Are there vacation rentals with a dedicated workspace in Middlebury?

Yes! Work meets play with ease at over 30 vacation rentals in Middlebury featuring dedicated workspaces. Stay connected and productive in your home away from home.

Are there pet-friendly vacation rentals in Middlebury?

Four-legged friends are welcome in Middlebury. Choose from more than 10 vacation rentals for guests traveling with pets.

Do house rentals in Middlebury have wireless internet?

Absolutely! We offer over 20 house rentals with wireless internet in Middlebury. Enjoy a tailored experience with all the comforts you desire.

Do house rentals in Middlebury have air conditioning?

Absolutely! We offer over 20 house rentals with air conditioning in Middlebury. Enjoy a tailored experience with all the comforts you desire.

Are there family-friendly house rentals in Middlebury?

Middlebury has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

How much does it cost to stay in house rentals in Middlebury?

Experience the best of Middlebury with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Middlebury vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Middlebury

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Cabin in Stowe

4.93 out of 5 average rating, 326 reviews

The Canopy House—Remodeled Vermont A-Frame Near Downtown

Awarded as one of the top Airbnb's in New England by Condé Nast and Boston Globe! Featured on multiple global publications. Watch the snowflakes fall from the comfort of the 6-person outdoor hot tub, with first-class stargazing to be had all year long. Back inside, the vaulted interior features OM Home Furniture, while a 50” TV with soundbar sits above a real fire. Less than a two mile drive to all downtown Stowe has to offer. 3 BD 2 BA modern A-Frame with two living rooms, 6 person hot tub, Fireplace, two new Roku TV's , soundbar, AC unit, WiFi, deck and back patio, rainfall shower, high-end mattresses, Sonos speaker and furnished by OM Home Furniture. Close to Main Street, 5 miles to Von Trapp, 9 miles to Stowe Mountain Resort and .5 miles from rte 100 to get you easily in and out of town. you will have access to entire house accept for one personal closet in back downstairs bedroom. Less than a 2-mile drive to downtown Stowe, this home is on a hill just off Route 100. Nearby Von Trapp is full of restaurants and other amenities. Ski and snowboard from Stowe Mountain Resort 9 miles away, with picturesque hiking in the summer. I would highly recommend a four wheel or all wheel drive vehicle. House is on a hill with a pretty steep road leading to it.

Guest favorite

Home in Willsboro

4.96 out of 5 average rating, 102 reviews

"Beau Overlook Cottage" your room with a view!

Come enjoy LOGISTICS to the Green Mountains of VT & the heart of the DACKS in one sweet spot. "Beau Overlook Cottage" perched high on the banks of the BOQUET RIVER, with sweet sounds of fresh water tumbling over river rocks just below. This home is situated 2 miles south of the Lake Champlain ~ Boquet River Delta. The scene at the sand bar of the delta is just as beautiful as it sounds. This relaxing sanctuary will provide an upscale and sophisticated home, whose logistics can't be beat!

Guest favorite

Townhouse in Stowe

4.98 out of 5 average rating, 56 reviews

Stowe Depot townhouse - Fireplace -Deck- Rec Path

Spacious Village townhome in Stowe, in walking distance to many shops, restaurants and Park. The Master suite has a King bed, 40" HDTV, and an en-suite bathroom with Jacuzzi tub. The second bedroom has a queen bed, 27" HDTV and an en-suite bathroom. Beautiful kitchen with granite counters, coffee maker and grinder. Living room features a gas fireplace, smart TV and nice furniture. There is a comfortable Murphy bed and an air mattress for additional guests, plus a nice covered deck to enjoy!

Guest favorite

Cabin in Lake George

5 out of 5 average rating, 38 reviews

Great location. Walk to Village attractions/beach!

Our stylish Adirondack log cabin is the perfect location for your Lake George four season getaway. Steps away from Million Dollar Beach, restaurants and the Village. Easy access to snowmobile trails and thirty-five minutes to Gore Mountain for skiing. Close to Adirondack High Peaks and local hiking trails. Smart TVs in each bedroom, living room and den. Two Vermont cast iron gas stoves. Fire pit, outdoor seating and garage to park your car or store your winter toys. Filtered lake views.

Guest favorite

Rental unit in Pittsford

4.96 out of 5 average rating, 26 reviews

Norm's Place

Located in historic Pittsford Vermont, come stay in our newly renovated private unit. Close to Killington and Pico for skiing, the Mountain Top Inn , The Brandon Inn and Lilac Inn for weddings and events. Walking distance to the Pittsford Recreation center and walking trails. Convenient to swimming at the Chittenden reservoir or State Parks. Lots of opportunities for hiking and experiencing local breweries. Come see what our beautiful state has to offer!

Guest favorite

Home in Addison

4.96 out of 5 average rating, 202 reviews

Brthtkng New Premier Lake Champlain Wfrnt Escape!

7/19/20 : UPDATE - We are fully compliant with all local, state and federal safety protocols. Call /text Us fir any questions, at 978-502-6282 . Be Well, Be Safe & We Look Forward to Having You as Our Guests! We are the #1 Premier Lake Champlain Breathtaking New Property with 250'+ Prime Lake Champlain West/Sunset/Adirondack Mtn. facing w/Amazing Sunsets & Jacuzzi Tub in Master Bath Overlooking Lake,Mountains & Amazing Sunsets and 250+ 5 Star Reviews!

