Vacation rentals in Middlebury

Find and book unique accommodations on Airbnb

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Popular amenities for Middlebury vacation rentals

Stay near Middlebury's top sights

Das Dutchman Essenhaus43 locals recommend
Krider "World’s Fair" Garden11 locals recommend
The Legendary Grind11 locals recommend
41 Degrees North Restaurant and Bar10 locals recommend
Pumpkinvine Nature Trail Parking, CR 359 locals recommend
West on Warren Gallery + Grill9 locals recommend

Other great vacation rentals in Middlebury

Superhost
Home in Wawaka
4.89 out of 5 average rating, 116 reviews

The Heron House-On The Lake!🦢🎣🏄🏊🛶🍷

RichardRating, 5 stars2 months ago
Beautiful home with great hosts!
Cottage in Syracuse
4.67 out of 5 average rating, 6 reviews

Totally Renovated historical Victorian cottage

VictorioRating, 5 stars51 months ago
Beautiful home. The square footage may seem small, but it makes great use of the space. Only 5 minutes from the town and right on the lake. Clare was extremely helpful and responsive even over a holiday weekend.
Guest favorite
Vacation home in Three Rivers
4.98 out of 5 average rating, 61 reviews

Clear Lake Vacation Home 6 miles to Swiss valley

ClaireRating, 5 stars17 months ago
Our second stay here was very nice. The weather wasn’t great, but it didn’t stop my husband and older kids from fishing and boating. Again, we appreciated how many infant-friendly items were available, including a high chair and pack-and-play. Our littlest loved the swing set too! Chris is a great host and was very friendly and accommodating. Great location and comfortable house!
Top guest favorite
Guesthouse in North Webster
4.97 out of 5 average rating, 234 reviews

Modern Webster Lake cottage

KellyRating, 5 stars1 month ago
This is my favorite place to stay when visiting family in the area. Jim is very attentive host and responds quickly. The house is very clean and has everything you need during your stay. It has a fully stocked kitchen, comfortable beds, and is located in a peaceful and walkable neighborhood. I will definitely be back!!
Guest favorite
Home in Elkhart
4.9 out of 5 average rating, 176 reviews

My Happy Place!!

Sherri And BobRating, 5 stars5 days ago
How does one explain heaven on earth? We felt like royalty. Tonya CLEARLY has the gift of hospitality AND interior design. She is just as beautiful as her airbnb home, too. Thank you, thank you, Tonya!
Guest favorite
Home in Niles
4.92 out of 5 average rating, 13 reviews

Lake House - Notre Dame nearby

MichaelRating, 5 stars2 months ago
We had a short stay at Paulette’s place for the CFP game between Notre Dame and Indiana. An easy 20 minutes to and from campus. Being December we couldn’t take advantage of the lake amenities, but the house and provisions were great. Highly recommend for a Notre Dame football weekend.
Guest favorite
Home in Shipshewana
4.96 out of 5 average rating, 56 reviews

Blue Birds Perch: Stunning Home on Private Hilltop

GregRating, 5 stars3 months ago
The space was great for nine people. We celebrated Thanksgiving in the house, and we were able to have the meal catered from a local Amish restaurant. The kitchen had everything we needed in cookware and dishes. We all had a great time.
Top guest favorite
Home in South Bend
5 out of 5 average rating, 17 reviews

Golden Dome Getaway | Walk to ND | School Spirit!

ChristineRating, 5 stars6 months ago
Tess' Golden Dome Gateway was one of the best Airbnb's I have ever stayed in. It was pristine, beautifully decorated, comfortable, inviting and had more amenities than I could have anticipated. From the coffee bar with flavored syrups, to the complimentary Netflix, to the sunroom that was perfect for enjoying a cup of coffee and book in the morning to the fun game table and record player - I could not believe how thoughtful Tess was in creating this inviting space for travelers. The personalization that went into this home made me feel like someone was eagerly expecting my arrival. It was easy to find, very close to Notre Dame's campus while also tucked away on a private street. I extended my stay twice because I felt so at home. I highly recommend staying at Tess' Golden Dome Gateway!

Quick stats about vacation rentals in Middlebury

  • Total rentals

    10 properties

  • Nightly prices starting at

    $80 before taxes and fees

  • Total number of reviews

    1.2K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

Destinations to explore

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  2. United States
  3. Indiana
  4. Elkhart County
  5. Middlebury