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Middletown Springs Holiday Homes

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    All 63 Rentals in Middletown Springs
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    Don't let other travellers get your favourite Middletown Springs area holiday rental. You're so close to securing your perfect getaway. Book today.
    The following rentals are within 15 kilometres of Middletown Springs.
    Ludlow
    1 Review
    2 Bedrooms, Sleeps 6Quick View
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    Londonderry
    2 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    Ludlow
    3 Reviews
    6 Bedrooms, Sleeps 14Quick View
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    Ludlow
    1 Review
    3 Bedrooms, Sleeps 13Quick View
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    Amenities & Details
    • Mountain Views
    • Washer
    • Patio
    • DVD Player
    • Grill
    • Satellite TV
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 19 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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    Ludlow, Vermont 05149
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 13
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    Ludlow
    1 Review
    2 Bedrooms, Sleeps 6Quick View
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    • Internet Access
    • Parking
    • Central Heating
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 24 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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    Weston
    11 Reviews
    3 Bedrooms, Sleeps 8Quick View
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    • Wi-Fi
    • Housekeeping Included
    • Terrace
    • Balcony
    • Private Garden
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 19 February 2017
    Nice and clean and the house had everything that you need. Great location that is close to many ski resorts. They even plowed the driveway before we woke up after a snowfall...
    Very good of 5 bubbles
    Reviewed 20 February 2016
    Very nice Cabin. Great location between many ski mountains and hiking trails. Excellent fireplace and living room/dining room area. Plenty of space for multiple guests with 3...
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    About this property
    A Country dirt road, Fresh Mountain Air, and centrally located in the Southern Green Mountains! 3 ski areas and the BEST southern Vermont rental experience ... Come stay at Reilly's Rest and we are sure you'll have a good time. Reilly's rest is smack in the middle of ski country; 7 mi to Magic,...
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    Weston, Vermont 05161
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ludlow
    1 Review
    5 Bedrooms, Sleeps 13Quick View
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    • Satellite TV
    • Wi-Fi
    • Washer
    • DVD Player
    • Waterfront
    • Hot Tub
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 5 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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    Ludlow, Vermont 05149
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 13
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    Ludlow
    3 Bedrooms, Sleeps 10Quick View
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    • Washer
    • Grill
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our three story home features 3 large bedrooms, One and Half Bath, and sleeps comfortable for 8 people. The main floor has an inviting open space with wood burning fireplace, ideal for everyone to spread out and wind down, great wifi access, cable and a movie library. You will also find a fully...
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    Ludlow, Vermont 05149
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Ludlow
    3 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • Balcony
    • DVD Player
    • Central Heating
    • Patio
    • Terrace
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Special runs March 21 through May 31st! Discount applied immediately after booking** IN THE SUMMERTIME. HIKE, BIKE, FISH, SWIM, PLAY GOLF. EXPLORE. (Scroll down for 2017 ski details) Our well-appointed contemporary home is nestled against the backside of Okemo Mountain, just steps away for...
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    Ludlow, Vermont 05758
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ludlow
    4 Bedrooms, Sleeps 12Quick View
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    • Skiing: Property Is In A Ski Resort
    • Hot Tub
    • Washer
    • Grill
    • Wi-Fi
    • Mountain Views
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your cozy chalet on a private 1 acre wooded lot on Okemo mountain awaits! Escape the city and enjoy beautiful mountain views and make wonderful memories at Okemoskichalet! Location! Location! Location! We are on the west side of Okemo mountain about 1 mile to the Okemo clock tower (about 2 min....
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    Ludlow, Vermont 05149
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Londonderry
    3 Bedrooms, Sleeps 6Quick View
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    • Central Heating
    • Internet Access
    • Parking
    • Outdoor Dining Area
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find peace and tranquility in all seasons at ‘West River Lodge,’ a warm and cozy 3-bedroom, 1-bathroom vacation rental log cabin, with accommodations for 6 in the Vermont woods. With 3.5 acres of private woodlands and a great location, minutes from the town of Londonderry, this cabin is the perfect...
