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Middlebury Holiday Rentals

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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.
    All 19 Rentals in Middlebury
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    Middlebury
    3 Bedrooms, 1 Bathroom, Sleeps 9 Quick View
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    Midd Home Plate1 / 30
    (1)Excellent
    Middlebury
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Middlebury VT - gorgeous home1 / 10
    (2)Excellent
    Middlebury
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    The following rentals are within 25 kilometres of Middlebury.
    The Little House Vermont1 / 27
    (5)Excellent
    Brandon
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Mountain Views
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 October 2017
    Brandon, VT stay was a great base for visiting Killington, Woodstock and the southern scenic drive of 100. Be sure to visit the Cafe Provence when in Brandon. It was one of...
    Reviewed 18 June 2016
    Staying here for a few nights lifted our spirits from the moment we arrived. Kerrie and Russ made us feel like welcome friends at the outset, then quietly left us alone to...
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    About this property
    This is a special little hideaway just a five minute walk to our lovely downtown. Located in a quiet residential area, create your own retreat in this newly built art filled cottage. The bedroom is separated from the open concept living space by sliding barn doors. The en suite bathroom has a tub/...
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    Location Information
    Brandon, Vermont 05733
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    River Stone Lodge MTN Views, River, Hiking, Hot Tub, WIFI, Campfires, 4 bedrooms1 / 37
    (4)Excellent
    Ripton
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Mountain Views
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 June 2018
    First of all the location of this lodge is spot on for great family fun and relaxation. While my family was there we had snow and the whole lodge looked like something from a...
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    About this property
    River Stone Lodge a wonderful place to stay! Come and enjoy a Vermont vacation in a beautiful area in a fun and fabulous home! Great for 2 families wanting to spend time together or just for 2 for that Very special getaway. Fully Equipped home with everything you could need for a great vacation 4...
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    Location Information
    Ripton, Vermont 05766
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    The Swallow's Nest1 / 21
    (12)Excellent
    Brandon
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Patio
    • Parking
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 September 2018
    It's a very special place. Peaceful & feels like a million miles away from stress.Yet close to down town Brandon where you can visit any number of local merchants.My...
    Reviewed 27 August 2018
    The Swallow’s Nest is a magical place tucked away on a farm near Brandon, Vermont. The views are truly unforgettable. Accommodations are top quality. And the host, Lyn...
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    About this property
    Vermont Life. Our farm is honored to grace the cover and month of July for Vermont Life’s last set of wall calendars. Brandon, named 'Vermont's coolest town' and chosen by Expedia, as the best town in Vermont to Get Away To! There’s tons to do: visit farms, take a brewery tour, enjoy local...
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    Location Information
    Brandon, Vermont 05733
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Brandon
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Waterfront
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the most interesting vacation rentals in Killington, VT, this converted 1955 motor home set on Lake Hortonia in the Vermont Lake Region 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...
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    Location Information
    Brandon, Vermont 05732
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Brandon
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Cable/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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    Location Information
    Brandon, Vermont 05735
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Spectacular Log Cabin w/ Mountain Views near Lake1 / 28
    (13)Excellent
    Ferrisburgh
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Grill
    • Washer
    • Wi-Fi
    • Mountain Views
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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, etc. Washer & dryer, 1 king, 2 queen beds, 2 twins beds and 1 queen pull out couch. Towels, sheets, 7...
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    Location Information
    Ferrisburgh, Vermont 05473
    Cabin Holiday Rental - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Ripton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/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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    Location Information
    Ripton, Vermont 05766
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cornwall Carriage House1 / 16
    (3)Excellent
    Cornwall
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 September 2017
    We had a fantastic stay at the Cornwall Carriage House. The hosts were always available and provided a spacious and well stocked home for our one week stay. The location is...
    Reviewed 12 August 2017
    I booked this carriage house for an anniversary weekend with my boyfriend. The views from the carriage doors frame the mountains perfectly, and we enjoyed having our morning...
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    About this property
    Located just 7 miles outside of Middlebury, offering privacy and expansive views of the Green Mountains. Newly built and furnished with quality and luxury in mind. A queen bed is located in the bedroom upstairs. There is also two day beds, one located on the first floor and the other on the...
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    Location Information
    Cornwall, Vermont 05753
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Bridport
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Waterfront
    • Balcony
    • Washer
    • Grill
    • Housekeeping Included
    • Patio
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This year-round timberframe lake front home is located on a private dead end road with spectacular views of Lake Champlain, the Crown Point Bridge and the Adirondack Mountains. It easily sleeps 8+ so it’s perfect for families, big groups, and well behaved furry friends. There are three bedrooms...
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    Location Information
    Bridport, Vermont 05734
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Cornwall
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • 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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    Addison
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • 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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    Location Information
    Addison, Vermont 05491
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Incredible Mountain Views, Acreage to Roam & Play1 / 12
    (1)Excellent
    Vergennes
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Patio
    • DVD Player
    • Mountain Views
    • Washer
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Vergennes, Vermont 05491
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    Sudbury
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Tentrr Restoration at Cattail Cove says greetings from Vermont! Come visit us and enjoy all that Vermont has to offer. There are state parks nearby, championship golf courses, brew pubs and wineries, and adventure parks at Okemo and Killington. This is an exclusive Tentrr site. Tentrr offers...
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    Location Information
    Sudbury, Vermont 05733
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Crown Point, NY
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Parking
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wonderful water front in this charming, ground level studio apartment in my home on a 2 acres lot. Off a secluded quiet road end. Newly renovated, 200 feet of lake front, dock and access for small boats (parking), fishing, bring your boats, kayaks, bikes, canoes. Great point of departure for...
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    Location Information
    Crown Point, New York 12928
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Panton
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Waterfront
    • Patio
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Central Heating
    • Wi-Fi
    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. Boasting over 3,800 square feet of well-appointed living space and 185-feet of private Lake Champlain access, this spacious home features an open floor plan and everything you need to feel at home!...
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    Location Information
    Panton, Vermont 05491
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Brandon
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Mountain Views
    • Patio
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Disconnect during your stay at ‘The Swallow’s Nest,’ a 1-bedroom, 1-bath guest house with a loft. This vacation rental is located on a large organic farm and offers stunning views of the Green Mountains from the back patio. Though you’ll feel tucked away on the private estate, you’ll only be...
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    Location Information
    Brandon, Vermont 05733
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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