
Places to stay near Middlebury College
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Top-rated holiday rentals near Middlebury College
Guests agree: these stays are highly rated for location, cleanliness and more.

Cozy VT Barn by Burlington-Firepit-BringUrDog-WiFi
Cozy barn, gas fireplace, fast WiFI in a peaceful wooded forest. Whether sipping coffee by the fire, spinning vinyl records or stargazing by the fire pit(wood provided), this is your space to disconnect or work remotely in comfort. Explore on-site hiking trails, snowshoe and spot wildlife. A short drive from breweries, restaurants, scenic hikes & towns. A perfect mix of seclusion & convenience, 35 mins to Burlington. Perfect for couples/solo travelers/anyone looking for a private nature escape.

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.

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.

Weasley's Enchanted Treehouse @ Vermont ReTREEt
Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

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.

Modern Middlebury Retreat - Steps to Downtown
Welcome to your ideal Middlebury escape—where comfort, style, and location come together with ease. In the heart of town, this updated home places you just steps from local shops, dining, and everything Middlebury. Remodeled in 2020 with thoughtful attention to detail, the home features a bright, open-concept design that invites both relaxation and connection. Whether you’re here for a quiet getaway or visiting family and friends, there’s room for everyone to settle in and feel at home.

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.

Luxury Glass Tiny House - Mountain View + Hot Tub
Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

Walk Everywhere and Enjoy a Historic Vermont Home
This historic 1860's home has been uniquely renovated to feature it's history combined with modern comfort. The kitchen is the focal place in the home which opens into the dining room. Watch the sunset from the back deck or while soaking in the hot tub! Original wood floors, tin ceilings, doors/door handles, etc. will take you back in time. This oasis in town provides back yard gardens and walking distance to downtown shops/restaurants.

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.

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.

In the heart of Middlebury, a modern farmhouse
This beautifully RENOVATED 3BR, 1.5 bath home merges its FARMHOUSE HERITAGE with MODERN décor and comforts. It is perfectly located on SOUTH STREET, perhaps the most sought-after address in Middlebury because it is nestled right between the heart of campus and this quintessential New England town. Both are just under a 5 min walk away.
Popular amenities for holiday rentals near Middlebury College
Other top sights near Middlebury College
Apartment rentals with wifi

Mountainside condo at Sugarbush!

Slope-side posh little condo at Sugarbush!

Ski-in, Ski-Out / 4 beds / seasonal pool

Ski In/Ski Out with upgrades!

Another Day in Paradise at Sugarbush Mountain

The Château -Luxe condo in heart of downtown Stowe

Luxury Treetop Vacation Home in Waterbury Center

Snowcub- AC, Pool, Hot tub, Tennis, Grill!
Family-friendly house rentals

The Middlebury Cottage

Lake Dunmore Oasis near Middlebury

Epic Views of the Green Mountains

The Barnbrook House

So. Burl. quiet setting 10 mins fr. everything

Modern Farmhouse on 25 Acres - Superb Views

Purple Door Cottage in the heart of Middlebury!

cozy home for a relaxing fall getaway
Apartment rentals with air conditioning

The Wolf's Den at Sugarbush Mt Ellen

Overlook at the Office

Golden Milestone

Hideaway Lodge at Lake Dunmore Cozy VT Retreat

Spacious Home • Near Downtown Middlebury.

Mountain View Retreat

Two-Bedroom apartment in the Green Mountains

Historic District Overlooking the Mad River Studio
Other great holiday rentals near Middlebury College

The Minouche - Cabin Life at its Best

The Roost - Recharge & Relax

Cady’s Falls Cabin

Cozy country guest house

Off Grid Secluded Cabin on 37 Acre Farm

Cozy Cabin -Top of Hill with Views

Private Guesthouse in the heart of Vergennes

Orchard Guesthouse - 1 mile to Middlebury
Destinations to explore
- Lake George
- Okemo Mountain Resort
- Sugarbush Resort
- Pico Mountain Ski Resort
- Stowe Mountain Resort
- Bolton Valley Resort
- Fort Ticonderoga
- Whiteface Mountain Ski Resort
- Fox Run Golf Club
- Killington Resort
- Dartmouth College
- Adirondack Extreme Adventure Course
- ECHO, Leahy Center for Lake Champlain
- Montshire Museum of Science
- University of Vermont
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Gore Mountain
- Snow Farm Vineyard & Winery
- Trout Lake
- Shelburne Museum
- Camp Plymouth State Park
- Warren Falls
- Elmore State Park
- Shelburne Vineyard





