
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.

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.

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.

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.

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.

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.

The Berghüttli: Glowing Swiss Hut in the Forest
The Berghüttli ("little mountain hut") is a Swiss-inspired hut and farm stay surrounded by National Forest in Goshen, VT (pop. 168). A completely private escape—no other structures in sight, just woods and quiet. Inside, a wall of windows brings the forest right up to you, while glowing maple plywood fills the space with warm light. High-speed fiber internet runs a reliable 300 Mbps. Stay connected or switch off completely. Search "The Berghüttli" on YouTube for a video tour.

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*

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.

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.

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.

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.
Popular amenities for holiday rentals near Middlebury College
Condo rentals with Wi-Fi

Slope-side posh little condo at Sugarbush!

Alpine Condo - AC & Pool - Golf & Bike

NEW: Stylish Ski On/Ski Off Mountainside Retreat

Golf Hike 1 bedrm 1 night ok Pico free shuttles

FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym

Across from Killington, Arcade, Pool & Hot Tub, AC

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

Mountainside condo at Sugarbush!
Family-friendly house rentals

The Middlebury Cottage

The Guest House at Sky Hollow

Custom Home, minutes from Middlebury

Epic Views of the Green Mountains

Secluded Mad River Valley Cabin: Chef’s Kitchen

Architectural House Prickly Mountain

Modern Farmhouse on 25 Acres - Superb Views

Dramatic Views at the Above the Clouds Guesthouse
Apartment rentals with air conditioning

Dog Team Falls Apartment - Minutes from Middlebury

Downtown Middlebury 3 BR Home - Walk Everywhere!

Downtown Vergennes Art House/Glass Studio

Lake Champlain charming apartment amazing views

360° mountain views near Middlebury

Lofty Dreams

The Loft at The High Meadows

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

Cozy VT Barn by Burlington-Firepit-BringUrDog-WiFi

Cozy country guest house

Hilltop Cottage With a View

Off Grid Secluded Farm Stay Cabin

Orchard Guesthouse - 1 mile to Middlebury

Private Guesthouse in the heart of Vergennes

Historic Farmhouse in Middlebury

Water's Edge at Beaver Pond
Destinations to explore
- Lake George
- Okemo Mountain Resort
- Sugarbush Resort
- Pico Mountain Ski Resort
- Dartmouth College
- Bolton Valley Resort
- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
- Killington Resort
- Montshire Museum of Science
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Trout Lake
- Snow Farm Vineyard & Winery
- Camp Plymouth State Park
- Shelburne Museum
- Warren Falls
- Gore Mountain
- Shelburne Vineyard
- Cold Hollow Cider Mill
- Elmore State Park
- Quechee Gorge
- Waterfront Park
- Boyden Valley Winery & Spirits





