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Middlebury Holiday Rentals

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    All 30 Rentals in Middlebury
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    Don't let other travellers get your favourite Middlebury area holiday rental. You're so close to securing your perfect getaway. Book today.
    Middlebury
    1 Review
    4 Bedrooms, Sleeps 7Quick View
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    Middlebury
    5 Bedrooms, Sleeps 10Quick View
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    The following rentals are within 25 kilometres of Middlebury.
    Brandon
    4 Reviews
    1 Bedroom, Sleeps 4Quick View
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    Brandon
    2 Bedrooms, Sleeps 4Quick View
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    • Parking
    • Waterfront
    • Grill
    • Terrace
    • Shared Garden
    • Washer
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lake front camp, converted 1955 motor home, set on Lake Hortonia in the Vermont Lake Region.This camp has 2 bedrooms and will sleep 4. One bedroom has a full size bed the other bedroom is a bunk room, with 2 single beds. (These beds are best for someone under 5’10” tall.) Full bathroom with small...
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    Brandon, Vermont 05732
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Addison
    6 Bedrooms, Sleeps 12Quick View
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    • Grill
    • Patio
    • Mountain Views
    • Central Heating
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Elmtucket, where you can come and get away from it all. Elmtucket is a beautiful 6 bedroom, 4 bathroom cape nestled on the shores of picturesque Lake Champlain. This home has something for everyone. With it's sprawling two acre open lot, 239 feet of level lake frontage, a dock for you to...
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    Addison, Vermont 05491
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Addison
    1 Review
    2 Bedrooms, Sleeps 5Quick View
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    • Patio
    • Parking
    • Satellite TV
    • Outdoor Dining Area
    • Porch
    • Mountain Views
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 14 April 2013
    We stayed at this wonderful chalet in the Champlain Valley, and it couldn't have been more comfortable, more interesting. The accommodations are clean and attractively...
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    About this property
    Our comfortable Champlain Valley Home has 2 bedrooms which will sleep 4-5 comfortably. It has a fully equipped kitchen with a large dining area, a living room with cathedral ceiling, 1 1/2 baths, a deck and a screened porch. Our surroundings are level, and nicely landscaped.<BR><BR>Our home Is...
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    Addison, Vermont 05491
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Brandon
    8 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Washer
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Patio
    • Parking
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 16 October 2016
    We stayed at Swallows Nest for 10 days during the peak time of fall foliage in Vermont. We have never stayed any one place that long on a vacation. We loved the peaceful setting...
    Excellent of 5 bubbles
    Reviewed 17 February 2016
    Booked The Swallow's Nest last minute when we decided to cheer on our daughter at a college swim meet at Middlebury College. This is so much better than any hotel! It was an...
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    About this property
    Romantic spot, totally secluded, exceptional water and mountain views Situated on our organic farm, our lovely guest house is the perfect place for a weekend getaway, or extended vacation. 'The Nest' is surrounded by 50 acres of meadows and offers exceptional views of the Green Mountains and...
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    Brandon, Vermont 05733
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Bridport
    2 Reviews
    2 Bedrooms, Sleeps 3Quick View
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    • Mountain Views
    • Porch
    • Waterfront
    • Balcony
    • Patio
    • Grill
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 8 August 2016
    Wonderful location for peaceful relaxation on Lake Champlain! This charming 2 bedroom lake house was perfectly appointed in a very quiet rural area of Vermont. 25-30 minutes...
    Excellent of 5 bubbles
    Reviewed 13 October 2015
    We loved this place! We booked the cabin for four nights and stayed seven. We didn’t want to leave. The cabin is very cozy and comfortable with a lived-in feeling, filled with...
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    About this property
    Lovely, quiet lake front cottage/house directly on Lake Champlain- Peak beauty- Late September/October !! The leaves, picking apples, crisp cool nights... the best best time to visit!!! 13 miles from Middlebury-map provided is often wrong and puts the property near the bridge. We are 5 miles south...
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    Bridport, Vermont 05734
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Orwell, NY
    5 Reviews
    1 Bedroom, Sleeps 2Quick View
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    • Parking
    • Satellite TV
    • Outdoor Dining Area
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 21 September 2016
    My wife and I spent 2 nights for our anniversary. We were very pleased when we entered the cabin. Great woodwork with a newly remodeled touch. This cabin was great for just the...
