Middlebury, IN Cottage Rentals from $98

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Our top choices for Middlebury cottages

The Wellington Cottage

Middlebury

Darwin

$85 nightly

May 27 - May 28

Total with taxes and fees

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

Middlebury

lynford b.

$177 nightly

May 21 - May 22

Total with taxes and fees

Cassopolis Cabin, Little Fish Lake On-site!

Cassopolis

$250 nightly

May 19 - May 20

Total with taxes and fees

Live & Love Life on the Lake at Sunset Cottage!

Howe

Katie H.

$211 nightly

May 21 - May 22

Total with taxes and fees

Couples Hideaway, Hot Tub, Private, Gazebo, Serene, Country, Birds, Wildlife

Vandalia

Natalie C.

$246 nightly

May 20 - May 21

Total with taxes and fees

Cozy little lake cottage on Buck Lake!

Vandalia

Gail M.

$271 nightly

May 19 - May 20

Total with taxes and fees

Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm!

Syracuse

Samantha T.

$291 nightly

May 19 - May 20

Total with taxes and fees

Arrowhead Riverfront! Beautiful, Peaceful, Private

Bristol

$449 nightly

May 19 - May 20

Total with taxes and fees

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Top Middlebury Hotel Reviews

Farmstead Inn & Conference Center

10/10 Excellent

"always a good experience here. hot tub was down, pool could use some cleaning but still overall one of my favorites."

Microtel Inn & Suites by Wyndham Elkhart

8/10 Good

"Room was clean. Hotel was full. Bed was comfortable. There was an old odor of cigarette smoke in the room, but you can tell they are working to improve the hotel. We used the hotel just for sleeping, and for that it was great. The hotel even though it was full was quiet. Staff was friendly and worked to make sure we were taken care of."

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

10/10 Excellent

"This home was even more than we expected. It was clean, nicely decorated, such a cozy and welcoming feel. The kitchen was very well stocked with small appliances and anything you would need. The host greeted us shortly after we arrived and he was very pleasant and answered any questions we had. I cannot think of one negative thing to say. If I ever travel anywhere near this area again, I would absolutely stay here again."

Sleep Inn Elkhart North

4/10 Poor

"This hotel did not meet basic cleanliness or maintenance standards. There were food splatters on the walls, smudges on the mirrors, sticky bathroom floors, filthy trash cans, and dirty floors throughout the common areas. The property also appeared poorly maintained, with peeling wallpaper and room numbers falling off the walls and rewritten in Sharpie. The water fountain was also dirty, and there was no bottled water available at the front desk or in the vending machine. The amenities were very limited. There was no smart TV for streaming services like Netflix, no proper nightstand by the bed, minimal toiletries and towels, and only one washer and dryer for the entire hotel, with the dryer broken during my stay. Breakfast was extremely minimal and clearly budget-focused. There were also a couple uncomfortable interactions at the front desk involving guests having issues paying for their stays, which created an awkward atmosphere. I do appreciate that the manager was kind enough to provide a late checkout and the sheets were very soft."

Travelodge by Wyndham Elkhart

6/10 Okay

"Air conditioning parking and amenities were acceptable for a 2 star property. The mattress cover on the bed was dirty on the side and I only noticed it on day 2 (looked like coffee had spilled) and the room air smelled musty (perhaps air consisting unit) overall the property was acceptable to stay at. The housekeeping staff came in to fluff the room which I was honestly surprised about- you don’t get that even at a Hilton or Marriott. The staff was polite, the area had a lot of food options around with quick access to turnpike. I’d stay here again if necessary. "

Best Western Inn

2/10 Terrible

"The water was shut off when we arrived due to a water break. Room smelled musty and the furniture needs updated. The WiFi did not work. We had a reservation for two nights but did not use the second night. Because the room was not acceptable. The hotel rating did not accurately represent the condition of the facility and no refund was offered."

Find out more about Middlebury

Middlebury Cottages information

Number of reviews	152
Accommodation	103 Cottages
Lowest Price	$98
Highest Price	$481

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What is there to do in Middlebury near my cottage?

If you're eager to make the most of your time in Middlebury, make tracks to Deutsch Kase Haus. It's a favorite with locals and tourists alike.

Room 1

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Upfront pricing

Check prices for these dates

Our top choices for Middlebury cottages

The Wellington Cottage

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

Cassopolis Cabin, Little Fish Lake On-site!

Live & Love Life on the Lake at Sunset Cottage!

Couples Hideaway, Hot Tub, Private, Gazebo, Serene, Country, Birds, Wildlife

Cozy little lake cottage on Buck Lake!

Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm!

Arrowhead Riverfront! Beautiful, Peaceful, Private

Cozy Cassopolis Cabin, Near Parks & Golfing!

Pet-friendly Cassoplis Cabin, Close to Parks!

Wolcottville Farmhouse: 18 Mi to Shipshewana

Lakefront Michigan Cottage - Deck, Grill & Kayaks!

Find vacation rentals that suit your style

Top Middlebury Hotel Reviews

Farmstead Inn & Conference Center

Van Buren Hotel

Microtel Inn & Suites by Wyndham Elkhart

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

Essenhaus Inn & Conference Center

Sleep Inn Elkhart North

Woodspring Suites Elkhart

Travelodge by Wyndham Elkhart

Best Western Inn

Find out more about Middlebury

Middlebury Cottages information

Frequently asked questions

Explore a world of travel with Expedia

Search Middlebury Cottages

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Middlebury cottages

The Wellington Cottage

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

Cassopolis Cabin, Little Fish Lake On-site!

Live & Love Life on the Lake at Sunset Cottage!

Couples Hideaway, Hot Tub, Private, Gazebo, Serene, Country, Birds, Wildlife

Cozy little lake cottage on Buck Lake!

Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm!

Arrowhead Riverfront! Beautiful, Peaceful, Private

Cozy Cassopolis Cabin, Near Parks & Golfing!

Pet-friendly Cassoplis Cabin, Close to Parks!

Wolcottville Farmhouse: 18 Mi to Shipshewana

Lakefront Michigan Cottage - Deck, Grill & Kayaks!

Find vacation rentals that suit your style

Top Middlebury Hotel Reviews

Farmstead Inn & Conference Center

Find out more about Middlebury

Middlebury Cottages information

Frequently asked questions

Explore a world of travel with Expedia