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Pittsfield Holiday Homes

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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.
    All 206 Rentals in Pittsfield
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    The following rentals are within 15 kilometres of Pittsfield.
    Killington
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Killington
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Sauna
    • DVD Player
    • Grill
    • Internet Access
    • Patio
    • Washer
    • Satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cozy condo in Killington, VT is perfect for families and groups of up to six, with easy access to pristine slopes and resort amenities like a shared pool, hot tub, fitness center, and more. Located just four miles from the Killington Ski Area, you're just a short drive or shuttle ride (small...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Killington
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Parking
    • Satellite TV
    • DVD Player
    • Sauna
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located near the Woods Resort and Spa's private pools, tennis courts, and gym, this beautiful townhome is the top choice for those wanting to experience the best of Central Vermont. Located on Killington Peak, this multilevel getaway is conveniently located near some of the best terrain parks and...
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    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Ski condo near Pico Mountain w/ slope views, access to a shared pool!1 / 31
    (1)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Sauna
    • DVD Player
    • Washer
    • 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...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • DVD Player
    • Satellite TV
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Surround yourself with relaxation and alpine adventure when you spend your next vacation at this Killington home. Ski-in access and a prime location puts adventure, relaxation, and local attractions at your fingertips. You'll have easy ski-in access from the blue run Whiffle Time Trail. With so...
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    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Parking
    • DVD Player
    • Satellite TV
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Look no further for the ultimate ski retreat, where you can watch the gondolas go by from the living area and spacious deck of this four-bedroom Killington home. Mountain views and a short walk to great slopes mean you can't go wrong with this lovely vacation rental. Snow-capped trees surround the...
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    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Sauna
    • Parking
    • Balcony
    • Internet Access
    • Satellite TV
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Killington rental boasts an ideal location near Pico Mountain, room for six lucky guests, and access to amenities like an indoor pool, fitness center, and hot tub. Located just off Highway 4, this charming condo is part of The Woods Resort & Spa. After a day on the slopes of Pico Mountain or...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Sauna
    • Internet Access
    • Washer
    • Grill
    • Hot Tub
    • DVD Player
    • 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...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • 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...
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    Killington, Vermont 05751
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Killington
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Internet Access
    • Washer
    • Mountain Views
    • Terrace
    • Satellite TV
    • Parking
    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 Peak...
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    Killington, Vermont 05751
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Killington
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Parking
    • Sauna
    • DVD Player
    • Hot Tub
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This three-bedroom townhouse offers a cozy, comfortable retreat that's wonderful all year round, complete with private deck and sauna, close proximity to Killington, VT's incredible slopes, and on-site perks like a shared pool, hot tub, fitness center, and steam room. Part of the Woods Resort &...
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    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Killington
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Sauna
    • DVD Player
    • Washer
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Picturesque views of lush woodlands are just waiting for you outside of this Killington vacation rental. Nestled in Vermont's Green Mountains, this ski-themed townhome includes hot tub, pool, and fitness center access. This condo is conveniently placed just four and a half miles north of Killington...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Sauna
    • Balcony
    • Parking
    • DVD Player
    • Terrace
    • 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...
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    Killington, Vermont 05751
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Sauna
    • Mountain Views
    • Internet Access
    • Parking
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy ski-in/ski-out access to Sunrise Mountain when you stay at this three-bedroom condo, which offers lovely mountain vistas and access to a community indoor swimming pool, hot tubs, a gym, and a sauna. Perfectly situated less than 100 feet from the Sundog Trail, this two-level condo is situated...
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    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Parking
    • Washer
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make yourself at home in winter, spring, summer, or fall at this three-bedroom Killington lodge, a cozy retreat with a private deck, a wood-burning fireplace, and an outstanding location close to ski slopes, golf courses, and hiking trails. Perched up on a hillside lot and surrounded by trees that...
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    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Killington
    6 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Grill
    • Washer
    • DVD Player
    • Parking
    • Hot Tub
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy three levels of pure decadence at this gorgeous Killington vacation rental. Soak in the hot tub or recline in any of the three living rooms. With six bedrooms and two sleeping lofts, up to 16 people can get that much-needed shut eye! The slopes at Killington are just three miles away and...
