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Andover Holiday Homes

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    All 102 Rentals in Andover
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    Andover
    2 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    The following rentals are within 15 kilometres of Andover.
    A Vermont House for All Seasons1 / 18
    (14)Excellent
    Ludlow
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Oma's Kottage1 / 17
    (5)Excellent
    Ludlow
    6 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Ski-in/Ski-out mountain-side condo close to everything!1 / 31
    (2)Very good
    Ludlow
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
    • Parking
    • Terrace
    • Washer
    • Balcony
    • Cable/satellite TV
    • DVD Player
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 October 2017
    Great location, but modest condo. No A/C or elevator, but very clean condo and wonderful local team of employees.
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    About this property
    Hit the slopes in no time at this convenient ski-in/ski-out condo in Okemo, where you can enjoy plenty of amenities and a prime location at one of Vermont's top ski destinations. This vacation rental is ideal for both avid skiers and snowboarders, or families looking for a winter getaway - you'll...
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    Ludlow, Vermont 05149
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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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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    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 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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    Modern cabin in the woods - upscale seclusion in tranquil setting, dogs welcome!1 / 32
    (1)Very good
    Windham
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2018
    Having worked hard for a year on our new house in New Hampshire, my wife and I decided to unwind for a couple of days at this wooded cabin in Vermont for our 36h Wedding...
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    About this property
    If the mountains of Vermont are calling your name, come stay in this beautiful, modern cabin in the woods and revel in its superb blend of upscale design and quiet, tranquil seclusion. You can bring along your beloved dog, as well, for a small nightly fee! You'll be nestled in tall evergreens,...
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    Windham, Vermont 05359
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Family-friendly cabin with a deck, excellent home base for skiing1 / 28
    (1)Excellent
    Londonderry
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 February 2018
    Our stay at the Sherwood Escape was exactly what we expected. Our group included 2 families (4 adults and 4 kids). The kids enjoyed sharing the bunk room together and were...
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    About this property
    Tucked away in the woods near Londonderry, Sherwood Escape offers visitors peace, quiet, and the comforts of home for up to eight guests (four adults). The warm wood interior complements the home's secluded setting, so make yourself comfortable in this spacious cabin! Bromley Ski Resort's slopes...
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    Londonderry, Vermont 05148
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    Charming, dog-friendly home w/ huge deck & game room - minutes to Okemo1 / 32
    (1)Very good
    Ludlow
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Parking
    • Washer
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2018
    Good dog friendly home in the woods. Very spacious for up to 10 people. Good price. A few notes: if you're looking for that VT fly fish or trout experience, not the right area...
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    About this property
    Year-round outdoor fun awaits at this lovely home in the hills of southern Vermont! Located right on the banks of Lake Rescue and just a few miles from Okemo Mountain Resort, this spacious rental accommodates up to 10 guests and features a huge deck, a game room, and a cozy wood-burning fireplace,...
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    Ludlow, Vermont 05149
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Vermont Country Lake House1 / 21
    (3)Very good
    Ludlow
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Mountain Views
    • DVD Player
    • Central Heating
    • Grill
    • Outdoor Dining Area
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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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    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 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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    Weston
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Mountain Views
    • Washer
    • Central Heating
    • Grill
    • Skiing: Property Is In A Ski Resort
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Idyllic former B&B nestled in rolling Conservancy-Trust-Fields with the West River bank on one side and cows grazing on another. Perfectly located in the shire of Weston. Convenient access to ski mountains Okemo Magic Bromley and Stratton, snowmobiling on the VAST, fly fishing hiking and biking...
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    Weston, Vermont 05161
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Cozy Londonderry Log Cabin Near Summer Activities!1 / 24
    (1)Very good
    Londonderry
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Washer
    • Central Heating
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 October 2017
    My husband and I and our 2 dogs stayed here on a fall trip to the Northeast. The home was easy to find and close to Londonderry. We enjoyed the wonderful living room and the...
