Vacation rentals in Middlebury

Find and book unique accommodations on Airbnb

0 of 0 items showing
1 of 3 pages

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 favourite
Home in Coldwater
5 out of 5 average rating, 13 reviews

Luxury lake-house and heated salt pool

marinaRating, 5 stars7 months ago
This house was wonderful for myself, my parents, my 2 brothers, sister in law, and 2 nieces! The pool was in use from sun up to sun down. Plenty of space to spread out and relax. My mom was able to navigate between her wheelchair and walker, which meant all the world. I have stayed in many airbnbs. What sets this one apart, besides the gorgeous house, pool, and amenities, was the way everything was stocked. There were enough extra towels for all the in and outs of the pool. Anyone who has stayed at an airbnb with a pool can relate to not enough towels. Not the case here!! Also, plenty of extra toilet paper. And the good tp! How many times have I had to stop during my vacation to buy extra TP. Not at this house! It had everything I needed!! Including washing machine tabs, so I could keep up with the laundry. Tons of extra plates, silverware, cups! EXCELLENT communication from Mary. I am sure our family will be back to this Oasis!
Guest favourite
Home in Coldwater
4.94 out of 5 average rating, 67 reviews

5 bedrooms 4 bathrooms house Coldwater Lake

DarylRating, 5 stars8 months ago
This was a fun & relaxing vacation for us, our kids and the grandkids. We really never left the place except to take the boat out. The kids and grandkids had a blast in the water and the shallow water was perfect for the young ones - they especially liked the water trampoline! The house is very spacious so we never felt crowded and my daughter was able to ‘work from home’ there utilizing the desk upstairs and the picnic table on the deck one day. The kitchen offered us everything we needed for food preparation so we didn’t have to go out to eat. We would recommend Karen’s place to others.
Superhost
Home in Wawaka
4.89 out of 5 average rating, 117 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 favourite
Home in Cassopolis
5 out of 5 average rating, 18 reviews

The Cottage on Heiner Hill

CindyRating, 5 stars6 months ago
Super peaceful cottage and lake! We loved the patio and lower yard. Nice kayaks with easy access in and out of the water. The fishing was good - lots of medium-sized bass, and we enjoyed the birds on or near the lake: wood ducks, osprey, sandhill cranes, green heron, great blue heron. Beds and pillows were comfortable! Would come again. :)
Guest favourite
Home in Berrien Springs
4.95 out of 5 average rating, 123 reviews

Great Living Too

MichelleRating, 5 stars1 month ago
I cannot say enough about how clean the house was. Wonderful space for everyone. Kitchen table was large enough for my group to play games at and the basement space was large enough for everyone too! If we are back in the area we would stay here again!
Guest favourite
Home in Sturgis
4.91 out of 5 average rating, 23 reviews

The Corner Gardens

MistyRating, 5 stars2 months ago
The home is beautiful! Family room is huge, tv room is comfortable.the kitchen is homey,and comfortable to cook in. The bedrooms are comfortable as well. The host is amazing.I travel a lot through here,hope to stay many more times in 2025 ;)
Guest favourite
Home in Elkhart
4.9 out of 5 average rating, 178 reviews

My Happy Place!!

PamRating, 5 stars3 weeks 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
Superhost
Apartment in Warsaw
5 out of 5 average rating, 4 reviews

Barbee Hill 2BR Home, Wi-Fi, Fun

BRENDARating, 5 stars19 months ago
Thanks for hosting! It was awesome 👏 😎

Quick stats about vacation rentals in Middlebury

  • Total rentals

    10 properties

  • Nightly prices starting at

    $111 CAD 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

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