We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Middlebury Vacation Rentals

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    C$443 Average
    |||
    |||
    C$0C$1,000+
    Suitability
    More filters
    Don't let other travellers get your favourite Middlebury area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 18 Rentals in Middlebury
    Sort by:
    Default
    Middlebury
    3 Bedrooms, 1 Bathroom, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Midd Home Plate1 / 30
    (1)Excellent
    Middlebury
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Middlebury VT - gorgeous home1 / 10
    (2)Excellent
    Middlebury
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Mountain Views
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 9, 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 June 17, 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...
    See all reviews
    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/...
    View all property information
    Location Information
    Brandon, Vermont 05733
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Make Enquiry
    The Swallow's Nest1 / 21
    (12)Excellent
    Brandon
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Patio
    • Parking
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 26, 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 August 27, 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...
    See all reviews
    About this property
    Romantic, Totally Secluded, Exceptional Water and Mountain Views. Brandon has just been named 'Vermont's coolest town' in 2017. Expedia in January 2018 chose Brandon as the best town to Get Away To! There’s tons to do: visit farms, take a brewery tour, enjoy local wine, maple or cheese tours,...
    View all property information
    Location Information
    Brandon, Vermont 05733
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    Brandon
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    Brandon, Vermont 05732
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    River Stone Lodge MTN Views, River, Hiking, Hot Tub, WIFI, Campfires, 4 bedrooms1 / 39
    (4)Excellent
    Ripton
    5 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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 June 21, 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...
    See all reviews
    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...
    View all property information
    Location Information
    Ripton, Vermont 05766
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 8
    Make Enquiry
    The Little House Vermont1 / 15
    (1)Excellent
    Brandon
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Private Garden
    • Porch
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 17, 2015
    I stayed at this little house when I drove to Vermont to visit friends for a few days. And what a surprise. It turns out the entire place was just completely renovated. The...
    See all reviews
    About this property
    A romantic hideaway just a five minute walk to Brandon's sweet downtown. Located in a quiet residential area, The Little House offers a relaxing respite to read the books you've neglected or catch up on a few films. The master bedroom has an en suite bathroom and a walk-in closet with a...
    View all property information
    Location Information
    Brandon, Vermont 05733
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Spectacular Log Cabin w/ Mountain Views near Lake1 / 28
    (13)Excellent
    Ferrisburg
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    Ferrisburg, Vermont 05473
    Cabin Holiday Rental - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Brandon
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    Brandon, Vermont 05735
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Save time - get the best Middlebury rentals sent straight to your email!
    Get the List
    Bridport
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    Bridport, Vermont 05734
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    Cornwall Carriage House1 / 16
    (3)Excellent
    Cornwall
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 11, 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 August 12, 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...
    See all reviews
    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...
    View all property information
    Location Information
    Cornwall, Vermont 05753
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Ripton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    Ripton, Vermont 05766
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Incredible Mountain Views, Acreage to Roam & Play1 / 8
    (1)Excellent
    New Haven
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • DVD Player
    • Mountain Views
    • Washer
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 30, 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...
    See all reviews
    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...
    View all property information
    Location Information
    New Haven, Vermont 05491
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Enquiry
    Cornwall
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    Cornwall, Vermont 05753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Addison
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    Addison, Vermont 05491
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Enquiry
    Salisbury
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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'....
    View all property information
    Location Information
    Salisbury, Vermont 05733
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Panton
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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!...
    View all property information
    Location Information
    Panton, Vermont 05491
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    List your property
    Owner log in