Holiday rentals in New Haven

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Top-rated holiday rentals in New Haven

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

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Guest favourite
Farm stay in Bristol
4.93 out of 5 average rating, 134 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
The entrance of the cottage features a small wooden porch with a smooth surface. A decorative bench is adorned with flower pots filled with colorful blooms, creating an inviting and cheerful entryway. The door is painted a calming blue, complemented by matching shutters.
Home in Middlebury
4.92 out of 5 average rating, 113 reviews

The Middlebury Cottage

A family, visiting professionals, vacationing couples, and recreation enthusiasts will all enjoy their stay at this Middlebury Cottage. You will be close to everything you want and need - the cottage is just a short bus ride from the Middlebury Amtrak Station, within walking distance of Middlebury College, downtown Middlebury, the Middlebury Food Coop, and the 19-mile Trail Around Middlebury. Just a short drive brings you to Rikert Nordic Center, Middlebury Snow Bowl, the Long Trail, and more!

Top guest favourite
Cottage in Middlebury
4.92 out of 5 average rating, 164 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
Flat in New Haven
4.98 out of 5 average rating, 248 reviews

Gracious two bedroom just minutes to Middlebury!

This 2 bedroom unit was built in 2021 with modern amenities... large gourmet kitchen with granite countertops and full sized stainless steel appliances. Enjoy the spacious great room with a 65" smart TV, a cozy sitting area, and dining tables and chairs for 6. Both bedrooms are furnished with brand new queen beds, dressers and bedside tables. Super fast free WiFi. Drive to Middlebury in minutes. Clean and comfortable. This spacious, well appointed apartment will make you want to stay forever!

Top guest favourite
Home in Bristol
4.98 out of 5 average rating, 116 reviews

This Is Our Farmhouse

Welcome to our Farmhouse! A 2.6 acre property one mile from Bristol Village shopping & restaurants, 20 minutes to Middlebury, 35 minutes to Burlington & Sugarbush. You are staying in the main house. The home is three stories, four bedrooms, two full baths, a full kitchen, three living room spaces, two sofa beds and comfortably sleeps up to 8 people. We live on on the property with an outdoor cat & German Shepherd Jax. We are pet friendly with fee. * Steep stairs from 1st to 2nd floor.

Top guest favourite
Cottage in New Haven
5.0 out of 5 average rating, 200 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
The historic brick farmhouse features a central entrance adorned with a small landing and wooden steps. Flanking the door, two windows allow natural light to enter. Flower pots filled with vibrant blooms sit at the base of the steps, surrounded by lush greenery.
Guest house in Middlebury
4.87 out of 5 average rating, 162 reviews

Historic Farmhouse in Middlebury

We offer a historic, four bedroom farmhouse in a peaceful, rural setting surrounded by wetlands, forrest, and farms. This is a family and pet friendly property with a private entrance, full kitchen, living and dining areas, full and half bathrooms, access to our fenced backyard, and dedicated laundry facilities. By making arrangements ahead of your stay, you can use our 3 season barn; send us a message letting us know how and when you would like to use it.

Top guest favourite
The exterior of the guesthouse is shown, featuring a white wooden facade with multiple windows. A prominent cupola tops the structure, reflecting sunlight under a clear blue sky. Lush green trees and shrubs surround the building, enhancing the serene ambiance of the area.
Guest house in Vergennes
4.98 out of 5 average rating, 145 reviews

Private Guesthouse in the heart of Vergennes

Completed in 2013, the Guesthouse perfectly complements the 1871 Victorian home to which it is attached. Located on Main Street in historic Vergennes, Vermont, our home is one of several fine examples of the architecture of the 19th Century that grace our City. Our thriving downtown is a short walk away, boasting exceptional dining and shopping opportunities. Vergennes is a 20-minute drive away from Middlebury College, and 45 minutes from Burlington.

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
4.99 out of 5 average rating, 129 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 spacious blue house features a welcoming front porch with white railings and a well-maintained lawn. Large windows provide ample natural light and are framed by green shrubs. Two decorative lanterns are positioned on either side of the driveway, enhancing the front entry.
Home in Vergennes
4.98 out of 5 average rating, 216 reviews

Little City Big Heart

Little City Big Heart in Vergennes, VT, is more than a stay—it’s a welcoming experience capturing the essence of Vermont hospitality. Nestled in charming Vergennes, we offer a unique blend of comfort and personal touch to ensure every stay is memorable. Whether you're seeking a peaceful retreat or a lively family gathering, we provide cozy accommodations focused on creating a true home-away-from-home atmosphere.

Top guest favourite
A flowing waterfall cascades over rocky terrain, surrounded by lush greenery. Sunlight filters through the trees, creating a serene atmosphere. The water splashes against large stones, while vibrant foliage frames the scene.
Flat in New Haven
5.0 out of 5 average rating, 274 reviews

Dog Team Falls Apartment - Minutes from Middlebury

Beautiful 1-bedroom apartment overlooking the scenic New Haven River and Dog Team Falls. Just minutes away from Middlebury College and centrally located to major ski areas and hiking in the Green Mountains. Not Suitable for young children. In the interest of price transparancy, please note that the amount you pay includes the 15.5% Airbnb service fees and the 12% local occupancy tax.

Guest favourite
The charming exterior of a quintessential New England home is visible, featuring detailed white trim and a welcoming front porch adorned with rocking chairs. Lush greenery and blooming flowers surround the house, with a screened-in porch extending along one side, providing a cozy outdoor space.
Home in Bristol
4.87 out of 5 average rating, 172 reviews

Large New England Home w/ Gorgeous Mountain Views

The lush green mountains are always in view at this in-town quintessential New England home with modern updates. Incredible local restaurants, a wonderful park, craft beer and bars are within walking distance of this in-town home. Hiking, swimming, biking, lakes, skiing and relaxing are easily accessible. 20 min from Middlebury. 40 min from Burlington. All welcome!

Popular amenities for New Haven holiday rentals