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    Londonderry, Vermont 05148
    Cabin Holiday Rental - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Grafton
    1 Review
    2 Bedrooms, Sleeps 4Quick View
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    • Washer
    • DVD Player
    • Central Heating
    • Wi-Fi
    • Patio
    • Secure Parking
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 13 February 2017
    We stayed in this home for a weekend ski vacation. Though the sleeping areas were a little tight for our family of 5 there was plenty of living space for relaxing. The home is...
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    About this property
    Built circa 1840, our home, called the West Corner, is nestled in the west end of the village center, providing unusual privacy for an in village home. It is very private, yet only a minute's walk to the main street, village park & the tavern, the general store and churches. Grafton is a very...
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    Grafton, Vermont 05146
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Ludlow
    2 Reviews
    4 Bedrooms, Sleeps 14Quick View
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    • Porch
    • Wi-Fi
    • Washer
    • Satellite TV
    • Balcony
    • DVD Player
    • Grill
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 18 January 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...
    Excellent of 5 bubbles
    Reviewed 30 October 2014
    Our family has been renting this very flexible house for a week or two each summer so long that the grandchildren think we own it. All three grandkids once slept in the "cave...
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    About this property
    Dreaming of a Vermont vacation?<BR><BR>OUR "HOME AWAY FROM HOME" IN MOUNT HOLLY IS LESS THAN THREE HOURS FROM BOSTON... <BR><BR>and...<BR><BR>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,...
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    Ludlow, Vermont 05758
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    Windham
    3 Reviews
    5 Bedrooms, Sleeps 10Quick View
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    • Internet Access
    • DVD Player
    • Balcony
    • Washer
    • Satellite TV
    • Air Conditioning
    • Grill
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 24 June 2014
    First of all, I want to thank Mary for being very friendly in providing us with information and details on getting to their house. We (group of 7) did not get to meet them...
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    About this property
    The Windham Country House, a spacious contemporary home, sits on a secluded country road, providing you with peace, privacy and beautiful scenery, while being near many of southern Vermont's activities. GREAT ACCOMMODATIONS The Windham Country House has five large, lovely bedrooms and three full...
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    Windham, Vermont 05359
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Grafton
    1 Bedroom, Sleeps 2Quick View
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    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The vintage barn studio offers an open living plan with Queen bed, fully equipped gourmet kitchen and a cozy seating area w/ fireplace. Once an artist's studio, it is has been painstakingly renovated with a "reduce reuse recycle" philosophy. The studio it is adorned with beautiful antique wide...
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    Grafton, Vermont 05146
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Londonderry
    3 Bedrooms, Sleeps 7Quick View
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    • Washer
    • Internet Access
    • Grill
    • Satellite TV
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    House is super clean with new roof, newer carpet & newer interior paint!! Open floor plan with wood burning stove. Very clean & comfortable. Perfect for families or group of friends. Open floor plan living room, dining room & kitchen. 1 loft bedroom has king size bed w/ private bath, 1 bedroom...
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    Londonderry, Vermont 05148
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Peru
    4 Bedrooms, Sleeps 12Quick View
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    • Satellite TV
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Housekeeping Included
    • Washer
    • Patio
    • Air Conditioning
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located at Bromley Mountain with mountain trail access from the back door. This newly renovated slope side house is the ultimate in convenience. With two full baths and four bedrooms, it will accommodate an extended family or group comfortably. House also has an updated kitchen and dining area,...
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    Peru, Green Mountains 05152
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Ludlow
    3 Bedrooms, Sleeps 6Quick 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.<BR>Location, location, location: the...
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    Ludlow, Vermont 05149‎
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chester
    2 Reviews
    1 Bedroom, Sleeps 2Quick View
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    • Washer
    • Satellite TV
    • Mountain Views
    • Central Heating
    • DVD Player
    • Wi-Fi
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 13 October 2016
    Like your grandparents' old vacation home, full of funky furniture but comfortable and homey. The public areas are vast, with two dining areas seating 6-8 each and a living room...
    Excellent of 5 bubbles
    Reviewed 14 September 2016
    This was my first visit to the Okemo area in the summer (have skied several times) and I was looking for a place stay while I did some hiking and mountain biking. The farmhouse...
