Holiday rentals in Weybridge

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Top-rated holiday rentals in Weybridge

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Guest favourite
The interior of the yurt showcases a high, curved ceiling with wooden beams and a central dome allowing natural light. A cozy seating area with a sofa is positioned near a rocking chair, while a dining table for four is set against the wall. A staircase leads to the sleeping area.
Farm stay in Bristol
4.91 out of 5 average rating, 104 reviews

Private constructed yurt on organic farm

Take it easy at this unique and tranquil getaway. The entire constructed yurt is yours to enjoy privately. Nestled on an organic farm, it sits a bit above Bristol offering sweeping views of the valley and the beautiful Adirondack mountains. There are many farm animals on the property and farm tours are available upon request. PLEASE NOTE: The queen bed is only accessible by a ladder. The property is located up a steep driveway. During the winter months all wheel drive vehicles are required.

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, 170 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 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, 167 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.

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, 139 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
The cozy cottage is softly illuminated at night, with warm light emanating from the windows. A sliding door is positioned at the entrance, complemented by two outdoor chairs on the lush lawn. The moonlight adds a serene ambiance to the rural scene.
Farm stay in Salisbury
4.95 out of 5 average rating, 406 reviews

Quaint 1-bedroom cottage on Blue Ledge Farm

This cozy cottage is on Blue Ledge Farm- a working goat dairy. It is a one-bedroom with a double fold-out futon in living room to potentially fit 4 guests. It is within 15 minutes of both Brandon and Middlebury, 1 hour south of Burlington. Pets are allowed, on leash. It can possibly include a farm and cheese tasting for an extra $20 per person (contact host in advance). It is the perfect place if you're an animal or cheese lover looking for a rustic and relaxing stay on a beautiful farm.

Top guest favourite
Cottage in New Haven
4.99 out of 5 average rating, 190 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.

Top guest favourite
A cozy corner features a wooden chair and a blue desk illuminated by a desk lamp. A tall bookshelf filled with books stands next to a large vintage-style poster. A colorful sofa with a patterned fabric and a green accent pillow enhances the inviting space.
Flat in Vergennes
4.97 out of 5 average rating, 375 reviews

Downtown Vergennes Art House/Glass Studio

Located right in downtown Vergennes, this home of a local kilnforming glass artist houses her collection of artwork--her own, work of friends and favorite artists, and also her own glass studio. It is steps away from fantastic local eateries, a brew pub and cidery, the beauty and power of the Otter Creek River and Falls, the Vergennes Opera House. Middlebury is a 20 minute drive, Burlington, 40. Straight shots on Route 7. About the same on beautiful back roads.

Top guest favourite
A bright bedroom features a spacious bed adorned with white linens and subtle blue detailing. Natural light enters through two windows, accompanied by blinds. A potted plant adds a touch of greenery, while built-in shelving provides storage options.
Flat in Middlebury
4.98 out of 5 average rating, 153 reviews

Mountain View Retreat

This clean, quiet, ground-level apartment enjoys an out-of-town feel and expansive mountain views while being conveniently located to the town of Middlebury, Middlebury College, the Green Mountain National Forest, the Middlebury College Snow Bowl and the Rikert Nordic Center, and more. This 1 bedroom/1 bath apartment features an open living concept and a fully equipped kitchen and is just 1.5 miles from restaurants and grocery stores and 2 miles from the college.

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, 133 reviews

Winter Getaway Near Skiing & Middlebury

*WINTER IN VT* Come ski or roam 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. 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
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, 108 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.

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, 104 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.

Guest favourite
The entrance door features a clear sign that reads 'Dragonfly Apartment,' mounted above a polished doorknob. The door displays a glass panel that allows natural light to filter through, while a lush green landscape can be seen through the window.
Flat in Bristol
4.87 out of 5 average rating, 333 reviews

"Dragonfly Apartment" Private Bristol Apartment

Village location in walking distance to everything...many local places to eat and shop. Also nearby are hiking trails and river swimming. 18 min to Middlebury, 19 min to Vergennes, 46 min to Burlington, 24 min to Mad River Glen, 30 min to Sugarbush.

Popular amenities for Weybridge holiday rentals

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