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Plymouth Romantic Vacation Rentals

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    Plymouth is popular with travelers just like you. Don’t let them get your perfect place first—book today!
    29 Matching Rentals in the Plymouth AreaView all 345 rentals
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    Plymouth
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Plymouth
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Plymouth
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    The following rentals are within 10 miles of Plymouth.
    Sunrise - W Glade J-11 / 27
    (1)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Sauna
    • Terrace
    • Balcony
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 31, 2015
    This is really ski on ski off. We were not disappointed. The space was clean, well stocked kitchen and nice linens.
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    About this property
    A fantastic skiers dream getaway at Killington's Sunrise Village! Come stay one of the nicest Killington vacation condos for rent around! This cozy single level 2 bedroom trail side condo with access to Bear Mountain and Killington. Comfortably sleeps 4-6 people and is the perfect place for a...
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    Killington, Vermont 05751
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Shared Indoor Pool
    • Sauna
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A fantastic skiers dream getaway at Killington's Sunrise Village! Come stay in this cozy single level 2 bedroom trail side condo with access to Bear Mountain and Killington. Comfortably sleeps 4-6 people and is the perfect place for a romantic ski getaway or small family trip. Download our...
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    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Vermont Log Home On 21 Acres Btwn Okemo/killington1 / 35
    (3)Excellent
    Ludlow
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Porch
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Balcony
    • DVD Player
    • Grill
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 12, 2018
    Thank you Bill for keeping your home in such a magnificent mountain climate. Your house reminds me places that I have visited in my home country during my mountain trips. My...
    Reviewed January 18, 2017
    Love this place, lots of different places for people to sleep, myself and the other guests took full advantage of the wood burning furnaces the entire weekend, always clean, we...
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    About this property
    Dreaming of a Vermont vacation? OUR 'HOME AWAY FROM HOME' IN MOUNT HOLLY IS LESS THAN THREE HOURS FROM BOSTON... and... LESS THAN FIVE HOURS FROM NEW YORK CITY...(the 'Ethan Allan Express' and 'The Vermonter' on Amtrak run daily from Penn Station to Rutland and Bellows Falls, Vermont...just in...
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    Ludlow, Vermont 05758
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    Cozy mtn. COTTAGE - ski, swim, hike, foliage -- Family Fun or Romantic Getaway1 / 64
    (2)Excellent
    Belmont
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Grill
    • Porch
    • Central Heating
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 8, 2016
    Our second stay in this cottage that is really a comfortable and beautifully situated house. You can relax at home in the shade or on the deck, enjoying the mountain views and...
    Reviewed August 3, 2015
    From arrival, this house was all that I had expected and hoped for. The location is great with so much to take advantage of close by: hiking, kayaking, swimming holes, Weston...
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    About this property
    LOCATION: Belmont, Vermont (near Okemo) A cozy Vermont mountain cottage one mile to picturesque Belmont Village and Star Lake, and 6 miles to Okemo Ski Resort and Ludlow. A private location with a deck overlooking Star Lake, meadows and mountain vistas (with a 75 mile view!). Sleeps 2 to...
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    Belmont, Vermont 05730
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • Hot Tub
    • Balcony
    • Terrace
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mt Green 1-C08, one of our very best Killington, VT vacation rentals, is a very cozy and convenient ski condo is just minutes from the Killington ski slopes and night life! Recently updated condo in Building 1 with flat screen TV's in the living room and bedroom, stereo, wood burning fireplace, and...
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    Killington, Vermont 05751
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Killington
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Balcony
    • Parking
    • Central Heating
    • Shared Indoor Pool
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Ski -on, Ski-off 3 bedroom 3 bathroom condo is our pride and joy! 'The Lodges' are regarded as one of the most prestigious developments in the Killington area and offer top quality accomodation and priviliged apres ski facilities for the discerning skier. The location of The Lodges affords...
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    Killington, Vermont 05751
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Killington
    5 Bedrooms, 2 Bathrooms, Sleeps 21 Quick View
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    • Wi-Fi
    • Private Yard
    • 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
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 21
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    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Internet Access
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3 Bedroom plus Loft Private Home (sleeps 10). A Great Escape! Large Outdoor Hot Tub. Ski down 250 feet to Great Eastern, walk home 700 feet from Home Stretch trail. Perfect vacation home for 2 couples with children. Wi Fi, Wood Burning Fireplace and Foosball! Main Level Living room w 48'...
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    Killington, Vermont 05751
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    ☆ SKI ON & OFF ☆ Trailside Condo Hot Tub, Gym, Pool and more1 / 16
    (3)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Wi-Fi
    • Mountain Views
    • Hot Tub
    • Cable/satellite TV
    • Sauna
    • Shared Indoor Pool
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 11, 2017
    The location of this condo is great. Owner was easy to communicate with, and gave great instructions
    Reviewed January 9, 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! Premium location a few short steps and under 50 yards from the Sundog trail. Ski home for lunch and avoid the base lodges, shuttles and parking! Larger than most Sunrise 2 bedroom units, offering a finished...