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    About this property
    We have a Classic Vermont Hillside Farmhouse. There are 5 bedrooms - all rooms can accommodate two people. One room has 2 twin beds AND a double, so 4 people could share that room. There are two full bathrooms in the house, a large kitchen, large dining room and living-room. There is also a...
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    Chester, Vermont 05143
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Chester
    3 Bedrooms, Sleeps 6Quick View
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    • Wi-Fi
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Amare Guesthouse is a relaxed and inviting recently restored Victorian home steps from downtown Chester VT. From coffee to cocktails relax on one of the large porches. Walking distance to restaurants and pubs, rivers, farms, trails, antique shops, galleries, and a grocery store.  Enjoy small...
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    Chester, Vermont 05143
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Belmont
    2 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • DVD Player
    • Grill
    • Porch
    • Central Heating
    • Wi-Fi
    • Washer
    • Satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 9 August 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...
    Excellent of 5 bubbles
    Reviewed 3 August 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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ludlow
    3 Bedrooms, Sleeps 10Quick View
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    • Mountain Views
    • Satellite TV
    • Internet Access
    • DVD Player
    • Central Heating
    • Outdoor Dining Area
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3 Bedroom 2 full bath with finished basement playroom including air hockey and 3 HD TV's. Large kitchen/eating area with granite and tile floor, living room, and master bedroom/bath on first floor. 2 bedrooms with 3 twin beds in one and 4 twins in the other and a full bath on the second floor....
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    Ludlow, Vermont 05149
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Ludlow
    2 Reviews
    5 Bedrooms, Sleeps 14Quick View
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    • Outdoor Dining Area
    • Mountain Views
    • Parking
    • DVD Player
    • Satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 29 August 2016
    The place has everything and anything a summer rental should have including a big deck, large yard for lawn games, and a great fire pit. Easy walking access to the lake and...
    Very good of 5 bubbles
    Reviewed 26 August 2016
    Arriving during a downpour, we had to open all the windows due to the high humidity and use the old dusty box fans in the house to get the air moving. Once we got over the very...
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    About this property
    5 bedroom, 3 bath house in wooded setting for weekly or weekend rental. Nicely decorated and very clean. Enjoy the mountains or just relax. Walk to lake, boat rentals, near golf, shopping, hiking. 5 minutes from Okemo, 20 minutes from Killington. great summer or for fall foliage
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    Ludlow, Vermont 05149
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    Peru
    3 Bedrooms, Sleeps 11Quick View
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    • Mountain Views
    • Private Outdoor Pool (Heated)
    • Patio
    • Internet Access
    • Satellite TV
    • Grill
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whether you’re seeking snowcapped mountains or blooming wildflowers, Peru, Vermont has it all! For the ultimate mountain getaway, escape to this 3-bedroom, 2.5-bathroom vacation rental townhouse that comfortably sleeps 11. Recently renovated, this lovely townhome offers pristine appliances, stylish...
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    Peru, Green Mountains 05152
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 11
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    Peru
    4 Bedrooms, Sleeps 11Quick View
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    • Mountain Views
    • Balcony
    • DVD Player
    • Grill
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recently renovated townhome on Bromley Mountain. 3 bedrooms plus loft, 2.5 bathrooms. Sleeps 9-11 comfortably. This home is located slopeside, adjacent to one of the trails on Bromley Mountain. In winter, it is less than 100 yards to the top of the Lord’s Prayer lift and you can ski down to the...
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    Location Information
    Peru, Green Mountains 05152
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    Ludlow
    13 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    • Skiing: Property Is In A Ski Resort
    • Washer
    • Internet Access
    • Satellite TV
    • Waterfront
    • DVD Player
    • Central Heating
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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.
    Excellent of 5 bubbles
    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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    Location Information
    Ludlow, Vermont 05149
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Proctorsville
    3 Bedrooms, Sleeps 10Quick View
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    • DVD Player
    • Satellite TV
    • Washer
    • Patio
    • Hot Tub
    • Mountain Views
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home is a beautiful 3 bedroom, 2 bath with large family room and sleeps 10. In winter we are 4 minutes to skiing at the fabulous resort of Okemo/Jackson Gore. You ski, board, ice skate, snowmobile, snow shoe, cross country or go to the spa for a day of fun. At our house we have an outdoor hot...