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    About this property
    Your summer adventures begin at ‘West River Lodge,’ a warm and cozy 3-bedroom, 1-bathroom vacation rental log cabin, with accommodations for 6 in the southern Vermont woods. With 3.5 acres of private woodlands and a great location minutes from many summer activities (Vermont Summer Festival,...
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    Londonderry, Vermont 05148
    Cabin Holiday Rental - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Proctorsville
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Washer
    • Central Heating
    • Mountain Views
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3 Bedrooms, 1 Bathroom, Sleeps 6 has Sofa Bed for kids. This home is located 5 miles from Okemo Mountain. Okemo is a great family resort for skiing. If its snowmobile trails you are looking for the house is near VAST Trails. Also there is snowmobile rental about 1 mile away. There is a shuttle...
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    Proctorsville, Vermont 05153
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Landgrove
    8 Bedrooms, 10 Bathrooms, Sleeps 22 Quick View
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    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Balcony
    • Grill
    • Hot Tub
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Gertrude Rentals property! Enormous farm-house with 6 suites, 8 fireplaces, 5 spa-baths, 8 baths, stained glass windows, commercial cellar bar with stone fireplace, sun-deck, chefs kitchen, sunroom with wall-to-wall windows, hot tub, lush tapestry curtains, Oriental rugs, 100% cotton sheets, and...
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    Landgrove, Vermont 05148
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 22
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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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    Log Cabin With Views1 / 13
    (5)Excellent
    Grafton
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Mountain Views
    • Cable/satellite TV
    • Grill
    • Washer
    • Wi-Fi
    • Central Heating
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 September 2017
    This was a last minute rental and the owner Gina was very accommodating. Great place to bring the family and spend quality time together. We played board games and watched...
    Reviewed 24 October 2016
    I would recommend this lovely home to anyone who wants to get away to the country and not worry about the fast pace of life for a few days. There is WiFI but no phone service...
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    About this property
    Grafton Log Home: Charming log house in an Alpine-like meadow with great views in a peaceful setting. This home is equipped with a fireplace, eat in kitchen, dining area, 4 bedrooms (sleeps 10) 2 baths, and large deck. Internet Located about 4 miles from center of town, on a dead-end gravel...
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    Grafton, Vermont 05146
    Cabin Holiday Rental - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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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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    Close to Okemo, 25 Acre Mtn Playground, 2 Bd, Great Ski Access, VAST trails1 / 13
    (1)Very good
    Ludlow
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Parking
    • Washer
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 March 2017
    This is a terrific, family-friendly rental with all the amenities just a hop skip and jump from Okemo Mountain. The kids loved staying in this spacious home-away-from-home and...
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    About this property
    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 with all the modern amenities. This listing is for the Lower Unit. The Big Barn Farm is a...
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    Ludlow, Vermont 05153
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Vermont Log Home On 21 Acres Btwn Okemo/killington1 / 35
    (4)Very good
    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 2 weeks ago
    This vacation rental is very charming and it is in a quiet and beautiful location. Bill is an excellent host and takes good care of his guests. He accommodated to our requests...
    Reviewed 12 March 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...
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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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    Location Information
    Ludlow, Vermont 05758
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    Ludlow
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2BR, 2.5BA condo is located in the new SouthFace Village condos on Okemo Mountain. This split level condo is a newly built, modern, ski in/ski out oasis on the southeast face of Okemo mountain. Southface has its own designated chair lift just outside of the building. The open concept living,...
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    Ludlow, Vermont 05149
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Cottage across street from the lake w/60-ft water frontage access, private dock!1 / 46
    (1)Very good
    Ludlow
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
    • Washer
    • Internet Access
    • DVD Player
    • Cable/satellite TV
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2018
    This cottage was very, very clean. The owner supplies everything you could possibly need...to cook, clean, bathe, etc. (in case you forget something) My only complaint is the...
