Holiday rentals in Weybridge

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Top-rated holiday rentals in Weybridge

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Top guest favourite
A ground-level exterior of a blue wooden building shows a sloped roof with dormer windows. A welcoming front door is flanked by two seating chairs on a stone pathway, surrounded by lush green grass and flower beds.
Flat in New Haven
4.99 out of 5 average rating, 166 reviews

Charming one bedroom just minutes to Middlebury!

Just minutes away from Middlebury College, this well designed 1 bedroom is the perfect place for a stress-free getaway! Great location for parents to stay when visiting their Midd kids. The renovated apartment is well appointed with central heating/AC, super fast WiFi, laundry machines, full kitchen, full en suite bathroom with bath and shower, brand new queen bed and mattress, a great room with dining, cozy seating, and a 65" smart TV. This clean and tidy unit is the definition of easy living.

Top guest favourite
A cozy bedroom features a spacious bed adorned with plush white linens and two yellow accent pillows. Nightstands flank the bed, each with a lamp, while a circular mirror reflects the warm ambiance. The blue-green walls enhance the room's serene atmosphere.
Guest house in Salisbury
4.94 out of 5 average rating, 124 reviews

Welcoming Retreat Near Middlebury & Lake Dunmore

Come swim, hike, or ski while staying at our welcoming and comfortable 2nd floor studio apartment with plush linens, comfortable King bed, a well equipped kitchenette plus space to relax, work & play. + Garage parking. -Single Family home also now available as1 or 2 BRs 7 min from Middlebury with all its amenities 5 min from Lake Dunmore 13 min from Brandon 16 min from Rikert Outdoor Center for cross country 18 min from Snowbowl for down hill skiing 32 miles - approx 50 mins from Killington

Top guest favourite
A round yurt is surrounded by lush green trees, with a tan conical roof and large windows that invite natural light. The pathway leading to the entrance is bordered by various plants and shrubs, enhancing the connection to the natural setting.
Yurt in Bristol
4.92 out of 5 average rating, 346 reviews

Bristol Cozy Yurt near Hiking/Skiing|MapleFarm

Our cozy yurt is located within minutes of amazing, hiking, biking, skiing, breweries and much more! Relax around the fire while listening to our resident owls or stare up at the stars through the dome. We're centrally located to some of the best hiking and swimming skiing in Central Vermont. Mt Abe and Bartlett's Falls are the closest options. We're also close to civilization with several towns close by to explore for food, drink, art, and shopping. Or travel a bit further to Burlington..

Top guest favourite
A spacious living area features a queen size bed with a blue quilt, adjacent to a cozy fireplace. Green armchairs and a small round table provide additional seating. Tall curtains frame windows, and a bookshelf adds a touch of color to the wall.
Flat in Middlebury
4.99 out of 5 average rating, 163 reviews

Bluebird Studio- Light filled and airy

This studio apartment attached to the main house has a style all its own. Contemporary design with high ceilings, clerestory windows and a skylight. Spaces include a large Living Room/Bedroom, Kitchen/Dining area, bathroom with a step-in shower and an adjoining Dressing Room with vanity and sink. There is also an outdoor covered space to enjoy. Furniture includes a Queen size bed, 3 comfy chairs, small round table and 4 chairs. Location is a bit more than one mile from downtown Middlebury.

Guest favourite
The exterior of a charming cottage apartment is surrounded by vibrant orange flowers and lush greenery. Large windows reflect natural light, and a covered porch provides a shaded area. Mature trees add to the welcoming atmosphere of the property.
Flat in Middlebury
4.92 out of 5 average rating, 118 reviews

The Cottage Apartment in downtown Middlebury.

This charming, 1st floor two-bdr. cottage apartment is steps from Main Street, downtown Middlebury, & walking distance to shops, restaurants, and the College. An historic college town, Middlebury is replete with great restaurants, shops and cultural events to enjoy, all within walking distance. The comforts of this home include private parking, gardens, separate entrance, full kitchen and bath, and sleeps four. It is only a half hour from The Middlebury College Snow Bowl, and Lake Champlain.

Top guest favourite
A spacious grassy yard is framed by trees, leading to distant views of mountains under a partly cloudy sky. A set of wooden chairs is positioned on the lawn, offering a peaceful spot to relax. The corner of a building with stairs is visible in the foreground.
Farm stay in Cornwall
4.95 out of 5 average rating, 136 reviews

Orchard Guesthouse - 1 mile to Middlebury

Orchard Guesthouse on our apple orchard is a delightfully unique place to stay. A former pickers cottage, we offer dorm style bedrooms and bathrooms with a rustic yet cozy interior. Includes full use of the house and adjacent yard. We are conveniently located 2 miles from Middlebury and 1 mile from Middlebury College campus. Come enjoy a full range of outdoor activities, adventure is on your doorstep! Perfect set up for groups - cycling, hiking, skiing (nordic/alpine) or college events.