Superhost

Cottage in Lake George

4.75 out of 5 average rating, 84 reviews

Renovated Cottage in Lake George

Enjoy this cozy cottage in Adirondack style with mountain view right in front! Completely remodeled in 2018, cottage is on US route 9 just a mile straight away from Lake George village! Perfect for remote work with 200mbps internet. Town has activities like boat rentals, ferry, lunch/dinner at restaurants by the lake! For kids there's arcade, mini golf, go karts, laser tag and more just 10-15mins away! 30mins drive to skiing mountains in winter.

Guest favorite

Townhouse in Stowe

4.89 out of 5 average rating, 160 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!

Superhost

Home in Stowe

4.82 out of 5 average rating, 151 reviews

Great For Large Groups with Hot Tub

This property is not suited to noisy groups - please don’t book for partying. Recently renovated to meet every vacation need, this unique property has everything you require for a great trip. The property is huge, ideally located right on Mountain Rd - minutes to slopes, spas, breweries, restaurants, hiking, biking and swimming holes. With 4 large comfortable bedrooms, fun basement, huge living space with fireplace and private hot tub.

Guest favorite

Rental unit in Waterbury Center

4.98 out of 5 average rating, 61 reviews

Sir Richards Waterbury Stowe Lake View Escape 2Br

A fun, filled, peaceful property surrounded by nature. Drift into an amazing, relaxed state sitting on the front deck listening to the water fountains & closeness to nature. Only the mountains & lake in front of you. Spacious 1200 sq. ft. 4 prs. snowshoes winter, 2 kayaks, & a canoe on the 6 1/2 mile Reservoir. Hiking & fishing summer & winter. Two blocks from tourist attractions & conveniences. "Memories Are Made Here."

Guest favorite

Chalet in Stowe

4.96 out of 5 average rating, 101 reviews

The SugarHouse: Chic Chalet, Prime Location

A house for all seasons, the best location in Stowe! Immerse yourself in all Stowe has to offer. Walking distance to restaurants, cafes, and bars, and minutes from world class skiing. Your biggest challenge will be choosing how to spend your time. The SugarHouse was tastefully renovated in November 2021 and is the perfect chalet for your next trip to beautiful Vermont!

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Middlebury vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Middlebury's top sights

Middlebury College43 locals recommend

Two Brothers Tavern64 locals recommend

Fire & Ice53 locals recommend

Middlebury Natural Foods Co-Op46 locals recommend

The Otter Creek Brewery43 locals recommend

Shaw's40 locals recommend

Other great vacation rentals in Middlebury

Superhost

Home in Stowe

4.94 out of 5 average rating, 63 reviews

Charming and quiet rental for family or friends

Guest favorite

Home in Woodstock

5 out of 5 average rating, 20 reviews

Great Maples

Superhost

Cabin in Barnard

4.75 out of 5 average rating, 12 reviews

Private post & beam log cabin on Macintosh Pond.

Superhost

Villa in Stowe

4.81 out of 5 average rating, 42 reviews

Beautiful 5 Bedroom Villa with Amazing Views

Guest favorite

Rental unit in Burlington

4.97 out of 5 average rating, 67 reviews

Lovely 1 bedroom

Guest favorite

Home in Lake George

5 out of 5 average rating, 9 reviews

6 Bedroom Lakeside House

Guest favorite

Cabin in Jay

4.96 out of 5 average rating, 112 reviews

Edin's Chalet Adirondacks-Whiteface 4 Beds-2 Baths

Superhost

Home in Bridgewater Corners

4.84 out of 5 average rating, 68 reviews

Artisan Ski House Good for Groups: 4 Season Winner

Show all

Quick stats about vacation rentals in Middlebury

Total rentals
60 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
4K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Middlebury?
Yes! Work meets play with ease at over 30 vacation rentals in Middlebury featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Middlebury?
Four-legged friends are welcome in Middlebury. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in Middlebury have wireless internet?
Absolutely! We offer over 20 house rentals with wireless internet in Middlebury. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Middlebury have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Middlebury. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Middlebury?
Middlebury has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Middlebury?
Experience the best of Middlebury with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Middlebury vacation rentals

Top-rated vacation rentals in Middlebury

Cabin in Stowe

Home in Willsboro

Townhouse in Stowe

Cabin in Lake George

Rental unit in Pittsford

Home in Addison

Cottage in Lake George

Townhouse in Stowe

Home in Stowe

Rental unit in Waterbury Center

Chalet in Stowe

Condo in Killington

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for Middlebury vacation rentals

Stay near Middlebury's top sights

Other great vacation rentals in Middlebury

Home in Stowe

Home in Woodstock

Cabin in Barnard

Villa in Stowe

Rental unit in Burlington

Home in Lake George

Cabin in Jay

Home in Bridgewater Corners

Quick stats about vacation rentals in Middlebury

Total rentals

Nightly prices starting at

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with dedicated workspaces

Frequently Asked Questions

Destinations to explore