    Very good of 5 bubbles
    Reviewed 28 August 2016
    Our stay at Bella Vista was incredibly relaxing. The cottage is snug and inviting, with all of the amenities you could think of. It was nice being so close to the lake with...
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    About this property
    All new cottage open 2015! Located in the center of the Bella Vista campus this cottage is perfect for a couple’s retreat, as small family getaway, or combined with another cottage for larger parties that want more space to enjoy their stay. This cottage was designed for efficiency with a layout to...
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    Location Information
    Orwell, Finger Lakes 13426
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Salisbury
    2 Bedrooms, Sleeps 6Quick View
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    • DVD Player
    • Mountain Views
    • Terrace
    • Balcony
    • Patio
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newer house directly on Lake Dunmore, back door is 50 feet from the water on a flat lot. Home has 2 bedrooms and a pull out sofa in the living room. Beautiful views galore. Home is located in a desirable cove with a private beach. We also have a dock that can accommodate a boat up to approx 23'....
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    Salisbury, Vermont 05733
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Panton
    4 Bedrooms, Sleeps 13Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • Parking
    • Central Heating
    • Patio
    • DVD Player
    • Waterfront
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A peaceful Vermont getaway awaits you at this 4-bedroom, 4-bathroom vacation rental house in Panton. With stunning views of Lake Champlain and accommodations for up to 13 guests, this beautiful property has everything needed for families or close friends sharing a memorable retreat! Boasting over...
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    Panton, Vermont 05491
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 13
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    Brandon
    3 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Satellite TV
    • Parking
    • Waterfront
    • Porch
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy spectacular water views from every room in the house. There are 2 balcony openings from the upstairs bedrooms and wrap around deck on main level. You can feed the fish directly from the deck.! The house has 3 bedrooms - master has king bed and the other 2 bedrooms have queen beds. The...
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    Brandon, Vermont 05735
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Orwell, NY
    3 Reviews
    1 Bedroom, Sleeps 4Quick View
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    • Satellite TV
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 10 September 2016
    We had a very enjoyable stay at the cabin. We went kayaking and boat rowing at the lake. We also enjoyed going to the Finger Lakes and to a boat ride at the St Lawrence River.
    Excellent of 5 bubbles
    Reviewed 16 June 2016
    Loved this little gem. Cozy lil one bedroom cabin far away from the city! Very clean and cozy. I think it was 3-4 cabins right next to autumn lake. It had a deck, beach, row...
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    About this property
    Perfect accommodations for families, hunters, fisherman, outdoorsman, snowmobilers, kyakers, hikers, boaters, honeymooners or anyone visiting the gorgeous upstate area. Overlooking the c5 trail, this cottage is perfect for snowmobilers, fisherman, outdoor enthusiasts, or just a great spot to get...
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    Location Information
    Orwell, Finger Lakes 13426
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    New Haven
    1 Review
    4 Bedrooms, Sleeps 7Quick View
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    • Patio
    • DVD Player
    • Mountain Views
    • Washer
    • Wi-Fi
    • Grill
    • Satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 31 August 2014
    The house is a unique design, all clean lines and modern comforts. There is plenty of natural light as the windows are large to show off the beautiful views. The location is...
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    About this property
    3500 Sq.Ft, 4 Bedrooms, 2 Bathrooms, Sleeps 9 The Red Studio House is a 3500 square-feet industrial modern home with 4 bedrooms and 2 baths. It was designed as an artist studio by a renowned VT architect and was the winner of the 2002 AIA Vermont Excellence in Architecture Award/Red...
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    New Haven, Vermont 05491
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    Addison
    4 Bedrooms, Sleeps 13Quick View
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    • Satellite TV
    • Air Conditioning
    • Housekeeping Included
    • Mountain Views
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located right on Lake Champlain in Addison Vermont, we are pleased to offer this wonderful vacation property for the first time. This property was purchased in 2015 with the intent of offering a unique waterfront property with ample capacity for large family occasions. The year round home is owned...