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    Killington, Vermont 05751
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 16
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    Killington
    2 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Patio
    • Sauna
    • Hot Tub
    • DVD Player
    • Parking
    • Washer
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This recently renovated Vermont home offers a cozy place to stay as you and your family enjoy a host of natural attractions and modern comforts. The multi-level townhouse is located in the Woods Resort & Spa, with access to amenities like an indoor pool, hot tub, fitness center, steam room, and...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 7
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • DVD Player
    • Satellite TV
    • Sauna
    • Washer
    • Parking
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Between the nearby slopes, shared hot tub, pool, and tennis courts, up to eight guests can enjoy an amazing mountain getaway at this cozy Woods Resort condo in Killington, VT. Located in a quiet area near the summertime hikes of Gifford Woods State Forest Park, you're just a four-mile drive from...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Sauna
    • Patio
    • Internet Access
    • Satellite TV
    • Parking
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This chic, renovated Vermont home is an amazing opportunity for a group or family of six to get away from it all and enjoy skiing, swimming, and more. This multi-level townhome is conveniently located in the heart of the Woods Resort & Spa, with access to an indoor pool, hot tub, fitness center,...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Satellite TV
    • Parking
    • Internet Access
    • Patio
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This ski-in condo offers the perfect combination of amenities, and shuttle access for an unforgettable mountain vacation in Vermont. The Edgemont condo complex is just south of Killington, with the Diamond Express Shuttle (free until 5 p.m.) stopping right outside your door! When you're ready to...
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    Killington, Vermont 05751
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Killington
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Terrace
    • Sauna
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming and well-lit, this second floor condo is tastefully decorated and offers the comforts of home. The Woods Resort & Spa development is centrally located off Killington's Access Road, a stone's throw from all the area has to offer, and offers some of the best vacation homes for rent in...
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    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    KillingtonCountryEstate1 / 12
    (3)Average
    Killington
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bucolic in nature, the Killington Country Estate is where you can imagine yourself spending your Killington summer vacation. Nestled in the Green Mountains,, this three-bedroom, and three-bathroom Vermont vacation home is the epitome of country living. This country estate has 11 acres of rolling...
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    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    The Cabin at Killington: Left Unit - 4 BR, 2 BTH, Sleeps 12, Close to Mountain1 / 14
    (6)Excellent
    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Mountain Views
    • Washer
    • Satellite TV
    • Central Heating
    • Hot Tub
    • DVD Player
    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
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Sauna
    • Parking
    • Balcony
    • Washer
    • Terrace
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This condo across the street from the lifts! Comfortably sleeps 2-4, we are conveniently located at the top of the Killington Road, steps to Killington's Snow-shed Lodge & lifts, Killington snow tubing park, Killington Golf Course, restaurants and night clubs. The condominium has 1 bedroom & 1...
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    Killington, Vermont 05751
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Killington
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
    • Hot Tub
    • Grill
    • Private Indoor Pool
    • Mountain Views
    • Washer
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a rare opportunity to experience one of the areas finest residences. Topridge is ideally located for ski on, ski off convenience, and offers panoramic views of Bear Mountain here at Killington. This elegantly furnished, serene retreat features double height vaulted ceilings in the living...
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    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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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
    • 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
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Sauna
    • Satellite TV
    • Mountain Views
    • Internet Access
    • Washer
    • Grill
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you looking for the ultimate, romantic get away or the ultra affordable family ski vacation? These one bedroom units are located on the Great Eastern Ski Trail and are serviced by the Killington Skyeship Gondola (high speed, eight person, and HEATED)! Each deck has a private outdoor hot tub...
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    Killington, Vermont 05751
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Killington
    6 Bedrooms, 3 Bathrooms, Sleeps 20 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Central Heating
    • Washer
    • Patio
    • Satellite TV
    • Grill
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy our 6 bedroom, 3 bath- private home. Right in the heart of the best skiing and snowboarding in Vermont! World class hiking. Spectacular landscapes/sightseeing. Across the street from Pico Mountain and 5 minutes to the Killington access road. Minutes to delicious local restaurants, night...
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    Killington, Vermont 05751
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 20
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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
    • 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
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    5 bedrooms, 3.5 bathrooms, Sleeps 14 The Snowy Owl House is one of the finest houses in the Killington region. There are five bedrooms including a master bedroom suite with your very own fireplace. After skiing, sit in your two person indoor jacuzzi and relax in your eight person sauna. The sunken...
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    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Killington
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Wi-Fi
    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    All of our townhouses feature have an open floor plan, full stone gas fireplace, with hardwood floors, state of the art kitchen with granite countertops, stainless steel appliances and a whirlpool in the master bathroom. All of our townhouses are decorated in Adirondack Décor and are provided...
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    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Bridgewater Country Cottage1 / 26
    (1)Very good
    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Mountain Views
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Winter, spring, summer and fall, there is always something to do and something to fall in love with our Killington vacation rentals, and Bridgewater Country Cottage is no different! Kids will love the rustic sturdy bunk beds and folks just love to relax in front of the fire, cozying up to a good...