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    Proctorsville, Vermont 05153
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Chester
    3 Bedrooms, Sleeps 8Quick View
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming 1820 stone house, The Cairn, just off Rte 103 in a small village enclave reached by crossing the historic Bartonsville covered bridge- rebuilt after hurricane Irene. The house is surrounded by a lovely garden that reaches down to the Williams River in the back. The main floor has an open...
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    Chester, Vermont 05143
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ludlow
    4 Bedrooms, Sleeps 10Quick View
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    • Grill
    • Washer
    • Balcony
    • Satellite TV
    • DVD Player
    • Central Heating
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vacation home enjoyed by many over the years located at the south end of Echo Lake in Plymouth. Tremendous views of lake/mountains from the deck, kitchen, living room, and 2 upstairs bedrooms. Very family friendly swimming beach with dock and float as well as 2 kayaks canoe, row boat, peddle-boat...
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    Location Information
    Ludlow, Vermont 05149
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Peru
    3 Bedrooms, Sleeps 10Quick View
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    • Satellite TV
    • Porch
    • Washer
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rustic Log Home located on 10 secluded acres in quintessential Peru. Our property is very private and is our primary home 9 months out of the year. Please care for our home as if it were your own. This home is a summer rental only. Although our home is 3 bedrooms, we can sleep up to 10 people....
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    Location Information
    Peru, Green Mountains 05152
    Cabin Holiday Rental - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Belmont
    2 Reviews
    1 Bedroom, Sleeps 2Quick View
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    • Wi-Fi
    • Central Heating
    • Outdoor Dining Area
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    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 19 October 2016
    Second trip!!!! Love this spot!!!! Great cabin,awesome view, and Ron is wonderful to work with. Looking for a quiet, peaceful, close to everything spot near Ludlow Vt this is...
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    About this property
    A one-room Vermont mountain Cabin one mile to picturesque Belmont Village and Star Lake, and 6 miles to Okemo Resort and Ludlow. Enjoy this guest cabin on a knoll above our home, with a 500 sq. ft. deck overlooking Star Lake, meadows, mountain vistas and spectacular sunsets. Sleeps 1 or 2 guests...
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    Location Information
    Belmont, Vermont 05730
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Chester
    1 Review
    1 Bedroom, Sleeps 2Quick View
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    • Porch
    • Air Conditioning
    • Terrace
    • Balcony
    • DVD Player
    • Satellite TV
    • Secure Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 19 July 2015
    We stay in Vermont several times a year and this time we stayed at the Hugging Bear Inn in Chester. Laura and her family are wonderful people and welcomed us into their home...
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    About this property
    The Tower Room in Hugging Bear Inn and Shoppe, a bed 'n breakfast Inn. Cozy and romantic with queen-sized bed, full private bathroom with shower and air-conditioning for hot weather days. A round room (actually hexagonal) in the tower of this Victorian home overlooks the village green. Full Vermont...
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    Location Information
    Chester, Vermont 05143
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Ludlow
    5 Bedrooms, Sleeps 10Quick View
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    • Satellite TV
    • Mountain Views
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large multi-floor carriage house, perfect for large or extended families. This is a multi-unit offering allowing the use of one or 2 floors. Conveniently located near Okemo and along the Okemo Village Shuttle bus route. The larger second floor unit has 3 bedrooms, 2 baths, laundry, large...
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    Ludlow, Vermont 05149
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Ludlow
    4 Bedrooms, Sleeps 12Quick View
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    • Terrace
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fantastic 4 bedroom each with its own bath in the conveniently located Fox Run townhomes. Only 1 mile from Jackson Gore base and just over 2 miles to Okemo Mountain base. Shuttle service is also available down the hill at the Okemo Valley Golf Club/Nordic Center with less than a 5 minute drive to...