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    Location Information
    Addison, Vermont 05491
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 13
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    Orwell, NY
    3 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Grill
    • Wi-Fi
    • Parking
    • DVD Player
    • Satellite TV
    • Outdoor Dining Area
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 13 September 2016
    Perfect!!...is the only word to describe my families getaway experience on Autumn Lake! The cottage was private even though there were other cottages on the property, very...
    Very good of 5 bubbles
    Reviewed 18 February 2016
    Me and my friend booked this cottage for President's day long weekend, just to get away from city. The whole place was covered with snow, and the weather was freezing cold...
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    About this property
    Perfect accommodations for families, hunters, fisherman, outdoors-man, snowmobilers, kyakers, hikers, boaters, honeymooners or anyone visiting the gorgeous upstate area. Experience all the excitement that the Salmon River has to offer from fishing to white water rafting. Hunt or hike thousands of...
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    Location Information
    Orwell, Finger Lakes 13426
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Orwell, NY
    1 Review
    4 Bedrooms, Sleeps 8Quick View
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    • Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 19 July 2016
    Exactly what we were looking for, quintessential log-cabin style home. Just enough space for 4 couples and plenty of land around the house. We had an awesome time!
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    About this property
    Property description New 4 bedroom 2 bathroom cabin. Located at 7 Tubbs Rd. Richland, NY 13144. Minutes away from world class fishing on the Salmon River, Direct trail access to hundreds of miles of Snowmobile/ATV trails on TUG HILL. Ten minutes from the Salmon River Reservoir and boating and...
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    Orwell, Finger Lakes 13144
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ripton
    3 Bedrooms, Sleeps 6Quick View
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    • DVD Player
    • Satellite TV
    • Central Heating
    • Private Garden
    • Washer
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private get-away in the heart of the Green Mountains. Perfect for lovers of the outdoors, hikers, skiers, snowboarders, photographers, artists or for anyone who wants to disconnect from the routine and discover this peaceful place. 10 minutes drive to Snow Bowl and 15 minutes to Middlebury. The...
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    Ripton, Vermont 05766
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Orwell, NY
    3 Reviews
    1 Bedroom, Sleeps 4Quick View
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    • Parking
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Average of 5 bubbles
    Reviewed 12 August 2016
    Great area; bass fishing awesome. Salmon river falls and hatchery closeby and awesome....but: Hubby had to empty out waterfilled kayaks provided and attempt to fix broken...
    Very good of 5 bubbles
    Reviewed 24 May 2016
    My wife and I celebrated 3 years of marriage here. The cottage was very cozy, well equipped with everything to make our stay great! The lake has no speed boats, so its very nice...
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    About this property
    1 Bedroom, 1 Bath Cottage Sleeps 4 (1 Queen bed, 1 Full/Queen sofa-bed) This 1 bedroom, 1 bath cottage sleeps 4 (1 Queen bed and 1 Full/Queen sofa-bed). This cottage is wonderful to revive any sportsmen or just perfect to recharge and relax from a hectic lifestyle. Located just minutes from the...
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    Orwell, Finger Lakes 13126
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Cornwall
    3 Bedrooms, Sleeps 8Quick View
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    • Patio
    • Housekeeping Included
    • DVD Player
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This expanded 2 story federal style cape cod has large living areas downstairs and all three bedrooms upstairs. The first floor includes a fully equipped open beam gourmet kitchen with eating area. Cabinets are fully stocked with everything you will need to serve a gourmet meal. A half bath is...
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    Location Information
    Cornwall, Vermont 05753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Orwell, NY
    3 Reviews
    2 Bedrooms, Sleeps 10Quick View
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    • Grill
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Patio
    • DVD Player
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 22 October 2015
    Our group of 7 stayed at the cabin to fish the Salmon River. This cabin is near the hatchery and close to the river. There was plenty of deck space to stow our fishing gear...
    Excellent of 5 bubbles
    Reviewed 1 October 2015
    Thank you for the place being as it was described, it was extremely clean, and organized. have lake view was very nice. having the boating and my husband fishing was perfect for...
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    About this property
    Perfect accommodations for families, hunters, fisherman, outdoorsman, snowmobilers, kyakers, hikers, boaters, honeymooners or anyone visiting the gorgeous upstate area. Nestled at the foothills of the Tug Hill Region, this 2 bedroom, 2 bath cottage has all the comforts of home situated in an...
