Places to stay in Middlebury

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

0 of 0 items showing
1 of 3 pages

Popular amenities for Middlebury places to stay

Other great vacation rentals in Middlebury

Top guest favorite
Apartment in Bristol
4.97 out of 5 average rating, 73 reviews

2-Bedroom , 1 1/2 Bath Apartment with Mt Views.

GaryRating, 5 stars1 month ago
Amazing,Perfect,Comfortable,Everything you could ever need! Very clean. Perfectly located. Cheryl and Dan were fantastic hosts and went above and beyond to make our stay a very memorable one. We were treated like family, and we felt like we have known them for years. We would highly recommend them. And will “definitely “ rebook with them in the future. Their home is beautiful ( just as the pictures show and is described perfectly). We can’t thank them enough for making our extended Mother’s Day weekend with our children a special, memorable and enjoyable trip. You won’t be disappointed! Thank you so much…Gary, Christine, and Kim Bolk
Top guest favorite
Apartment in Vergennes
4.91 out of 5 average rating, 22 reviews

Little City Brick Apartment A

UdayRating, 5 stars3 weeks ago
Curtis was very responsive to a concern we raised about the heater in the bedroom not turning on. He brought his handyman with him and sorted out the issue in short order. His desire to make us feel comfortable was not lost on us and we would definitely consider staying here again if our travel plans bring us back to Vergennes.
Top guest favorite
Apartment in Middlebury
5 out of 5 average rating, 18 reviews

Updated Apartment Downtown

LucyRating, 5 stars1 week ago
Katherine’s apartment was so lovely, and perfect for our stay in Middlebury. It’s beautifully situated— we walked to and from town every night for dinner, and easily drove to explore the nearby lake and hiking trails—and the apartment itself is so clean and bright and comfortable! Every kitchen and toiletry item we could have needed is supplied, and the entrance to the apartment is very private. Katherine is very communicative and kind, and we felt thoroughly taken care of. We’ll be staying again next time we’re visiting Middlebury. Thank you for a wonderful stay!
Top guest favorite
Home in New Haven
4.97 out of 5 average rating, 37 reviews

Unique Serenity - 10 mins from Middlebury College

DaltonRating, 5 stars3 weeks ago
What a wonderful stay we had. The space is so clean and every amenity is thought of. Comfortable beds, great showers, and very close to Middlebury. Wish the weather had been better so we could have enjoyed the outdoor space more, but that will be for next time!
Top guest favorite
Home in Middlebury
5 out of 5 average rating, 33 reviews

3 story contemporary log cabin

Douglas KennethRating, 5 stars3 weeks ago
We had a wonderful stay at Kurt’s place for Middlebury graduation. The house is very comfortable and had everything we needed for the weekend. Although it is about a 10 min drive from Middlebury, it is an easy drive and didn’t seem that far.
Home in Weybridge
5 out of 5 average rating, 4 reviews

Updated farmhouse minutes from Middlebury

DianeRating, 5 stars1 week ago
Hands down one of the best Air B and Bs I’ve been to, and I’ve been to a lot! Mary and Luis, our hosts, were so welcoming that we instantly felt like family. Their communication was great. We had an incredible stay at their charming, beautifully updated farmhouse in Vermont! The home is full of character, with thoughtfully curated antique decor that gives it a warm, welcoming feel. Every detail has been considered, from cozy linens and a fully stocked kitchen to extra touches that made our stay especially comfortable. The views from the property are stunning, with rolling hills and peaceful scenery in every direction. We loved being able to walk to downtown Middlebury—just a short stroll away—for great shops, restaurants, and a true New England village vibe. This place is the perfect blend of rustic charm and modern comfort. Whether you're relaxing indoors or enjoying the scenery outside, you’ll feel right at home. I highly recommend and would return in a heartbeat!
Top guest favorite
Home in Middlebury
4.96 out of 5 average rating, 80 reviews

Walk Everywhere and Enjoy a Historic Vermont Home

ChristinaRating, 5 stars3 weeks ago
We loved our stay at Jeffrey's place. The house was perfectly located with easy access to the adorable town of Middlebury and the college campus. We were there for graduation weekend and were so grateful to have a cozy, clean, accommodating house to return to after all the festivities, without having to drive far. We were even able to walk to many events. The house was very clean with lots of space and everything we needed for our stay. Jeffrey left very clear instructions and great recommendations for walks, restaurants and more.
Top guest favorite
Apartment in Middlebury
5 out of 5 average rating, 143 reviews

Bluebird Studio- Light filled and airy

AbbyRating, 5 stars3 weeks ago
Dutton’s place was perfect. We came for Middlebury’s commencement with our 6 year old and the location was excellent and quiet. Our son loved how cozy it was. The kitchen was really great to have on such a busy weekend. Dutton was super flexible and helpful too, letting us stay a few extra hours so our grad could finishing packing up her room. The bed was firm, just good to know. We all slept well. Absolutely recommend.

Quick stats about vacation rentals in Middlebury

  • Total rentals

    70 properties

  • Nightly prices starting at

    G$14,640 GYD before taxes and fees

  • Total number of reviews

    4.7K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Addison County
  5. Middlebury