Places to stay in Middlebury

Book unique places to stay, houses, and more on Airbnb

Top-rated places to stay in Middlebury

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Guest favorite

Cabin in Stowe

4.93 out of 5 average rating, 353 reviews

The Rabbit Hole - Luxury Cabin in heart of Stowe

Located in the heart of Stowe. Close to everything Stowe has to offer, yet set back enough for that mountain getaway feel. 3 miles from Stowe Mountain Resort, 1.5 miles to Alchemist brewery, restaurants/shops/farmers market etc. Walk to Stowehof resort, Weisner Woods hiking trails and popular rec path. Beautifully furnished, hot tub, amazing beds, fast wifi, two 50" TV's, sound system, smart lighting, etc. Relax in the hot tub, the bohemian outdoor living space and or next to the peaceful pond.

Guest favorite

Home in Bolton

4.88 out of 5 average rating, 26 reviews

The Bumble Bear Inn, Bolton Ldg

Welcome to a uniquely Adirondack and freshly updated playground for family and friends! From the cozy fireplace to an inviting dining sunroom, to the pool table room and bar, the stage is set for great gatherings. With hot tub, fire-pit & woodland pathway, the private backyard boasts outdoor kitchen, fit for a professional chef & team of prep cooks! Alfresco is at its best with grill, smoker, fridge, wet bar, stadium seating. Bumble your bear family in and make this enchanting experience yours!

Guest favorite

Bungalow in Stowe

4.85 out of 5 average rating, 328 reviews

Cozy Bungalow Home in the Heart of Stowe Village

Superhost opens up Mountain Retreat. Village Camp sits in the heart of Stowe Village. Property is literally steps away from areas best restaurants, bars, shopping, ice cream shops, shuttle stop to ski area, trailhead for hiking and biking, and the Stowe Bike Path. There's on sight parking. This bungalow style home is all brand new, and is furnished with Vermont handmade objects. Village Camp sleeps up to 6 guests on organic bedding, has a flat screen TV, and makes a great basecamp in Stowe.

Guest favorite

Home in Hartland

4.92 out of 5 average rating, 12 reviews

A quiet x in VT to Ski, Hike, Hot tub~3m Quechee

Keep it casual and natural at this spacious and centrally located home. 2.8m to Quechee RT 4. Woodstock, Killington, White River, Norwich, Hanover within @30 minutes. It's like having your own park. This place is amazing in its amenities & variety, indoors and out! Hot tub, fire pit, outdoor dining on brick patio off the DR. Walk to the waterfalls along the brook from the house. In ground pool for seasonal use. Turtles, frogs, snakes, salamanders, birds abound. And Bald Eagles soar~This is it!

Guest favorite

Home in Hudson Falls

4.92 out of 5 average rating, 25 reviews

School House or Balloon BNB

Relax with your family at this peaceful property. Spend a quiet evening inside, at the Gazebo, or at the Fire pit after a day of fun at local attractions. Our property is close to Lake George, Saratoga, Vermont, & several hiking locations. Book a Hot Air Balloon Ride & stay on the property of one of the largest attractions this area has to offer! Out BNB offers Tranquility of smelling the countryside feeling far away from the busy lifestyle and close enough to local attractions if desired.

Guest favorite

Cabin in Wilmington

4.98 out of 5 average rating, 43 reviews

Modern, Sauna, Near Whiteface/Lake Placid, Dogs

OUTLOOK HIDEAWAY: Luxury, Sauna, Dog-Friendly, Mountain Views, 4mi Whiteface, 13mi Lake Placid, Located on Mountain Bike Trail w/ direct access to Wilmington Recreation Park (playground, pickleball, bike park), Sleeps 12 Private 5-bedroom/4 full bathroom home close to hiking, biking, fishing, & skiing. Fully equipped kitchen, 2 living rooms w/ smart TVs, game rm, propane grill, gas fireplace, spacious yard, private deck & patio, & a dedicated workspace. Escape to our hideaway in the ADK!

Guest favorite

Chalet in Killington

5 out of 5 average rating, 19 reviews

5 min Ski| 1 min Nightlife| Hot Tub| Arcade| Fires

Nestled in the heart of Killington, our 4 BR/2 BA cozy retreat for anyone seeking a peaceful getaway! Gourmet kitchen, perfect for preparing meals together. Open-concept living w/ ample room for quality time. Bedrooms thoughtfully designed to ensure a restful night and flexible sleeping arrangements. Unwind after a day on the mountains with our rain showers & heated floors or outdoors in our relaxing Hot Tub oasis. Dry your gear with our heated gear dryer. Make memories and book today!

Top guest favorite

Townhouse in Hartford

4.97 out of 5 average rating, 33 reviews

Windfall at Quechee Lakes VT~ Ski -Golf -Explore

Welcome to Windfall - A freshly updated townhome, Ideally located in the heart of Quechee Lakes resort . Windfall features an open floor plan, modern kitchen and 2 comfortable bedrooms. ∙ Ideal for 4 guests, Windfall can comfortably accommodate 5 ∙ Walk to Quechee village ∙ Guest access to all Quechee Lakes amenities (Fee required) ∙ Spotlessly clean, tastefully furnished, stocked with thoughtful amenities. ∙ Fireplace, TV & WiFi, private deck ∙ Hosted by Local VT owner & Super-host

Superhost

Home in Stowe

4.73 out of 5 average rating, 49 reviews

Stowe Silo - Hot tub -Wood Fire - Patio - Firepit!

This beautiful post and beam is like a bohemian castle nestled in the snow covered hills of Stowe with 4 Bedrooms on 3 levels, Indoor hot tub, wood fireplace, Stone patio with Firepit, luxurious bathrooms, two decks, one with an awning and BBQ grill overlooking the Mt view. Highest internet speed offered. Private country location yet only minutes to the Village & Stowe's Ski Mountain. So many places to visit in the Stowe area, close to many activities, events & farmers markets.

Top guest favorite

Barn in Hinesburg

4.98 out of 5 average rating, 127 reviews

Cozy Cabin -Top of Hill with Views

Experience the ultimate Vermont retreat in our newly renovated second-story guest space nestled in a charming barn, offering breathtaking easterly views of the Green Mountain range, including the majestic Camels Hump and Bolton peaks. This hilltop cabin is cocooned by lush trees and verdant pastures, providing an idyllic escape from the hustle and bustle of everyday life. Kayak, swim or paddleboard on nearby Lake Iroquois 2 miles away or Lake Champlain 9 miles away.

Guest favorite

Apartment in Stowe

4.88 out of 5 average rating, 310 reviews

Stowe Village studio, incredible central location!

Cozy simple studio located over hip natural wine bar & restaurant. Incredible location in the heart of Stowe Village. Easy access to amazing restaurants, coffee shops, and retail stores as well as a short walk from the mountain road shuttle stop (winter only). Full disclosure: you walk past a recycling dumpster to get to the stairs. Fiber optic internet 75 up & down. Pets are allowed but please do not leave your dog if you think they will bark while you are away!

Guest favorite

Townhouse in Stowe

4.89 out of 5 average rating, 167 reviews

Stowe, Topnotch Resort-Best Mt & Luxury in Vermont

This beautiful Resort Condo is located in the award-winning, Top Notch Resort & Spa. Our spacious 2-bedroom, 2-bathroom condo is only 1 mile away from Stowe Mt. Resort while offering privacy and room to spread out on the resort’s 120 acres. It is perfect for families or couples. We are proud of our stellar reviews and competitive pricing. Newly updated, our home is ready for your perfect vacation! Enhanced Cleaning protocols in place!