Cottage vacation rentals in Crooked Lake

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Top-rated cottage rentals in Crooked Lake

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Top guest favorite

Cottage in Middlebury

Stone Lake Cottage Middlebury IN Boat Fish getaway

Located on beautiful Stone lake in Middlebury, IN. Crafts Amish antique auction fish swim lake relaxing. Bedding, towels, and personals/toiletries are provided. 2 queens, 1 twin, 2 double beds. Includes 3 BR/4 baths (detached 3rd BR CLOSED in winter), room for 6-8, AC, Smart TV, streaming services , WiFi, fireplace, lake, pier, kayak, paddle boat, grill, fire pit, dishwasher, toys for swimming, fishing, and 5 miles from Shipshewana/Middlebury. Min primary guest age is 21. Motel hotel

4.83 out of 5 average rating, 339 reviews

Guest favorite

A hot tub bubbles gently on a spacious deck, framed by lush greenery. Comfortable seating arrangements, including a hanging chair and dining area, are positioned to enjoy views of the lake. String lights add a touch of ambiance against the clear sky.

Cottage in Wawaka

Cozy Lakefront Tiny Home w/ Hot Tub

Included in your stay are: 2 kayaks 2 paddle boards Hot tub - available year round Paddle boat Fishing poles Gas grill w/ propane Fire pit Private dock Pickle ball paddles/balls for Martin Kenney Memorial Park *See amenities section for complete list. This cottage rests on the shores of Diamond Lake in Wawaka, IN. The lake is a quiet 10 mph lake perfect for fishing, kayaking, swimming or just enjoying time away. Come enjoy this relaxing retreat with great views and a cozy atmosphere.

4.95 out of 5 average rating, 382 reviews

Top guest favorite

A welcoming entry features a set of stairs leading up to the cottage, flanked by white railings. A decorative American flag is displayed on the front porch, surrounded by landscaped areas with pebbled ground and greenery.

Cottage in Rome City

Lakeside Sylvan-Lake Rome City Cottage

Welcome to Sylvan Lake in Rome City, IN. Sylvan Lake is an all season ski lake wonderful for all boating, fishing, skiing, tubing, wave runners and even a swim from the dock. You have 60 feet of lake front with two docks to bring your lake toys or rent a pontoon for the day/weekend or week. Full size kitchen, laundry, two big smart tv's with cable and wifi. Small shed for storage, large deck, canoe for 3, fire pit & gas grill. Wedding, family, golfing or weekend away? Lakeside Sylvan!

4.98 out of 5 average rating, 271 reviews

Top guest favorite

A serene view of Long Lake is presented, showcasing expansive waters under a clear blue sky. The surface of the lake reflects the sunlight, while lush greenery borders the landscape, offering a tranquil atmosphere conducive to relaxation.

Cottage in Pleasant Lake

Long Lake Cottage

Long Lake Cottage is on a 10 mph lake that is a pretty peaceful spot to relax. Enjoy bonfires, kayaking, fishing, and grilling at our place. Long Lake is a part of the Pigeon River chain that you can kayak along through multiple lakes. Less than 10 minutes from Angola (Trine University, Pokagon State Park, groceries, etc.). We hope you enjoy your stay! We have a strict cancellation policy, but we will refund you 100% of your stay if you do need to cancel 14 days before your arrival.

4.98 out of 5 average rating, 161 reviews

Top guest favorite

A tranquil lake scene at sunset is captured, showcasing the water's mirror-like surface reflecting soft hues of pink and orange. Lush trees line the horizon, and hints of clouds add texture to the serene sky.

Cottage in Howe

Peaceful, relaxing and cozy vintage style cottage

Nestled in the heart of Amish country, this charming cottage has everything you need for a relaxing getaway at the lake. Vintage style cottage features a private back yard with a fire pit, deck with a picnic table and grill for your enjoyment. Free firewood, two kayaks and canoe for boating on the no wake lake. The property is located across the street from the lake, it includes lake access and a shared pier. Visit Shipshewana and enjoy all this quaint small town has to offer.

4.94 out of 5 average rating, 128 reviews

Top guest favorite

A serene lakeside view is presented at dusk, featuring calm water reflecting soft colors of the sunset. A fire pit is positioned on a grassy area adjacent to the water, while a wooden dock extends into the lake, perfect for leisure activities.

Cottage in Albion

Beautiful Skinner Lake View Cottage

Private vacation home with a beautiful view of Lake Skinner. Waterfront access for fishing or taking the paddle boat out (seasonal). This cottage has all the basic amenities to make your stay comfortable. From the warm fire place to the spacious deck and 3 seasons room, you can enjoy this place anytime of the year. The full kitchen makes this place perfect for a week long getaway! A short twenty minute drive to Auburn and under an hour drive to Fort Wayne and Shipshewana.