Top guest favourite
Cottage in New Haven
4.99 out of 5 average rating, 188 reviews

Hilltop Cottage With a View

Our newly built cozy and relaxing guest cottage is located in New Haven . It has stunning views and gorgeous sunsets!! Located just seven miles from Middlebury ,Vergennes and Bristol . All of which have great shops and restaurants! Close to many local attractions including ,Woodchuck Cider house, Lincoln Peak Vineyard, Ski areas, Hiking , rivers, lakes, restaurants and much more! Our goal was to provide guests with a home away from home! We feel our cottage offers that and much more.

Guest favourite
An open dining area features a wooden table surrounded by benches, with a bar counter and stools extending towards the kitchen. Exposed brick walls and hardwood floors provide a warm atmosphere. Natural light enters through a door leading to an outdoor porch, adorned with greenery.
Flat in Middlebury
4.82 out of 5 average rating, 150 reviews

Middlebury Home with Sunset views!

This early-1900s Middlebury home has long been split as a duplex with an upper / lower apartment. We've made recent updates, decorated, and furnished the first floor unit for short term use and we know that you will have a positive experience here! This property offers a short walk to Main Street and is 1 mile to the Middlebury College campus, with easy access to the TAM (Trail Around Middlebury). You'll have everything you need to live in this space, just bring food and drink!

Top guest favourite
Two Adirondack chairs are positioned on a well-manicured lawn, overlooking a serene landscape of grassy fields and scattered trees. A backdrop of rolling hills can be seen under a partly cloudy sky, evoking a sense of tranquility in a rural setting.
Guest suite in Cornwall
4.99 out of 5 average rating, 169 reviews

Home Suite Home in Cornwall, Minutes from Midd!

Looking for a home away from home on your travels in the Champlain Valley? Whether you're searching for a place to lay your head while visiting your Middlebury College student, a home base while exploring the gorgeous Green Mountain State, or a secluded, peaceful retreat in which to write the next chapter of your book, we've got just the spot! Our home, with the private guest suite and deck, is situated perfectly for your Vermont holiday.

Top guest favourite
An open-concept kitchen and dining area is furnished with modern appliances and sleek cabinetry. A central island provides additional counter space, while a dining table with four chairs is positioned nearby. Natural light filters through windows, enhancing the space's bright and airy feel.
Home in Weybridge
5 out of 5 average rating, 106 reviews

Close to college-cheerful, quiet, 2 bedroom home

This recently renovated home is conveniently located 1.5 miles from Middlebury College campus and all that Middlebury has to offer! The back deck and spacious yard are perfect for relaxing outdoors. The open floor plan is cozy for one and accommodates families well. The master bedroom is furnished with a queen bed and the second bedroom has two twin beds. Pack 'n Play and highchairs are available for young children upon request.

Guest favourite
A vibrant autumn landscape is captured, featuring a variety of trees adorned with bright orange, red, and yellow leaves. A winding river is visible in the foreground, surrounded by the lush greenery of the season. Overcast skies provide a soft light over the scene.
Flat in Bristol
4.85 out of 5 average rating, 172 reviews

Overlook at the Office

Fall in love with Bristol. This sweet one-bedroom efficiency right in the Gateway to the Green Mountains has everything you need, whether you are looking for a short weekend getaway or longer seasonal stay. Opening up this listing with all new small-kitchen appliances, queen bed, and new bathroom. Central to the town park and stores, and only miles away from ski areas, hiking trails, and water activities.

Top guest favourite
A vibrant sunset casts rich hues of orange and pink across the sky, reflecting on a tranquil pond. Lush greenery and distant hills outline the serene landscape, creating a peaceful rural setting that invites relaxation.
Flat in Bristol
4.95 out of 5 average rating, 103 reviews

East Wing 2nd Floor Apartment

Comfortable 2nd floor apartment in a contemporary farm house in rural Vermont. Stunning views and setting, surrounded by farmland and mountains. Close to beautiful Bristol Village, 20 minutes to Middlebury, 40 minutes to Burlington. ~30 minutes to Mad River Glen and Sugarbush ski areas.

Popular amenities for Weybridge holiday rentals

  1. Airbnb
  2. United States
  3. Vermont
  4. Addison County
  5. Weybridge