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    Killington, Vermont 05751
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Sauna
    • Cable/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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    ☆ RENOVATED SKI ON & OFF ☆ Trailside Condo Hot Tub, Gym, Pool and more1 / 16
    (4)Very good
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Sauna
    • Central Heating
    • Wi-Fi
    • Cable/satellite TV
    • Mountain Views
    • Shared Indoor Pool
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 10, 2015
    Can't imagine the relief after driving 7 1/2 hours through a snow storm to arrive at such an awesome place with cold beer in the fridge! Kitchen was stocked with spices and...
    Reviewed December 22, 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 completely and thoughtfully renovated Killington trailside condo is perfect for a family or couples getaway! Ski directly out the back door for access to all of Killington's six mountains and over 70 miles of ski trails. Ski home for lunch and avoid the shuttles, base lodges and parking....
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    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Secure Parking
    • Cable/satellite TV
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy, clean, private, spacious. 3 bedrooms with 4 beds (2 doubles, 2 twins). Large room with TV, electric fireplace, dining table, coffee table and sofa bed. Private bath with tub/shower. Laundry room with washer, dryer, small refrigerator and sink. I live upstairs. You have entire lower level (5...
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    Killington, Vermont 05751
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Yard
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    Suitability
    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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Killington
    7 Bedrooms, 5 Bathrooms, Sleeps 27 Quick View
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    • Private Yard
    • 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
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 27
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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
    • Parking
    • 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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    Killington, Vermont 05751
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Washer
    • Sauna
    • Patio
    • Cable/satellite TV
    • Mountain Views
    • Hot Tub
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Navillus House has the distinction of sitting right on Killington’s number one novice ski trail, the Great Eastern, and is serviced by the Killington Skyeship Gondola (eight person, high speed and HEATED)! This home was completely rebuilt two years ago with no expense spared. The interior...
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    Killington, Vermont 05751
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 16
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    Killington
    8 Bedrooms, 6 Bathrooms, Sleeps 22 Quick View
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    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Private Yard
    • 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
    Rental Home - 8 Bedrooms, 6 Bathrooms, Sleeps 22
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Balcony
    • Washer
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    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Outdoor activities await just steps outside your door at this condo in Killington. This retreat features a secluded forest view from the balcony, access to the slopes via shuttle service, and a community full of amenities; take your pick from an indoor pool, hot tub, gym, and sauna! This condo is...
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    Killington, Vermont 05751
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ludlow
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Mountain Views
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ski season has never been better than when enjoyed from this cozy Ludlow cabin with a foosball and Ping-Pong table! Enjoy some winter fun with the family, and bring along a few friends if you'd like since there's room for eight guests. Located just a mile and a half west of Ludlow, the home is in...
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    Ludlow, Vermont 01056
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Ludlow
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Waterfront
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Where better to cozy up for your next ski vacation than in this converted two-bedroom, one-bathroom carriage house suite for four just one mile from Okemo! Located on the Okemo shuttle route that runs on weekends and holidays, you will have easy access to the slopes. Set right on Main Street, you...
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    Ludlow, Vermont 05149
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Killington
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Sauna
    • Cable/satellite TV
    • Mountain Views
    • Internet Access
    • DVD Player
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Highridge Condominium F1: This is Killington’s premier resort complex! Right near the Top of Killington Road is Highridge Condominiums. It Features a ski home trail and shuttle service to and from Snowshed Base Lodge, Killington Road with all the shops, restaurant and nightlife. This spacious...
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    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    Killington
    4 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Internet Access
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Hot Tub
    • Mountain Views
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Vistas at Sunrise provides a home of comfort and timeless beauty. The Architecture reflects the elegant simplicity of nature, and the tranquility of its surroundings. From the breathtaking front entrance, to the private balconies and baths, which adjoin each of the four bedroom suites, the...
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    Killington, Vermont 05751
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 14
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    Ludlow
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Internet Access
    • Parking
    • Washer
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    After some time on the slopes, you'll never want to leave this ski-in/ski-out Ludlow vacation condo with a shared pool, hot tub, and more! With a chairlift very close by, you're right by the ski runs of Okemo Resort. If you're heading into Ludlow, it's just three miles to the southeast, and...
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    Location Information
    Ludlow, Vermont 05149
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ludlow
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Internet Access
    • Waterfront
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whether you're visiting to have some fun out on Lake Rescue in the summer or to hit the slopes at Okemo Mountain in winter, this spacious, four-bedroom home by the water has room for up to 10 guests, a well-equipped, modern kitchen, an outdoor firepit, and a private dock. A fantastic,...
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    Ludlow, Vermont 05149
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Sauna
    • DVD Player
    • Patio
    • Skiing: Property Is In A Ski Resort
    • Washer
    • Central Heating
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fond memories and relaxation await you at this delightful Killington vacation rental condo! Featuring 2 bedrooms, 2 bathrooms, and enough room to comfortably accommodate up to 6 guests, this nicely furnished abode is the perfect size and layout for families, couples, or friends traveling together....
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    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Mountain Views
    • Hot Tub
    • Washer
    • Internet Access
    • Sauna
    • Grill
    • 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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    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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