb 2018 are five star. Condo conveniently located at the top of KILLINGTON access road across road from ski lifts,. 900 sq. ft., two bedrooms, 1 1/2...
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    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Sauna
    • Skiing: Property Is In A Ski Resort
    • Hot Tub
    • Wi-Fi
    • Shared Indoor Pool
    • Cable/satellite TV
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully updated 1br condo with a comfortable sleeper sofa in the living room. Walk-in closet. Walking distance via Trail Creek Trail to Showshed lift (5-10 min) or catch the shuttle to the lift on the main access road. Less then 1 mile from all restaurants, bars, entertainment. The Trail...
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    Killington, Vermont 05751
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Killington
    5 Bedrooms, 2 Bathrooms, Sleeps 21 Quick View
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    • Wi-Fi
    • Private Garden
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My home 2 minutes to family-friendly, nightlife, shops, restaurants, city center, and 2 minutes to Killington ski slopes. The home at 61 East Lane is on a very private culdesac with 1 other home. Great for small to large groups of 2 to 20, families (with kids) singles,couples,special events, and...
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    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 21
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    Killington
    8 Bedrooms, 6 Bathrooms, Sleeps 22 Quick View
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    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My place is close to family-friendly activities, nightlife, and public transport. Location ( 30 seconds to the Killington Access Rd. with restaurants, shops, and lounges. Car several minutes /or Free LeBus to Killington Mtr. Good for couples, solo adventurers, business travelers, families (with...
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    Killington, Vermont 05751
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 22
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Shared Indoor Pool
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Christmas / New Years has a 7 night minimum Presidents week has a 4 night minimum. We also have a 2 bedroom unit located at the Mountain Green that will be coming online soon. We recently updated our one bedroom condo that sleeps up to four people. Renovations include but are not limited to: -...
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    Killington, Vermont 05751
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Killington
    7 Bedrooms, 5 Bathrooms, Sleeps 27 Quick View
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    • 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...
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    Killington, Vermont 05751
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 27
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    Mendon
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Central Heating
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Mountain Views
    • Parking
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Over 100 positive reviews on the most popular web sites. 10 minutes to Pico and 20 to the top of Killington. Excellent for TRAVEL NURSES,PROFESSIONALS,G.E. INTERNS,FAMILIES RENT MY HOME ! WONDERFUL LOCATION NEAR EVERYTHING It's a duplex. Each side has 2 large bedrooms. You can also rent the -A-...
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    Mendon, Vermont 05701
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Killington
    7 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Heavenly in Killington The house can be used as two separate fully equipped units (by floor) or together. This listing is for entire house and both units. Enjoy this brand new modern luxury home offering an unparalleled experience. This stunning retreat comfortably sleeps sixteen and is located...
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    Killington, Vermont 05751
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 16
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    Mendon
    7 Bedrooms, 7 Bathrooms, Sleeps 22 Quick View
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    • Terrace
    • Balcony
    • Central Heating
    • Mountain Views
    • Grill
    • Washer
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming contemporary home is perfect for family vacations, reunions, and gatherings. The gorgeous panoramic view of Pico, Killington, and Mendon Mountains can be enjoyed all year round either cuddled next to a fireplace or from an outside deck which wraps this unique 7 bedroom 6.5 bathroom...
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    Mendon, Vermont 05701
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 22
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Shared Indoor Pool
    • Washer
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Cable/satellite TV
    • Balcony
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Northside condo unit #6 is new to the rental market. This townhouse is in close proximity to restaurants and bars along the Killington access road, but just far enough and quiet enough to unwind by the fire after a long day on the slopes. Northside is a private 12 unit complex set back in the...
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    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 9
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
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    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...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Killington
    5 Bedrooms, 3 Bathrooms, Sleeps 20 Quick View
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    • 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...
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    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 20
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    Killington
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Air Conditioning
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Address is 905 Killington Road, Killington, VT. Centrally located on the Killington Access Rd. Our Condo is a 2 Bedrooms, 3 full Bathrooms; 1,327 sqft. Outstanding location for short-term rental for your vacation-Thanksgiving week / WORLD CUP WEEKEND! Extra large living room-kitchen, dining area....
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    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Bethel
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Grill
    • Secure Parking
    • Patio
    • Balcony
    • Central Heating
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Spacious 2 bdrm. Apt.fully equipped kitchen*Beautiful rural setting in Heart of Vermont.Privacy, nature,stunning views.*Hollywood author Per Hampton of trilogy, SUNSET & VINE :Loose Lips, uses Hidden House as his writers retreat.Lounge on the sofa or on one of 2 porches or deck and get inspired or...
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    Bethel, Vermont 05032
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 4
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Washer
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    • Hot Tub
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Views of Killington Mountain, Mountain Green Condos are located across the parking lot from the Snowshed lifts. Walk to slopes (or take the Free shuttle (during the ski season)that picks up every 10 minutes right outside the front of the building. The complex offers a heated indoor pool with 2 hot...
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    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    8 Bedrooms, 6 Bathrooms, Sleeps 24 Quick View
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    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Central Heating
    • Washer
    • Grill
    • Housekeeping Included
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hideaway Chalet is large ski house comfortably accommodating 24 people with ample amount of bathrooms, and privacy. Hideaway Chalet is located right on access road to ski slopes 3-4min by car or free bus. Walk in to restaurants and bars. Be in center of it all close to ski slopes, yet secluded in...
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    Killington, Vermont 05751
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 24
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    Killington
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Secure Parking
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    • Private Garden
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    Pet friendly
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    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...
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    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    LUXURY, hot tub, private, 6 BR, 3 BA1 / 34
    (2)Excellent
    Killington
    5 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Hot Tub
    • Patio
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    • Cable/satellite TV
    • DVD Player
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 June 2017
    If you are looking for the perfect Vermont home experience, look no further! You've find it with CEDARWALK at Killington. Our family of 9 stayed Memorial Day weekend 2017 for a...
    Reviewed 2 June 2016
    The owner, Susan, was a pleasure to work with – personable, helpful and responsive – she made arrangements a breeze and offered suggestions for local activities, dining and...
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    About this property
    Welcome to CEDARWALK! In the heart of Killington you will find our beautiful private home (6 BD, 3 BA, sleeps 16) close to shops, restaurants and just two minutes drive to the Mountain for mountain biking and the Killington Summer Adventure Center. From our home you can explore all that Vermont has...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 16
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    Killington
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Mountain Views
    • Washer
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    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    This resort condo, North Star Vacation Club, is 2 miles from the Killington Ski Resort. This condo is very convenient for skiing at the resort. Ameneties include pool, sauna, game room, laundry. There is a queen bed in the one bedroom and a sleep sofa in the family room, so it sleeps 4. There...
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    Killington, Vermont 05751
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Killington
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Secure Parking
    • Private Garden
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy, clean, private, spacious. 3 bedrooms with 4 beds (2 doubles, 2 twins) with large sitting room with leather couch, TV and electric fireplace. Private bath with tub/shower and laundry room with washer/dryer, coat rack and mats for boot. I live upstairs. You have entire lower level (5 rooms --...
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    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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