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Plymouth Holiday Rentals

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    All 285 Rentals in Plymouth
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    Plymouth
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Plymouth
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Plymouth
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Plymouth
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Grill
    • Internet Access
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Take long walks amongst the lovely foliage of Vermont, or frolic around in the snow and try various winter sports. With lake access and a shared pool and tennis courts, the whole family will love this space! Near beautiful hiking and the famous Okemo Resort's ski slopes, this Ludlow condo is...
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    Plymouth, Vermont 05056
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    Plymouth
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Parking
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come experience the charming family-friendly atmosphere of this Plymouth home. Whether you're looking to hit the slopes at one of the local ski resorts, do a little bit of shopping, or play a few rounds of golf, this home puts it all at your fingertips. Located over 11 miles from the slopes of...
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    Plymouth, Vermont 05056
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    Plymouth
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Air Conditioning
    • Mountain Views
    • Parking
    • Washer
    • Grill
    • Outdoor Dining Area
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A light filled mountain retreat overlooking pond on 22 acres. Very comfortable for 2 couples or a family, can accommodate unto 6 people. Located in historic Plymouth, birthplace and resting place of President Calvin Coolidge. Enjoy skiing/sledding in Winter, listening to peepers in Spring, hiking...
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    Plymouth, Vermont 05096
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Plymouth
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Washer
    • Mountain Views
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The cottage is such a relaxing, calming place. We have added many 'must-have' conveniences with high quality creature comforts because it needs to be 'that' special place. We love entertaining at the cottage because the set-up is so 'entertainment friendly' and there is plenty of room for many...
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    Plymouth, Vermont 05056
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Plymouth
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Mountain Views
    • Parking
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make your Vermont dreams a reality with a reservation in this cute cabin, where lake and mountain views surround you! There's something for every season here, from plenty of outdoor seating to a convenient, secluded location. This cabin is a great home base for a ski trip, since it's about eight...
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    Plymouth, Vermont 05056
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The following rentals are within 15 kilometres of Plymouth.
    Ski on/off Trailside Condo - unmatched amenities, avoid shuttles and bases1 / 38
    (3)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2017
    The location of this condo is great. Owner was easy to communicate with, and gave great instructions
    Reviewed 9 January 2017
    The condo is clean, has everything we need ( kitchen, cable TV, especially Wi-Fi since it is a must for our kids). Location is very convenience, we just step out of the door and...
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    About this property
    Our contemporary Killington trailside condo is perfect for a family or couples getaway! Conveniently located just steps from the Sundog trail and closer than many units in Sunrise. Ski home for lunch and avoid the shuttles, base lodges and parking. Larger than most Sunrise 2 bedrooms, offering a...
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    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Killington
    4 Bedrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Winter or summer, dog-friendly Lakewood Lodge, on Kent Pond, is the perfect location for a wonderful vacation with family and friends. Located just minutes from the the Killington Access Road, Lakewood Lodge is one short mile down Route 100N. You have the choice of going to the Killington Base...
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    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, Sleeps 10
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    Clifford Country Bed & Breakfast, open May-October1 / 24
    (12)Excellent
    Mount Holly
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Parking
    • Shared Garden
    • Central Heating
    • Porch
    • Outdoor Dining Area
    • Mountain Views
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 October 2017
    If you are looking for a nice getaway of buzzing city life to get in touch with Vermonts picturesque nature and landscapes. This is the place for you.We stayed during October...
    Reviewed 15 August 2017
    Emily is a fabulous hostess, a very good cook, and a master gardener. She used her garden veggies and herbs for our meals. Her B&B was warm and inviting and very clean...
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    About this property
    Not just a place to stay. Property features beautiful flower gardens, bountiful vegetable beds, woodland paths with seating areas for relaxation, children's toys and more. Conveniently located in the Okemo Valley in southern Vermont, easily accessible from New York or Boston for a weekend or...
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    Location Information
    Mount Holly, Vermont 05758
    Private Room - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Balcony
    • Hot Tub
    • Mountain Views
    • Terrace
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you're looking for one of the finest Killington, Vermont vacation rentals around, come stay in this two bedroom, one and a half bath ski *** revival! Though it's a condo it feels like a house, all on its own, nestled high in the mountains. Decorated with the classic, but modern, ski *** theme,...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautifully updated condo is across the street from the lifts! With a queen size sleeper sofa with memory foam mattress and a unique extra long twin bunk over a queen size bed it comfortably sleeps up to 5 people. We are conveniently located at the top of the Killington Road, steps to...
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    Killington, Vermont 05751
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Serenity at Sunrise1 / 25
    (1)Excellent
    Killington
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • Central Heating
    • Wi-Fi
    • Cable/satellite TV
    • Sauna
    • Shared Indoor Pool
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 December 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...
