Vacation rentals in Middlebury

Book unique vacation rentals, houses, and more 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

Guest favorite
Tiny home in Shipshewana
4.92 out of 5 average rating, 25 reviews

Hearthstone Hideaway - Tiny Home #5

JuliaRating, 5 stars2 weeks ago
So much nicer and more private than a hotel stay!
Superhost
Home in Wawaka
4.89 out of 5 average rating, 118 reviews

The Heron House-On The Lake!🦢🎣🏄🏊🛶🍷

RebeccaRating, 5 stars1 month ago
Myron’s was very spacious and clean. They responded quickly to answer questions that I had. We stayed here while our RV was having work done and I stay here again.
Top guest favorite
Home in Elkhart
4.98 out of 5 average rating, 63 reviews

Channel front 4 bed home-Peaceful-Views-ND!

LaceeRating, 5 stars1 day ago
We loved our stay at this home! We would definitely rent again. It was very spacious. We really enjoyed the views out front and out back. Our kids liked being able to play basketball and the toys inside, very nice touch! We also enjoyed an evening fire outback with everything provided!
Top guest favorite
Guesthouse in North Webster
4.97 out of 5 average rating, 235 reviews

Modern Webster Lake cottage

TiffanyRating, 5 stars1 week ago
This was a perfect place for a weekend getaway with my daughter. We both enjoy the house and how peaceful it was. Looking forward to future stays.
Guest favorite
Home in Elkhart
4.9 out of 5 average rating, 178 reviews

My Happy Place!!

PamRating, 5 stars1 month ago
My Happy Place was beautifully and seasonally decorated and Tonya had thought of everything we might need or want. Kitchen had every gadget, pan, small appliance and all adorably matched. She had local menus and even had a Kroger (grocery) savers card there for us to use (which I did!). The beds were very comfortable, as was the futon. We all slept great! Absolutely no complaints and I’d stay again anytime I’m in the area
Guest favorite
Cottage in Shipshewana
4.85 out of 5 average rating, 74 reviews

Best sunsets from new covered deck

JenniferRating, 5 stars6 months ago
Enjoyed a brief stay while visiting with family in the area. Comfortable home. Nice large front porch.
Guest favorite
Home in Niles
4.92 out of 5 average rating, 13 reviews

Lake House - Notre Dame nearby

MichaelRating, 5 stars3 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.
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 stars7 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

    $90 before taxes and fees

  • Total number of reviews

    1.2K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Self check-in, Gym, and BBQ grill

Destinations to explore

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