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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Middlebury vacation rentals
Other great vacation rentals in Middlebury
Apartment in Middlebury
5.0 out of 5 average rating, 169 reviewsDowntown 1 bedroom Apartment in Middlebury
Loft in New Haven
4.98 out of 5 average rating, 247 reviewsSunrise over South Mountain
Apartment in Hancock
4.95 out of 5 average rating, 146 reviewsSuite in the Green Mountains
Yurt in New Haven
4.91 out of 5 average rating, 254 reviewsSong Bird Sangha Yurt
Apartment in Bristol
4.91 out of 5 average rating, 119 reviewsPeaceful Getaway in Bristol Village.
Cabin in Bristol
4.95 out of 5 average rating, 110 reviewsCozy Cabin on the River in Bristol
Home in Ripton
4.89 out of 5 average rating, 257 reviewsCozy cottage near nature
Guesthouse in Monkton
4.98 out of 5 average rating, 106 reviewsBeautiful, 1 BR guesthouse
Other great vacation rentals in Middlebury
Guesthouse in Middlebury
4.97 out of 5 average rating, 116 reviewsMiddlebury cottage walk to campus.
Cabin in Rochester
4.95 out of 5 average rating, 395 reviewsBlack haus: a hip, cool house hidden in a forest.
Apartment in New Haven
4.99 out of 5 average rating, 144 reviewsGracious two bedroom just minutes to Middlebury!
Home in Middlebury
4.9 out of 5 average rating, 152 reviewsEntire House in Middlebury - Walk Everywhere
Barn in Starksboro
4.97 out of 5 average rating, 107 reviewsThe Black Barn in a Mountain Hollow
Guest suite in Hinesburg
4.96 out of 5 average rating, 1117 reviewsBoston Magazine Pick! Barn Loft
Home in Goshen
4.83 out of 5 average rating, 253 reviewsNature Lover's Paradise
Cottage in Lincoln
4.87 out of 5 average rating, 858 reviewsThe Barn at North Orchard, Near Middlebury
Quick stats about vacation rentals in Middlebury
Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
3.5K reviews
Nightly prices starting at
$70 before taxes and fees
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 a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Middlebury. Enjoy a tailored experience with all the comforts you desire.
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 apartment rentals in Middlebury?
Experience the best of Middlebury with our apartment rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for Apartment Rentals in Middlebury?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wireless internet, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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