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    About this property
    Stay by the waterfront at this Ludlow ski cottage! With a firepit to warm up next to and room for six, you'll love this family getaway. This home is just a short walk (across the street) from the shore of Lake Pauline and about one-and-a-half miles from Okemo Mountain Resort and less than 15 miles...
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    Ludlow, Vermont 05149
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    6 BR Ski Chalet in VT Green Mountains1 / 40
    (4)Very good
    Ludlow
    6 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Washer
    • Waterfront
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2018
    Place was nice and tidy when we arrived, having two floors was a plus with plenty of space for our family. Neighbors were friendly, one even had a really nice dog that came to...
    Reviewed 31 March 2017
    We had a great time. The home is near the ski areas, Okemo is just minutes down the road. We found the drive to the Killington Bear mountain lot to be very quick too. Some of my...
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    About this property
    Lake Rescue Chalet – A Large, Cozy Ski House Minutes from Okemo and Killington This house has it all – a glorious outdoor hot tub to sink into after a hard day skiing nearby Okemo or Killington. Six bedrooms. Two kitchens, two living rooms and two dining rooms. Plenty of room for your group of up...
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    Ludlow, Vermont 05149
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 16
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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 18 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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    Ludlow, Vermont 05149
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 13
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    Chester
    6 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
    • Terrace
    • Air Conditioning
    • Balcony
    • DVD Player
    • Porch
    • Internet Access
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This listing is an option for renting the entire Inn. Individual rooms can be rented as well. Please check our other listings for individual rooms. Thank you!!! Bed & Breakfast Inn and Teddy Bear and Toy Shop. The Inn - an historic Victorian residence circa 1850, is an enchanting B & B in the...
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    Chester, Vermont 05143
    Private Room - 6 Bedrooms, 7 Bathrooms, Sleeps 18
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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 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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    Location Information
    Ludlow, Vermont 05149
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 13
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    Charming Vt. Farmhouse with spectacular mt. views. Children welcome1 / 22
    (2)Excellent
    Londonderry
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
    • Washer
    • Grill
    • Cable/satellite TV
    • Mountain Views
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to The Humphreys Farmhouse, a 65-acre year-round vacation home in Vermont. Located in the heart of the Green Mountains minutes away from skiing in the winter, and hiking, swimming and many other activities in the summer, Humphreys Farm is a great place to get away from it all and have fun....
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    Location Information
    Londonderry, Vermont 05148
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Windham
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience a Vermont vacation from the pages of a magazine at this three-bedroom Windham home, a secluded country house with an open living space, an expansive deck and yard, and nearby access to picturesque villages, hiking trails, and ski slopes! This home sits on a grassy, tree-lined property...
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    Windham, Vermont 05359
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Ludlow
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    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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    Ski-in/out Luxury 3 Bedroom & 3 Bathroom Okemo Penthouse Condo at Jackson Gore1 / 11
    (2)Excellent
    Ludlow
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    • Shared Indoor Pool
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Walk to ski trials on Okemo! Private Luxury Chalet1 / 29
    (1)Excellent
    Ludlow
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 January 2018
    This house was amazing for me and my extended family's vacation. We have been to Okemo a few times, but this was by far our favorite. The house had a ton of roome for the twelve...
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    About this property
    This Okemo Mountain home is the perfect Vermont getaway within walking distance of the slopes. Our home features a completely renovated main level including a new kitchen with cherry cabinets, granite counters, and stainless steel appliances. The main bathroom has been remodeled with a marble...
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    Ludlow, Vermont 05149
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    Ludlow
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Make your next ski vacation one to remember with this amazing one-bedroom, one-bathroom home for six in Vermont! With a shared seasonal pool and walk to the slope access of Okemo Mountain, you're guaranteed fun no matter the time of year. Just a short walk from the beginner Sachem Trail and the...