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    About this property
    Ski In Ski Out 3 bedroom, 3 bath Townhouse in Sunrise Village located next to Bear Mountain and located within the Killington Ski & Mountain Resort. 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...
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    Killington, Vermont 05751
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Mt Green 1-B091 / 29
    (1)Excellent
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Hot Tub
    • Balcony
    • Sauna
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 January 2017
    Enjoyed our time at Mountain Green. Weather was perfect. So easy checking in an out. Simple instructions. We will definitely be stayin again!
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    About this property
    One of the nicest vacation rentals in Killington, VT, this condo comfortably sleeps 2-4 and is conveniently located at the top of the Killington Access Road, steps to Killington's Snowshed Lodge & lifts, Killington snow tubing park, Killington Golf Course, restaurants and night clubs. The...
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    Killington, Vermont 05751 9615
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    A Vermont House for All Seasons1 / 18
    (13)Excellent
    Ludlow
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Washer
    • Internet Access
    • Cable/satellite TV
    • Waterfront
    • DVD Player
    • Central Heating
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 January 2017
    Everything was great and Russ provided all of the details as indicated and was readily available. Home is comfortable, spacious and fits a family's needs.
    Reviewed 3 January 2017
    The house was as advertised. Fireplace was great! CLothes Washer and Dryer too! Close to skiing. We will book this house again! Thank You Russ!
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    About this property
    A contemporary lakefront Vermont cottage nestled in the pines offers views of the lake from the large deck. The cozy 1400 square foot home centers on a wood-accented cathedral great room. A stone fireplace provides warmth on a cold winter evening. A fully equipped galley kitchen extends from the...
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    Ludlow, Vermont 05149
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington Mountain Retreat: Big, fun, vacation home in Killington Resort1 / 14
    (5)Excellent
    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
    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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    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Hot Tub
    • Balcony
    • Mountain Views
    • Terrace
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This premium extra large two level is like your home away from home! The two downstairs bedrooms come equipped with a television, and the kitchen features a full-size fridge, stove, and dishwasher - as well as a full complement of utensils, cooking aids and appliances. A 50-inch flat screen HDTV...
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    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Hot Tub
    • Balcony
    • Sauna
    • Mountain Views
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Picture yourself in this new luscious one bedroom Killington vacation condo rental with amazing views of the mountain.  This condo is located in the main building of the Mountain Green Ski Resort, so you can enjoy all the amenities it has to offer with out ever leaving the building.  Don't feel...
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    Killington, Vermont 05751
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    WALK TO SKI TRAIL ON OKEMO! Private Home w/ Hottub1 / 21
    (8)Excellent
    Ludlow
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Wi-Fi
    • Mountain Views
    • DVD Player
    • Parking
    • Central Heating
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 November 2014
    This is a great rental property for so many reasons. First, the house is so close to the base lodge and the ski slopes - right down the street. Second, the house is great for...
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    About this property
    The Okemo House, fully renovated in 2012, is the consummate Vermont ski chalet, located just steps from the base lodge of Okemo Mountain in Ludlow, Vermont. With beds to sleep 10, this home is on a private wooded lot with views of the Okemo ski resort and is a spacious 2,000 square foot home with 4...
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    Ludlow, Vermont 05159
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Balcony
    • Hot Tub
    • Mountain Views
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the coolest vacation rentals in Killington, VT, this newly updated ski condo conveniently located at the base of the mountain across the street from the lifts! It comfortably sleeps 4-6 with complimentary health spa access! This unit in Building 1 features 2 bedrooms and 1.5 bathrooms, new...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    25 Acre Mtn Playground, 2 Bd, Great Ski Access, Close to Okemo, VAST trails1 / 26
    (1)Excellent
    Ludlow
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
    • Parking
    • Central Heating
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 February 2016
    With a large, fully-serviceable kitchen, we baked bread and muffins, made homemade pizzas, and pasta, and even pancakes and bacon with no shortage of cookware. A washer /dryer...
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    About this property
    Modern 2 Bedroom Condo In A Charming Farmhouse, 25 Beautiful, Quiet Acres - 5 Miles To Okemo Awe-inspiring views and a peaceful vibe come together at The Big Barn Farm to serve up a fabulous vacation for any season! The Big Barn Farm has two 2-bedrooom condos which have been completely updated...
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    Ludlow, Vermont 05153
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Ski In & Out Spruce Glen Townhome D on Great Eastern Trail1 / 23
    (3)Very good
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Parking
    • Patio
    • Sauna
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 December 2017
    Beautiful private location; nice, rustic condo with all the necessities. Convenient to Bear Mountain, right on the ski trail and just 10 minutes to Killington resort area and...
    Reviewed 10 December 2017
    Great Location... Ryan was very easy to get hold of. Easy to find and access. Great location and couldn’t believe how close it was to trails.... literally feet from condo. Will...
