Vacation rentals in Middlebury

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

Luxury lake-house and heated salt pool

marinaRating, 5 stars6 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 stars7 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.
Guest favourite
Home in Vandalia
4.93 out of 5 average rating, 85 reviews

Quiet cottage on Buck Lake, 1 bedroom

LouRating, 5 stars1 week ago
We had a wonderful stay at Amy’s place! It was clean and well-maintained, making our stay very comfortable. The living room has a lot of windows where you can see the lake. Would love to come back! Highly recommend!
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!
Top guest favourite
Home in Cassopolis
5 out of 5 average rating, 18 reviews

The Cottage on Heiner Hill

CindyRating, 5 stars5 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 stars2 weeks 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 stars1 month 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, 176 reviews

My Happy Place!!

Sherri And BobRating, 5 stars2 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!

Quick stats about vacation rentals in Middlebury

  • Total rentals

    10 properties

  • Nightly prices starting at

    $115 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