Apartment holiday rentals in Middlebury

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Top-rated apartment rentals in Middlebury

Guests agree: these apartments are highly rated for location, cleanliness and more.

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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, 168 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, 166 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
4.91 out of 5 average rating, 124 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 bright living area features tall windows allowing natural light to fill the space. A comfortable white sofa, accent chairs, and a wooden coffee table are positioned on warm wooden flooring. A bookshelf with numerous books adds character, while a desk provides a workspace.
Flat in Middlebury
5 out of 5 average rating, 211 reviews

The Barn at Middlebury

The Barn at Middlebury is within a 10 min. walk of the village center and 15 min to Middlebury College. The renovated barn is attached to the owners' residence. The separate guest quarters have a private entrance and include 3 newly renovated bedrooms, with two baths. The 1st floor bedroom has a Livingroom, kitchenette (Nespresso, microwave, Ref/Freezer, dishwasher, sink). Washer/Dryer. The 2 other 2nd Fl bedrooms share a large private bath. A terrace and screened porch is available.

Top guest favourite
The spacious living area features warm wooden beams and a high ceiling. A cozy sitting area includes a chair with a blanket, a side table, and a plant, while light pours in through large windows. An inviting atmosphere is created by the earthy tones of the walls.
Flat in Hinesburg
4.97 out of 5 average rating, 468 reviews

The Perfect Cozy Weekend Escape

From our reviews: "We were amazed with this place - could not have asked for a more perfect place to stay - immaculate - super comfortable KING bed! - wonderfully inviting - the photos do not do it justice at all - A picturesque Vermont country setting - The perfect retreat to get away from it all! - impeccably clean - simply fantastic - total privacy & idyllic setting - far exceeded our expectations! - perfect for a weekend escape - a space to feed your soul - absolutely amazing!”

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, 376 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, 152 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.

Guest favourite
The living area features a contemporary leather sofa paired with patterned cushions. A mirror hangs above a console table, and a window draped with sheer curtains allows natural light to fill the space. Decorative elements include a standing lamp and floral accents.
Flat in Middlebury
4.83 out of 5 average rating, 195 reviews

Cozy Apt. Near heart of Middlebury Fiber WIFI

Enjoy a cozy, stylish and private experience at this centrally-located apartment Free ultra fast Fiber Wifi, office desk + chair for work 2 smart Tv’s connected to wifi for your enjoyment 2.5 miles to Middlebury College. Visit nearby hiking trails, Lake Dunmore Branberry Beach see our guide for hiking and skiing and more! Restaurants and shops within walking distance and a short drive or bike ride to downtown Middlebury

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
4.86 out of 5 average rating, 174 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
Flat in Poultney
4.94 out of 5 average rating, 373 reviews

Cozy Poultney Village Apartment

I enjoy booking my two-story in-law apartment with a private entrance, which is attached to my 1850 Poultney Village home. I am located a block from Main Street with shops, books, and eateries. I am in the lakes region of Vermont, close to both Lake St. Catherine and Lake Bomoseen. Killington is 35 miles away. We am also located a mile from the NY border and the entrance to Lake George and the Adirondacks.

Top guest favourite
A charming two-story white building features a black metal roof and multiple windows with shutters. A covered porch extends across the front, decorated with vibrant flower baskets. Surrounding greenery contributes to the rural setting, with the presence of a neighboring structure visible in the background.
Flat in Hancock
4.95 out of 5 average rating, 171 reviews

Suite in the Green Mountains

We have a first-floor,two-room suite with its own entrance in our home, located on an official Vermont Scenic Highway, in the middle of the Green Mountains. The suite has a large sitting room with a kitchenette; a bedroom with queen bed and A/C; and bathroom with tub/shower. NOTE: We have a second, larger unit in our home called "Two-Bedroom Apartment in the Green Mountains".

Guest favourite
A charming two-story lake house apartment features a welcoming exterior with a covered porch adorned with hanging plants. Bright sunlit spaces are framed by large windows, and a grassy area is visible in the foreground, enhancing the outdoor ambiance.
Flat in Salisbury
4.9 out of 5 average rating, 195 reviews

Doc's Lake House 1st floor, 2 bdrm full apartment

Charming 2 bedroom lake house apartment. Fully furnished and with everything you need (shampoo, soap clean towels, linens and blankets, dishes and cookware,) all ready for you to move in for your lake vacation. Lake access across the road with Dock, (sorry no docking your boats allowed) campfire, grassy yard to play on or relax on by the lake. kayak/canoe available

Popular amenities for Middlebury apartment rentals

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Quick stats about flat rentals in Middlebury

  • Total holiday rentals

    Explore 20 holiday rentals in Middlebury

  • Nightly prices starting at

    Middlebury holiday rentals start at £68 per night before taxes and fees

  • Verified guest reviews

    Over 1,660 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    20 of Middlebury holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Middlebury rentals

  • 4.9 Average rating

    Middlebury stays are highly rated by guests – averaging 4.9 out of 5!

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