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    About this property
    Spruce Glen offers a completely rare and much sought Vermont vacation experience. A carefully planned 4 townhome retreat on 3.5 acres of private wooded lands with 200 feet of direct frontage to the famous Great Eastern Trail at Killington! Ski out the back door to the Skyeship Gondola and access...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful Okemo chalet with Hot Tub1 / 26
    (5)Excellent
    Ludlow
    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Grill
    • Mountain Views
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Central Heating
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our house is located 3.5 miles from the main entrance to Okemo Mountain. There's plenty of off-street parking available (5 cars without the need for jockeying them around). Open floor plan, wood stove (loaded firewood rack in mudroom) 5 TVs (ALL flat screens) Blu-Ray, DVD and VCR. Game room with...
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    Ludlow, Vermont 05149
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
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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
    6 Bedrooms, Sleeps 14 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Internet Access
    Suitability
    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 family and 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...
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    Killington, Vermont 05751
    Holiday Rental House - 6 Bedrooms, Sleeps 14
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    Little Brook House at Echo Lake1 / 20
    (1)Excellent
    Ludlow
    5 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • DVD Player
    • Waterfront
    • Hot Tub
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 December 2013
    Stayed here in late September. I didn't really know the area and wanted to explore so we were not there much during the day. There were only 2 of us and our dogs. We used the...
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    About this property
    LITTLE BROOK HOUSE AT ECHO LAKE Looking for the perfect ski house for your group, convenient to Okemo and Killington? Little Brook House at Echo Lake is comfortable, homey and accessible to both, on VT-100 - 3.5 miles to Okemo's Jackson Gore lift, 11 miles to the Killington Skyeship. This...
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    Location Information
    Ludlow, Vermont 05149
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 13
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Sauna
    • Terrace
    • Hot Tub
    • Balcony
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Views of the ski trails right from the enclosed porch of one of the best Killington vacation condos for rent you'll find! Comfortably sleeps 2-4, we are conveniently located at the top of the Killington Access Road, steps to Killington's Snowshed Lodge & lifts, Killington snow tubing park,...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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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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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Charming Ski Chalet Close to Main St & Okemo Mtn1 / 26
    (1)Excellent
    Ludlow
    3 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    • Mountain Views
    • Washer
    • Patio
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2015
    My wife myself and two adult children spent a weekend in late August. The house was clean, well equipped and comfortable. There is plenty of beds for an extended family.The...
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    About this property
    New Listing 1st Night 1/2 Off! Charming Ski Chalet Close to Main St & Okemo Mtn Welcome to The Hromada Inn! (The 'H' is silent) Our home is located less than an half mile from Main Street, Ludlow and less than 2 miles from Okemo Mountain Ski Resort. Just purchased in August of 2013 our family...
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    Location Information
    Ludlow, Vermont 05149
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 13
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    Killington
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Terrace
    • Hot Tub
    • Mountain Views
    • Balcony
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy luxury at the top of Killington's Sunrise Village, with one of the best Killington vacation condos for rent you'll find! 5 large bedrooms and 3 high-end finely detailed bathrooms will make you feel like you're staying in a palace with a modern Vermont Mountain style ambiance. This beautiful...
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    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    'Serenity at Sunrise' 3BR Townhome by Bear Mtn1 / 24
    (1)Excellent
    Killington
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Washer
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Internet Access
    • Patio
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 December 2016
    Great accommodations. Well appointed kitchen. Very comfortable and welcoming. Everything you need is there.
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    About this property
    'Serenity at Sunrise' is a spacious vacation rental townhome located in the Sunrise Village, and the ideal location for all-season family fun! Sleeping up to 6 guests, this 3-bedroom, 3-bathroom Killington property will instantly feel like home, with its open concept floor plan and well-appointed...
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    Killington, Vermont 45751
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Ski on/off Luxury Trailside Condo - unmatched amenities, avoid shuttles & bases1 / 25
    (4)Very good
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Sauna
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Shared Indoor Pool
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 March 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...
    Reviewed 23 December 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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    About this property
    Our tastefully renovated and contemporary Killington trailside condo is perfect for a family or couples getaway! Conveniently located directly on gravity feed trail to Sundog & Sunrise lift. Ski home for lunch and avoid the shuttles, base lodges and parking! Sports center with pools, hot tubs, gym,...
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    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    3 Bedrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    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, Sleeps 8
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    Killington
    5 Bedrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Sauna
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 living room has a HDTV with DVD, VCR...
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    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 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 19 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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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Killington
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Balcony
    • Sauna
    • Terrace
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfection on the mountain! Charming and updated ski on/ski off condominium literally steps from the Sundog trail on Sunrise Mountain in Killington, Vt. Perfect for families. Ski down to the Sunrise chair lift to connect to Bear Mountain and the rest of Killington's 73 miles of terrain, or...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    Ludlow
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Washer
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    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay cozy with friends and family in this lovely three-bedroom, two-bathroom log home for 10, equipped with a wood-burning fireplace, a jacuzzi bathtub, and all the modern amenities necessary to ensure a comfortable stay. This cottage is tucked about four miles away from the village of Ludlow and...