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    Orwell, Finger Lakes 13426
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 10
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    Monkton
    2 Bedrooms, Sleeps 6Quick View
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    • Waterfront
    • Washer
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    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming, eco-friendly lakefront cottage on a quiet little lake, halfway between Burlington & Middlebury Vermont. 1 bedroom (double bed), a queen-sized futon in the living room and a loft with two twin beds – sleeps 5-6. Indoor bath, hot shower and electric composting toilet. Private dock with...
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    Monkton, Vermont 05673
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Orwell, NY
    3 Bedrooms, Sleeps 10Quick View
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    • Grill
    • Wi-Fi
    • Patio
    • Balcony
    • Satellite TV
    • DVD Player
    • Terrace
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THE DIAMOND LODGE, was build in 2006 with Missouri ,oak logs.cedar interior, hickory wood cabinets, . 1600 square foot deck. DOCK AREA foot rowboat with electric motor and life jackets, .fishing, swimming .half a mile to SALMON RIVER.10 MINUTES TO SALMON WATERFALLS. 20 MINUTES ,LAKE ONTARIO.....
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    Orwell, Finger Lakes 13302
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Ferrisburg
    13 Reviews
    3 Bedrooms, Sleeps 10Quick View
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    • Central Heating
    • Internet Access
    • Grill
    • Washer
    • Hot Tub
    • Mountain Views
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Winter Wonderland! 2 weekends left!!Beautiful log cabin home located on 56 acres with fabulous mountain and meadow views! 3 bedrooms, 2 1/2 baths, fully equipped kitchen, full size oven, microwave, fridge, stove, basic spices, ect. Washer & dryer,1 king, 2 queen beds, 2 twins beds and 1 queen pull...
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    Ferrisburg, Vermont 05473
    Cabin Holiday Rental - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Monkton
    3 Bedrooms, Sleeps 8Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please note: Beginning December 1, this property is only available for reservations of one week or longer, and the nightly cost falls to $122. There are substantial discounts for monthly stays. This is a quiet, beautiful apartment in the Vermont countryside. It is surrounded by large windows...
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    Monkton, Vermont 05473
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Monkton
    2 Bedrooms, Sleeps 6Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please note: Beginning December 1, 2016, this property is only available for reservations of one week or longer. There are substantial discounts for weekly and monthly stays. It's a little like a very large treehouse -- big open windows and when you look out all you can see is the huge trees that...
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    Location Information
    Monkton, Vermont 05473
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ripton
    3 Reviews
    5 Bedrooms, Sleeps 15Quick View
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    • Satellite TV
    • Patio
    • Internet Access
    • Mountain Views
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Snow! Wonderland! Come ski, Snowboard, Fat bike, snowshoe just up the road from us! Mountain views! Hot Tub, New Game Room with pool table, Foosball,poker table and more! Winter vacation dates open!Imagine sitting in our Great Room relaxing to the sound system throughout the house and enjoying the...
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    Ripton, Vermont 05766
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 15
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    Monkton
    2 Bedrooms, Sleeps 4Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This quiet two bedroom on the outskirts of Monkton, Vermont features a large, private screen in back deck. It is 30 minutes from both Burlington (UVM) and Middlebury. Nestled in trees, secluded from the road, Hummingbird Lane winds off Rotax Road. This comfortable space offers a quiet retreat from...
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    Location Information
    Monkton, Vermont 05473
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Monkton
    4 Bedrooms, Sleeps 10Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two (2) bedroom apartments in a big beautiful Vermont country home that can be rented together and connected together with common doors. Both are completely updated with new appliances, newly refinished (or completely new hardwood) floors, quality furniture and quality beds, big open rooms with...
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    Monkton, Vermont 05473
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Monkton
    6 Bedrooms, Sleeps 14Quick View
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Three (2) bedroom apartments in a big beautiful Vermont country home that can be rented together and connected together with common doors. The house sits well off the road -- can't be seen from the road -- surrounded by mature trees. All three apartments are completely updated with new appliances,...
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    Location Information
    Monkton, Vermont 05473
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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