
Places to stay near Middlebury College
Book unique vacation rentals, homes, and more on Airbnb
Top-rated vacation rentals near Middlebury College
Guests agree: these stays are highly rated for location, cleanliness, and more.

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

Cozy country guest house
Our guesthouse is nestled in the Lemon Faire River Valley. This 1 bedroom with kitchen, bathroom, and extra sleeping loft gives you a quiet experience of the Vermont countryside. The outside entry deck overlooks over a 1000 acres of open field and farmland. Middlebury is only 3 miles away and offers museums, restaurants, and shopping. This is an active farm: horses, dogs, geese, a duck, and chickens. Please read the house manual as it has lots more information about the house and property.

Purple Door Cottage in the heart of Middlebury!
Purple Door Cottage is located in the heart of Middlebury on a peaceful side street. Completely renovated, AC & heat everywhere, lots of comfy beds, great deck with grill and fire ring, fast WiFi, king bedroom for the parents, fun guest room with 1 queen, 1 full & 1 twin, full bath & 1/2 bath. Walk to restaurants, shops, grocery stores, and even the College! Incredibly well designed home can comfortably accommodate a couple or a crowd! Brand new 55" Smart TV, new beds, linens, sofas, etc.

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.

The Little House
You will be close to everything the village of Middlebury has to offer when you stay at this centrally-located, light-filled home. A short walk to Middlebury's coffee shops, retail stores, and restaurants. Very close to Middlebury College and just minutes from hiking, biking, skiing, and many other outdoor activities in the mountains and on the shores of Lake Dunmore or Lake Champlain. Perfect for a quiet stay in town or as an adventure home base. Off-street parking for two cars.

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*

Dramatic Views at the Above the Clouds Guesthouse
As featured in Conde Nast Traveler (1/21/22) Peaceful & impeccable retreat with a 180 degree view of Vermont's tallest mountains. Near Vermont's premier skiing, hiking, & outdoor adventures, you’ll love the sunset views and cozy atmosphere (huge sheepskin in front of the fireplace) and the attention to detail (live-edge wood details, spa-like bathroom). This is an incredible retreat for couples and families, adventurers and business travelers alike!

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.

Entire House in Middlebury - Walk Everywhere
An entire, charming, turn-of-the-century Victorian in the heart of downtown Middlebury, Vermont all to yourself! A short distance from Main Street, you are within walking distance to downtown boutiques, restaurants, art galleries, and Middlebury college. A fully outfitted, newly remodeled kitchen gives you the freedom to prepare your own meals. Two king size beds and all the beds are new, ensuring a comfortable sleep!

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 vacation rentals near Middlebury College
Other top sights near Middlebury College
Condo rentals with wifi

Cozy Studio for 4 - Walk to Mountain w/Balcony

Another Day in Paradise at Sugarbush Mountain

Sugarbush Mountainside Retreat - Ski in Ski out

Renovated 4-bedroom House: Hot Tub & Outdoor Space

The Château -Luxe condo in heart of downtown Stowe

SnowCub Pets Indoor Pool Hot Tub Sauna, FirePlace

Dog-Friendly/Spa Onsite/Pool/Wine Bar

Cozy Mountain Condo
Family-friendly house rentals

Brand new Beautiful Modern Clean Home On River

Epic Views of the Green Mountains

The Barnbrook House

Sunny 2BR w/ Pond + Fireplace | Walk to Stowe

Middlebury Gem open concept, 5 minutes from town

Walk Everywhere and Enjoy a Historic Vermont Home

The Guest House at Sky Hollow

Forest Hideaway
Apartment rentals with air conditioning

Hill Section Carriage House

Charlotte Private Studio Apartment with a View

The Barn at Middlebury

Golden Milestone

Hideaway Lodge at Lake Dunmore Cozy VT Retreat

Middlebury Village Retreat | Fast Fiber WiFi

Mountain View Retreat

Two-Bedroom apartment in the Green Mountains
Other great vacation rentals near Middlebury College

Hydrangea House on the Hill

Aframe - Sauna, Near Lake Placid - Unique & Modern

Home Suite Home in Cornwall, Minutes from Midd!

The Berghüttli: The Coziest Cabin in Vermont

Cozy Cabin -Top of Hill with Views

Bright new cottage in exquisite Vermont setting

4-Season Treehouse @ Bliss Ridge; Best Views in VT

Historic Farmhouse in Middlebury
Destinations to explore
- Lake George
- Okemo Mountain Resort
- Sugarbush Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Fox Run Golf Club
- Stowe Mountain Resort
- ECHO, Leahy Center for Lake Champlain
- Montshire Museum of Science
- Dartmouth College
- Adirondack Extreme Adventure Course
- Adirondak Loj
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- University of Vermont
- Shelburne Museum
- Shelburne Vineyard
- Warren Falls
- Boyden Valley Winery & Spirits
- Lake Champlain Chocolates
- Waterfront Park
- Trout Lake
- Snow Farm Vineyard & Winery