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    Ludlow, Vermont 05149
    Holiday Rental House - 3 Bedrooms, 2 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 / 21
    (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 17 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 2 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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    Ludlow
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Grill
    • DVD Player
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Washer
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cozy and clean three bedroom/two full bath cabin, which sleeps 6 people, offers comfort, privacy, complete amenities, easy access, and all the beauty of the Okemo Valley at an affordable price. It's perfect for weekend getaway and vacation all year round. Location, location, location: the...
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    Ludlow, Vermont 05149‎
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    3 Bedrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Internet Access
    • Cable/satellite TV
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tucked away in the trees and yet so close to the Resort and the nightlife, the Glazebrook Townhouses are in a perfect vacation location for all of Killington?s enjoyable amenities. This Glazebrook townhouse is a comfortable and spacious unit for up to 6 people. The property has three bedrooms and...
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    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, Sleeps 6
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    Killington
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Washer
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy our 2 bedroom, 1 bath. 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 life, movie...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Killington
    3 Bedrooms, Sleeps 8 Quick View
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    • Internet Access
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Knotty and Nice (formally Hawks' Landing) located in the heart of Killington is a great little house with three bedrooms and 2 baths. This cozy ski chalet had hard wood floors and leather furniture. There is a wonderful wood burning stove to warm your bones after a day on the slopes. Hawks Landing...
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    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, Sleeps 8
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Sauna
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come enjoy one of our most spacious 2 bedroom Killington vacation condo rentals, 3-A13. This extra large condo even features a huge master bedroom with a private en-suite. Live like a king with private access from your own back door. There is a free three minute shuttle ride to the slopes and free...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Hakuna Matata1 / 28
    (1)Very good
    Bridgewater
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Balcony
    • Mountain Views
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It means no worries, for the rest of your vacation. No service, no problem! That's what makes this home so special, the stress of work and everyday life seem to evaporate the second you arrive. Being surrounded by beautiful scenery, fresh clean air and the sounds of nature have made this a favorite...
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    Bridgewater, Vermont 05035 4409
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Hot Tub
    • Sauna
    • Balcony
    • Mountain Views
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    As with many of our Killington, VT vacation rentals, this classic Killington ski condo and health spa conveniently located at the base of the mountain with free shuttle service to and from the lifts and night life just down the road! This unit in Building 2 comfortably sleeps 2-4, and features a...
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    Killington, Vermont 05751
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Condo w/ shared pool & hot tub, shuttle to the slopes!1 / 42
    (1)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Sauna
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Parking
    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    It was a great stay. The house was big enough to fit all of us(4). There was a fire place in the living room that heated up the room sufficiently.
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    About this property
    Conveniently situated close to Pico Mountain and the six peaks of Killington, this condo is the ideal spot for a summer or winter vacation. It comes complete with an outdoor deck and great community amenities, like an indoor pool, hot tub, sauna, gym, and seasonal tennis courts. You're just a few...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    3 Bedrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perched in a prime location overlooking Pico Ski area and the Rutland Valley, Pico Townhouse One-4 is the perfect property to get away from the hustle and bustle of Killington Road. The Green Mountains offer many summer activities for the outdoor enthusiast. Killington Resort offers mountain biking...
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    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, Sleeps 8
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    Killington
    3 Bedrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Private Indoor Pool
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ideally located in Pinnacle's F building, this 3 bedroom, 2 bath condo sleeps 8 people and has lots of great amenities that make it the perfect home away from home. The spacious master bedroom with a queen size bed and large flat screen TV, the 2nd bedroom has two twin beds and a small TV with...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, Sleeps 8
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    Walk to Okemo Ski Lifts! Private 5 bedroom home.1 / 25
    (2)Excellent
    Ludlow
    5 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Washer
    • Balcony
    • Wi-Fi
    • Outdoor Dining Area
    • Parking
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 February 2017
    The Okemo Trailside home was very clean, lots of room and fantastic. It was exactly what we were looking for and with the five bedrooms it fit our extended family perfectly and...
    Reviewed 17 December 2014
    This house was great!!! We came with the extended family and stayed for a weekend. Okemo was almost fully open - even though it was early season. We dropped off the skiers in...
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    About this property
    Location is everything: We are across the street from the new South Face Village Ski Lift being installed Summer 2015! The Trailside Road Chalet is a beautiful ski chalet with a pool table, 5 bedrooms, 2 bathrooms and plenty of space to spread out! Completely renovated in the Summer of 2014, the...
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    Location Information
    Ludlow, Vermont 05149
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 13
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