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    Location Information
    Ludlow, Vermont 05149
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Grafton
    1 Bedroom, Sleeps 2Quick View
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    • Grill
    • DVD Player
    • Shared Garden
    • Mountain Views
    • Internet Access
    • Waterfront
    • Parking
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a getaway situated on the brook, less than a mile from the town center of Grafton. The cabin offers a perfect place for anyone looking for a relaxing and peaceful get-away. We have designed the cabin with the goal of making it a very special place. The cabin was built in 2009 with logs from...
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    Location Information
    Grafton, Vermont 05146
    Cabin Holiday Rental - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Ludlow
    1 Bedroom, Sleeps 2Quick View
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    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Satellite TV
    • Parking
    • Balcony
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful well-appointed slopeside condo right on Okemo Mountain- ski right to your door! Located in the Okemo Mountain Lodge right in the Clock Tower Village. Steps away from the lifts, lodge, learning area, ski rentals, parking as well as a couple bars and restaurants. This top floor end unit...
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    Location Information
    Ludlow, Vermont 05149
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Peru
    2 Bedrooms, Sleeps 5Quick View
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    • Satellite TV
    • Parking
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blue Door Farm "Cottage" - Brought to you by Gertrude Rentals! This charming 2BR/2Bath Dutch farm house is just 4mi. to Bromley, 5mi. to Magic, 12mi. to Stratton, and 19mi. to Okemo. It boasts 100% cotton sheets mattresses linens and pillow, and is decorated with antiques and oriental rugs. It...
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    Location Information
    Peru, Green Mountains 05148
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Chester
    1 Review
    5 Bedrooms, Sleeps 14Quick View
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    • Mountain Views
    • Central Heating
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Washer
    • Patio
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 18 August 2016
    Clean, cozy, comfortable. The house was a lot larger than we expected, as was the backyard. It sort of just opens up to a great view of a few peaks in the distance. There is a...
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    About this property
    CLASSIC VERMONT HILLTOP FARMHOUSE - 5 BEDROOMS SLEEP UP TO 12 PEOPLE. GREAT FOR FAMILY & GROUP GET TOGETHERS. SECLUDED, YET WITHIN 1 HOUR'S DRIVING DISTANCE TO 6 MAJOR SKI/RECREATIONAL AREAS – OKEMO IS 8 MILES AWAY. Private and secluded, yet less than 8 miles to the Okemo Mountain resort and...
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    Location Information
    Chester, Vermont 05143
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 14
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    Ludlow
    2 Reviews
    4 Bedrooms, Sleeps 10Quick View
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    • Internet Access
    • Air Conditioning
    • Sauna
    • Mountain Views
    • DVD Player
    • Hot Tub
    • Shared Indoor Pool
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 15 February 2015
    Recently stayed at this spacious condo at Adams House. Steps from the ski trail, snow tubing, and a great outdoor hot tub. This location is close to the Jackson Gore Inn but...
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    About this property
    This spacious condominium is 'top of the line' for Okemo Mountain Resort. Park in the heated underground garage and board the express elevator to the top floor where you will be surrounded by the elegance of a deluxe full kitchen, 3 bedrooms, 3 bathrooms, an entertainment center with TV/DVD, a...
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    Ludlow, Vermont 05149
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Chester
    1 Bedroom, Sleeps 4Quick View
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    • Terrace
    • Secure Parking
    • Porch
    • Internet Access
    • Balcony
    • Air Conditioning
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A room with calming earth tones. This is a medium sized room with one queen and one full double bed, private bathroom with shower and air-conditioning for hot weather days. This listing is an option for renting an individual room in the Inn. The entire Inn can be rented as well. Please check our...
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    Chester, Vermont 05143
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Chester
    1 Bedroom, Sleeps 5Quick View
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    • Balcony
    • Terrace
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Porch
    • Satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Overlooking the village green, this bright and spacious room accommodates a family or group of people. Has two queen-sized beds and a love-seat sleeper sofa with a twin bed. Has wall-to-wall carpeting, private bath with shower and air conditioning for hot weather days. Also features a infrared...
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    Location Information
    Chester, Vermont 05143
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Cavendish
    6 Bedrooms, Sleeps 17Quick View
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    • Satellite TV
    • Patio
    • Hot Tub
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The property includes 7 bedrooms (robes, bath amenities, tempurpedic beds, fireplaces, vable television, DVD and ensuite baths in all but 2), 8-person hot tub, dining for 24. Great for large groups or big families or specialb events. Warm weather Rustic Barn with bar can seat up to 115 guest...
