Middlebury Cottages

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Cottages in Middlebury

Carefree Lakefront Cottage/ 11 mins to skiing

Jones MI

Located in Three Rivers, this cottage is on the waterfront, within a 15-minute drive of Corey Lake and Pleasant Lake.

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

Vandalia MI

$266 nightly

$277 total

Sep 1 - Sep 2

Total with taxes and fees

Located in Vandalia, this cottage is in a rural location, a 4-minute drive from Donnell Lake and 7 minutes from Paradise Lake.

Hot Tub

Kitchen

Cozy, Relaxing, Romantic, Fun All Sports Lake Cottage in Southwest Michigan

Sturgis MI

With a stay at this cottage in Sturgis, you'll be within a 15-minute drive of Lake Templene and Island Hills Golf Club.

Hot Tub

Kitchen

Diamond Lake Island Cabin

Cassopolis MI

When you stay at this cottage in Cassopolis, you'll be on the waterfront, just steps from Diamond Island and Diamond Lake.

Kitchen

Pet friendly

Spacious cottage by lake & walking trails, 1 mile from downtown Shipshe.

Shipshewana IN

With a stay at this cottage in Shipshewana, you'll be on a lake, just steps from Shipshewana Lake and a 3-minute drive from Blue Gate Theater.

Kitchen

Washer

Cozy little lake cottage on Buck Lake!

Vandalia MI

$271 nightly

$271 total

Aug 9 - Aug 10

Total with taxes and fees

Located in Vandalia, this cottage is on a lake, within a 10-minute drive of Donnell Lake and Paradise Lake.

Kitchen

Washer

Quaint cozy cottage nestled on the quiet shores of Pigeon Lake in Howe

Howe IN

Located in Howe, this cottage is on the waterfront, within a 15-minute drive of Dutch Creek Farm Animal Park and Parkview LaGrange Hospital.

Newly renovated 2-bedroom Lakehouse in Edwardsburg - 11 miles from ND

Edwardsburg MI

Located in Edwardsburg, this cottage is on a lake, within a 10-minute drive of Eagle Lake and Coberts Lake.

Kitchen

Washer

Live & Love Life on the Lake at Sunset Cottage!

Howe IN

$273 nightly

$314 total

Aug 31 - Sep 1

Total with taxes and fees

Located in Howe, this cottage is on the waterfront, within a 15-minute drive of Parkview LaGrange Hospital and Oaklawn Terrace Park.

Cozy lakeside home in Three Rivers, great for an outdoorsy bunch!

Three Rivers MI

With a stay at this cottage in Three Rivers, you'll be within a 10-minute drive of Corey Lake and Pleasant Lake.

Charming cottage on Crystal Clear Birch Lake - Perfect getaway

Vandalia MI

Located in Vandalia, this cottage is a 5-minute drive from Paradise Lake and 7 minutes from Donnell Lake.

Free WiFi

Air conditioning

Cheerful Cottage Nestled on Beautiful Witmer Lake

Wolcottville IN

With a stay at this cottage in Wolcottville, you'll be on the waterfront, just a 1-minute walk from Witmer Lake and 7 minutes by foot from Westler Lake.

Kitchen

Washer

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.