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    Killington, Vermont 05035
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Killington
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • 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...
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    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Killington
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Internet Access
    • Hot Tub
    • DVD Player
    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beautiful custom built home on 18 acres in the heart of Killington. This unique property was built for those who truly enjoy life, family and entertaining. Significant thought and care went into every detail of this 6, 000 square foot home. Features include, gourmet kitchen, open floor plan,...
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    Killington, Vermont 05751
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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    WhiffletreeB71 / 22
    (3)Average
    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
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    • Private Outdoor Pool (Heated)
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    Pet friendly
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    Smoking allowed
    About this property
    Location is a key factor when it comes to Whiffletree condominiums! This three bedroom, two bathroom Killington vacation rental is ideal for a group who want to hit the slopes and ski home after a long, fun-filled day. This three bedroom, two bathroom Whiffletree unit has all of the amenities you...
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    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Killington
    2 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Satellite TV
    • Sauna
    • Hot Tub
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    • Private Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Want a vacation rental that has everything you need and then some? Well, it's The Woods Resort & Spa of course! This two bedroom, two bathroom Killington vacation rental will have you and your guests fully equipped for your vacation. The Green Mountains offer many summer activities for the outdoor...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 9
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    Killington
    3 Bedrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Green Mountains offer many summer activities for the outdoor enthusiast. Killington Resort offers mountain biking trails for all abilities, zip lines and a free fall jump tower for the dare devils and more in the Adventure center. Hike Vermont's Long Trail or branch off on to the Appalachian...
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    Killington, Vermont 05751
    Condo/Apartment - 3 Bedrooms, Sleeps 6
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Mountain Views
    • Sauna
    • Terrace
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This condo, one of our all-time favorite Killington condo vacation rentals, has an open floor plan with a large outdoor porch. Located on the same level as the main entrance and restaurant so no elevators needed. The master bedroom has a queen bed with a queen fold out sofa bed and a TV. The second...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Stockbridge
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Parking
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    • Internet Access
    • Terrace
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Getaway and enjoy yourself at this Green Mountain Vermont Chalet located in Stockbridge, VT near Killington Ski Resort. The views are breath taking at our secluded home. Cedar Rock has a large stone fireplace and a new outdoor Hot Tub to enjoy with friends and family. Our home is at the end of the...
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    Location Information
    Stockbridge, Vermont 05772
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Killington
    6 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This great country cabin in the woods is the perfect place to spend your Killington Vacation. The large living and kitchen area will accommodate all your friends while you celebrate the splendors of Vermont. There is a fire pit on the deck and a wonderful hot tub to relax and enjoy the beauty of...
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    Killington, Vermont 05751
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 14
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    Premier Ski-in/Ski-out Location, Sunrise Mountain1 / 12
    (2)Very good
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Indoor Pool
    • Sauna
    • Hot Tub
    • Wi-Fi
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    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Killington, Vermont 05751
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
    • Washer
    • Sauna
    • Grill
    • Mountain Views
    • Hot Tub
    • 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...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    3 bedroom 2 bath  Pinnacle Condo at Killington1 / 10
    (3)Very good
    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Conviently located in Pinnacle 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 lodge at...
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    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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
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    • Sauna
    • Mountain Views
    • Hot Tub
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    GlazebrookB41 / 19
    (1)Average
    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tucked quaintly away but accommodatingly close to the base of Ramshead, Glazebrook Townhouses are the perfect location for all of Killington's enjoyable amenities. The Green Mountains offer many summer activities for the outdoor enthusiast. Killington Resort offers mountain biking trails for all...
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    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Sauna
    • Terrace
    • Hot Tub
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of our favorite Killington, VT vacation rentals, this nicely decorated 2-bedroom condo has an open floor plan with private outdoor balcony with access from the living room. The master bedroom has a queen bed. The second bedroom has 2 sets of twin bunk beds. In the living room, there is a queen...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    TrailsideRetreat1 / 17
    (4)Very good
    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Satellite TV
    • Hot Tub
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    Pet friendly
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    Smoking allowed
    About this property
    The Trailside Retreat is where you will have a true Killington experience. This big rental house is situated in a secluded and woodsy setting near the Skyeship Gondola. The Green Mountains offer many summer activities for the outdoor enthusiast. Killington Resort offers mountain biking trails for...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • DVD Player
    • Grill
    • Satellite TV
    • Mountain Views
    • Hot Tub
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are looking for more room to roam, while maintaining the ultimate in slopeside convenience and amenities, then treat your group to the Trailside Village Three Bedroom Townhouse Condo. These units have a wood burning fireplace and we supply all the wood you can burn, including fire starters!...
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    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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