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    Cavendish, Vermont 05142
    Holiday Rental House - 6 Bedrooms, 10 Bathrooms, Sleeps 17
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    Chester
    3 Bedrooms, Sleeps 6Quick View
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    • Washer
    • Parking
    • Mountain Views
    • Internet Access
    • Private Garden
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Carriage House is less than a mile to charming Chester Village-enjoy quaint restaurants and pubs, antique shops, art galleries, and a country market. Explore southern Vermont’s famous hiking trails, world class skiing, farms, winding rivers and breweries (near Harpoon & Long Trail) Close...
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    Location Information
    Chester, Vermont 05143
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Peru
    4 Reviews
    6 Bedrooms, Sleeps 16Quick View
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    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Private Garden
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 14 January 2017
    Great space, clean and cozy. Ideal for 2-3 family ski getaways. Closest you can get to Bromley without actually being on the mountain and the village of Peru is pure VT. Both...
    Excellent of 5 bubbles
    Reviewed 27 December 2016
    Thanksgiving week I brought my family up to Vermont to ski and visit family. I chose this inn because of its close location to three great ski slopes, it proximity to Manchester...
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    About this property
    Enormous 6BR/8Bath turn of the century farm-house! THIS PROPERTY IS 100% NUT FREE! When guests aren't here Henry a toddler with a fatal nut allergy is. Thank you in advance and I really appreciate your understanding. Brought to you by Gertrude Rentals! Ski any of the four resorts nearby -...
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    Peru, Green Mountains 05148
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 16
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    Ludlow
    8 Reviews
    4 Bedrooms, Sleeps 10Quick View
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    • Washer
    • Hot Tub
    • Mountain Views
    • DVD Player
    • Parking
    • Central Heating
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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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    Location Information
    Ludlow, Vermont 05159
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Grafton
    4 Bedrooms, Sleeps 8Quick View
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    • Satellite TV
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cute Vermont farmhouse is just 10 minutes to Magic, 20 minutes to Bromley and 25 minutes to Stratton. On the main level there is the master bedroom with a full bath, kitchen, dining, and large living area with a comfortable fireplace and a bonus woodstove to keep you extra warm during those...
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    Location Information
    Grafton, Vermont 05146
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Chester
    3 Bedrooms, Sleeps 8Quick View
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    • Grill
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The 1843 Stone House is a pre-civil war home that is quaint and comfortable for 2 families or 3 couples. The house is full of charm while also providing modern amenities. The Chester Village green is a short walk from the house where shops and restaurants are housed in buildings from yesteryear....
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    Location Information
    Chester, Vermont 05143
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ludlow
    3 Bedrooms, Sleeps 8Quick View
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    • Skiing: Property Is In A Ski Resort
    • Waterfront
    • Wi-Fi
    • Satellite TV
    • Hot Tub
    • Housekeeping Included
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning New Luxury Timberframe Home on Lake Rescue Our new (built in 2008) luxury 3,500 SF timberframe home is located directly on Lake Rescue and close to Okemo and Killington ski areas. The views of the lake and mountains are spectacular and the location is wonderful all year round. Our...
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    Location Information
    Ludlow, Vermont 05149
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Ludlow
    5 Reviews
    4 Bedrooms, Sleeps 16Quick View
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    • Grill
    • Mountain Views
    • Internet Access
    • Washer
    • Satellite TV
    • Central Heating
    • Hot Tub
    • 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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    Location Information
    Ludlow, Vermont 05149
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
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    Landgrove
    1 Bedroom, Sleeps 3Quick View
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    • DVD Player
    • Central Heating
    • Skiing: Property Is In A Ski Resort
    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Originally built in the 1830s by the town blacksmith, this property has been in our family for over 80 years. This house has such a good vibe! In the winter months snowboarding, downhill skiing, cross country skiing, snowshoeing and snowmobiling are literally minutes away. In warmer months,...
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    Location Information
    Landgrove, Vermont 05148
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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