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    Ludlow, Vermont 05149
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Chester
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Balcony
    • Terrace
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    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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    Chester, Vermont 05143
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Ludlow
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Balcony
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    • Skiing: Property Is In A Ski Resort
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax in this 3-level (1700+ sq. feet) ski chalet that's a 4 minute drive from both the base lodge of Okemo Mountain Ski Resort and the center of town. Take in the 180-degree views of your wooded backyard with floor-to-ceiling windows while unwinding in front of the fireplace or relaxing in the...
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    Ludlow, Vermont 05149
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Chester
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
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    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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    Ludlow
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Waterfront
    • Wi-Fi
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    • Housekeeping Included
    • Mountain Views
    • DVD Player
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    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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    Ludlow, Vermont 05149
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Beautiful mtn home w/ seasonal shared pool & private sauna - near slopes!1 / 39
    (1)Average
    Ludlow
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 January 2018
    This is a typical on-resort rental ski condo. On the compact side, average furnishings, some wear but decent maintenance and property condition. One minute walk to slope...
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    About this property
    Leave behind your stresses and worries and escape to this welcoming home in Okemo! Between instant access to amazing skiing slopes and a shared seasonal pool, you - along with seven of your family and friends - are sure to fall in love with this three-bedroom, two-bathroom home. With the beginning...
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    Ludlow, Vermont 05149
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Ludlow
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Treat yourself to the ease and comfort of in-town living at this one-bedroom Ludlow condo, a perfectly located Vermont escape with shuttle access to Okemo Mountain Resort and restaurants, shops, and markets within just a few blocks. Ideally situated for skiers, snowboarders, and outdoor...
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    Ludlow, Vermont 05149
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Ludlow
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Hugging Bear Inn - Tower Room1 / 10
    (1)Very good
    Chester
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Porch
    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 July 2015
    We stay in Vermont several times a year and this time we stayed at the Hugging Bear Innin Chester. Laura and her family are wonderful people and welcomed us into their home as...
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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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    Chester, Vermont 05143
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Chester
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • 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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    Ludlow
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Plan a quintessential Vermont vacation at this two-bedroom (plus a loft) Ludlow home, where you'll enjoy a beautiful lakefront property, an expansive private deck, and a small dock on Lake Pauline. This two-level cottage sits on the tranquil shores of Lake Pauline, offering a wonderful getaway...
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    Ludlow, Vermont 05149
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Ludlow
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Terrace
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    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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    Ludlow, Vermont 05149
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Ludlow
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the winter wonder of New England in this five-bedroom, four-bathroom (two full and two half baths) Ludlow, VT mountainside home, just a short walk from the beginner run Kettle Brook Trail! Spacious and cozy, this is a great home base for large groups and families looking for a comfortable...
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    Ludlow, Vermont 05149
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Ludlow
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy comfort, simplicity, and in-town convenience at this one-bedroom Ludlow condo, a cozy Vermont escape that offers easy shuttle access to the slopes of Okemo Mountain Resort and close proximity to shops and restaurants in the heart of town. This condo is located in a classic colonial...
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    Ludlow, Vermont 05149
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Ludlow
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    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, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Ludlow vacation home is nearby tons of outdoor activities, including skiing/snowboarding at Okemo Mountain Resort, and offers a hot tub, an expansive outdoor deck, and modern conveniences. Up to 10 guests are accommodated, making it the perfect Vermont getaway for a large family or a group of...
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    Ludlow, Vermont 05149
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Ludlow
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Waterfront
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    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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Ludlow
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fill your days with picturesque hikes, epic downhill runs, and tranquil moments when you book your scenic getaway to this family-friendly home. Set among the trees just four miles from the Okemo Mountain Resort and eight miles from Proctor-Piper State Forest, this home gives you the chance to...
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    Ludlow, Vermont 05149
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Ludlow
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
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    About this property
    This farmhouse was built in 1900 and has been recently completely renovated with brand new paint and appliances. It's full of natural light and perfect for large families and groups of friends. The living room has a door on it to convert to an extra sleeping space if needed. What's nearby: This...
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    Ludlow, Vermont 05149
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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