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
Cabin in Bristol
4.86 out of 5 average rating, 172 reviewsColonel's Camp in Buck Haven
Jan 21 – 28
Apartment in Bristol
4.91 out of 5 average rating, 116 reviewsPeaceful Getaway in Bristol Village.
Jul 31 – Aug 7
Home in Ripton
4.89 out of 5 average rating, 256 reviewsCozy cottage near nature
Aug 14 – 21
Yurt in Bristol
4.93 out of 5 average rating, 236 reviewsBristol Cozy Yurt near Skiing/Hiking|Maple Farm
Oct 17 – 24
Cabin in Bristol
4.95 out of 5 average rating, 106 reviewsCozy Cabin on the River in Bristol
Mar 12 – 19
Apartment in Vergennes
4.98 out of 5 average rating, 314 reviewsDowntown Vergennes Art House/Glass Studio
Dec 10 – 17
Apartment in Bristol
4.88 out of 5 average rating, 285 reviews"Dragonfly Apartment" Private Bristol Apartment
Dec 20 – 27
Guesthouse in Middlebury
4.96 out of 5 average rating, 114 reviewsMiddlebury cottage walk to campus.
Oct 14 – 21
Other great vacation rentals in Middlebury
Cottage in Leicester
4.97 out of 5 average rating, 244 reviewsBanjo's Cottage near Middlebury & Recreation Areas
Jan 24 – 31
Cottage in Lincoln
4.87 out of 5 average rating, 856 reviewsThe Barn at North Orchard, Near Middlebury
Jan 16 – 23
Apartment in Bristol
4.86 out of 5 average rating, 117 reviewsOverlook at the Office
Jan 31 – Feb 7
Home in Goshen
4.82 out of 5 average rating, 249 reviewsNature Lover's Paradise
Jun 8 – 15
Cabin in Rochester
4.95 out of 5 average rating, 390 reviewsBlack haus: a hip, cool house hidden in a forest.
Mar 4 – 11
Hut in Ripton
4.94 out of 5 average rating, 133 reviewsSkylight Hut-glamping near hiking, biking, fishing
Apr 29 – May 6
Guesthouse in Monkton
4.98 out of 5 average rating, 104 reviewsBeautiful, 1 BR guesthouse
Oct 5 – 12
Apartment in New Haven
4.99 out of 5 average rating, 142 reviewsGracious two bedroom just minutes to Middlebury!
Jan 2 – 9
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
€ 66 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 apartment rentals in Middlebury have air conditioning?
Absolutely! We offer over 10 apartment 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.
What are the most popular amenities for House Rentals in Middlebury?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with air conditioning, over 10 homes with a bbq area, over 20 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.
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