
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.

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

Orchard Guesthouse - 1 mile to Middlebury
Orchard Guesthouse on our apple orchard is a delightfully unique place to stay. A former pickers cottage, we offer dorm style bedrooms and bathrooms with a rustic yet cozy interior. Includes full use of the house and adjacent yard. We are conveniently located 2 miles from Middlebury and 1 mile from Middlebury College campus. Come enjoy a full range of outdoor activities, adventure is on your doorstep! Perfect set up for groups - cycling, hiking, skiing (nordic/alpine) or college events.

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.

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.

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 Spring Hill House
Escape to a haven of natural beauty and tranquility at The Spring Hill House. Our unique bow roof home offers breathtaking views of Camel’s Hump and the majestic Green Mountains, the perfect setting for a rejuvenating getaway. Despite being removed from the hustle and bustle of city life, The Spring Hill House is still centrally located, providing easy access to some of Vermont's most popular destinations. Please note: We have a firm no kids policy due to the open loft and stairs.

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*

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.
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

Another Day in Paradise at Sugarbush Mountain

Renovated 4-bedroom House: Hot Tub & Outdoor Space

Cozy 1BR, Shuttle/Walk to Lifts, Covered Parking

Snowcub- AC, Pool, Hot tub, Tennis, Grill!

The Hygge House - Downtown Stowe
Family-friendly house rentals

Epic Views of the Green Mountains

Gorgeous Renovated Barn 20 minutes from Burlington

The Barnbrook House

Charming Midd Getaway, Modern, Roomy and Inviting

The Guest House at Sky Hollow

Walk Everywhere and Enjoy a Historic Vermont Home

Forest Hideaway

Architectural House Prickly Mountain
Apartment rentals with air conditioning

Overlook at the Office

Golden Milestone

Dog Team Falls Apartment - Minutes from Middlebury

Middlebury Village Retreat | Fast Fiber WiFi

Mountain View Retreat

Mountain View Retreat | Private Deck + Fast WiFi

Downtown Vergennes Art House/Glass Studio

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

Cozy VT Barn by Burlington-Firepit-BringUrDog-WiFi

Aframe - Sauna, Near Lake Placid - Unique & Modern

Song Bird Sangha Yurt

Cozy Cabin -Top of Hill with Views

Private Guesthouse in the heart of Vergennes

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

Waterfront Vermont Lake House w/ Panoramic Sauna

South Mountain Guest Suite
Destinations to explore
- Lake George
- Okemo Mountain Resort
- Sugarbush Resort
- Killington Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Fox Run Golf Club
- Dartmouth College
- Stowe Mountain Resort
- Adirondack Extreme Adventure Course
- University of Vermont
- Montshire Museum of Science
- ECHO, Leahy Center for Lake Champlain
- Adirondak Loj
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Trout Lake
- Shelburne Museum
- Warren Falls
- Camp Plymouth State Park
- Shelburne Vineyard
- Waterfront Park
- Quechee Gorge