4.96 out of 5 average rating, 151 reviews

Top guest favorite

The charming stone cottage is framed by a blossoming pink tree in the front yard. A well-maintained path leads to the entrance, showcasing the natural stone facade and numerous windows. The surrounding greenery enhances the inviting exterior of the home.

Cottage in Rome City

Stone Cottage on Kerr Island

Welcome to the little stone cottage on beautiful Sylvan Lake. We are located in Rome City, IN. This adorable house, originally built in 1930, was remodeled and completely renovated in 2018. The updated kitchen features tiled backsplash, gas range, oven, and fridge. There is a microwave and Keurig for your convenience. The bedroom has a queen-sized bed, a small wardrobe for hanging clothes, and a dresser. The bathroom features a tiled shower.

4.98 out of 5 average rating, 128 reviews

Superhost

A serene view of Coldwater Lake is presented, with sunlight reflecting off the water's surface. A wooden dock extends into the lake, surrounded by lush greenery and trees, enhancing the feeling of tranquility in the landscape.

Cottage in Coldwater

Lake Front Cottage on Iyopawa Island & Golf Course

This is a vacation property located on desirable Iyopawa Island, with Coldwater Lake on one side, and a regulation 9 hole golf course on the other. The house was recently refurbished. Fishing, Boating, Golfing, and Swimming, are literally right outside your door. We rent by the week for June through September starting on Sat. and Daily with a two day minimum the rest of the year. We are 5 miles North of the I-69, I-80 Interchange.

4.85 out of 5 average rating, 174 reviews

Top guest favorite

A charming cottage sits on a hillside overlooking Fish Lake, with large windows allowing natural light. Surrounding greenery enhances the serene setting. A sandy shore and wooden steps lead down to the water, while a deck is visible on an adjacent structure.

Cottage in Sturgis

Charming Cottage on Beautiful Fish Lake

Newly renovated charming cottage on Fish Lake. Located in the heart of Amish county, featuring 2 bedrooms plus an enclosed porch which makes a great dining area or the perfect place to read a book or play games. Beautiful lake view and large deck for enjoying sunsets and sunrises. Fish Lake is an all sports lake with great fishing and shallow sandy bottom out more than 30 feet from shore. Enjoy a relaxing getaway at this peaceful lake.

4.94 out of 5 average rating, 126 reviews

Guest favorite

The front room features wooden paneling and large windows offering views of the outdoors. A comfortable armchair is positioned near a wooden bench, with decorative nautical elements enhancing the space. Light is allowed in by the windows, creating a bright and inviting atmosphere.

Cottage in Coldwater

Lakefront Nostalgic Cottage

Cottage is located in a quiet cove on Randall Lake (connected to 7 miles of lakes 1100acres). Lake view is spectacular. Front room is all glass. 4 kayaks and paddleboat. On the water enjoy fishing, tubing, sking, swimming. Relax outside under 2 large shade trees on patio for those hot summer days. At night watch the moon reflect off of the lake while enjoying the fire pit. 18-hole public Coldwater Club Golf Course across the road.

4.89 out of 5 average rating, 176 reviews

Top guest favorite

A sandy lakefront area is visible, featuring several brown Adirondack chairs arranged in a circle around a fire pit. In the background, a wooden dock leads to a covered boat lift, with calm waters reflecting the clouds above.

Cottage in Warsaw

Lakewood Cottage on Winona Lake

Modern and light filled lakefront cottage on beautiful Winona Lake. Great views from the lakefront dining area. You walk in the front door and you feel surrounded by the water. Quiet neighborhood is great for biking and walks. You can access the Greenway trail a mile away which takes you to the Village of Winona. Check out our custom video on youtube, just copy and paste the below code into the youtube search bar. AMErvK41MSo

4.96 out of 5 average rating, 273 reviews

Superhost

Cottage in Fremont

The Bungalow at Jimmerson Lake

Welcome to The Bungalow at Jimmerson Lake — a cozy hilltop retreat overlooking Indiana’s beautiful Lake James chain. This 3-bedroom, 1.5-bath classic lake cottage sleeps 7-9 guests and offers peaceful lake views, sunset skies, and the perfect setting for family getaways, girls’ weekends, or a quiet recharge between Trine University events and lake life adventures. *please inquire about dock access/overnight parking

4.86 out of 5 average rating, 129 reviews