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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 North Webster

4.94 out of 5 average rating, 195 reviews

Webster Lakefront Updated Studio with Pier & Deck

Lakefront! Simple, practical, purposeful lakefront cottage with pier. Ideal for those who dream of waking to a lakeview. Enjoy lake/boating activities, playing yard games, fishing along shore/pier, or just unwind while relaxing on the deck watching a sunset. See FAQ in Guest Access section Studio. Stairs. No beach area. No swimming at the pier. No smoking on property. Only registered guests permitted on property, no visitors. Located on the east side of the lake, quiet wooded neighborhood.

Top guest favorite

A window offers a view of a snowy landscape and Sylvan Lake, with the frozen surface reflecting soft light. Steps lead down from the window to the lakefront, surrounded by trees that create a serene backdrop. Winter clouds are visible in the sky.

Cottage in Rome City

4.97 out of 5 average rating, 222 reviews

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, washer and dryer, 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!

A hot tub is seen on an outdoor deck, with bubbling water and soothing jets visible. The serene landscape of a quiet lake can be appreciated in the background, accompanied by greenery and a distant boat dock with an American flag.

Cottage in Howe

4.96 out of 5 average rating, 662 reviews

Cozy Nest - Hot Tub, Pet Friendly, No Fees

The Cozy Nest is an adorable three-bedroom, pet-friendly cottage with amazing views of a quiet, no-wake lake. Enjoy the stunning view while your cares melt away in the hot tub. The kitchen is fully stocked and ready for your use. Fiber optic wifi will keep you connected. There are two bicycles available for exploring the surrounding countryside as well as a canoe, 3 kayaks, and paddle boat to use on the water. Shipshewana is a quick 15-mile drive away through beautiful Amish countryside.

A spacious deck overlooks Diamond Lake, furnished with a dining table and cushioned seating areas. A gas grill is positioned for cooking, and string lights provide ambient lighting. Two large umbrellas offer shade, enhancing the inviting outdoor space.

Cottage in Wawaka

4.94 out of 5 average rating, 343 reviews

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.

A wooden deck featuring a circular design, surrounded by stone edging, is positioned along a calm canal. Several boats are docked nearby, with a grassy area extending to the water's edge, creating a serene lakeside setting.

Cottage in Coldwater

4.81 out of 5 average rating, 178 reviews

Lake Escape Cottage (waterfront, jacuzzi, parking)

Discover the perfect family escape at this cozy lakefront cottage. Start your mornings on the back deck with a cup of coffee, overlooking the tranquil waters. End your days by the firepit, creating cherished memories by the lake. Inside, you'll find a stocked kitchen, two bedrooms, and a luxurious jacuzzi bathtub. Feel at home with the convenience of a washer and dryer. Restaurants and grocery stores are mere minutes away, making this the ideal home away from home for your lake getaway.

A pastel pink cottage is framed by lush greenery and mature trees, featuring a welcoming front porch with a sheltered seating area. A stone pathway leads through the well-maintained grass, enhancing the peaceful outdoor setting.

Cottage in Topeka

4.91 out of 5 average rating, 179 reviews

Honeyville Cottage

Escape from the hustle of daily life in the heart of Amish country. Step into this quaint cottage and leave your worries at the door. Soak your cares away in the cast iron claw foot tub or relax on the patio watching the neighbors horses run. Bicycles are available for a stroll through back country roads. Play games around the kitchen table. Take a trip into town for fresh baked Amish goods, a traditional Amish dinner or shopping. At night you can grab a blanket and lay under the stars.

Top guest favorite

A screened-in porch features a round table with four chairs and a rocking chair, providing a relaxing view of the tranquil lake. The surrounding grassy area includes several trees and a fire pit, enhancing the serene outdoor ambiance.

Cottage in Pleasant Lake

4.98 out of 5 average rating, 126 reviews

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.

A fire pit is positioned at the water's edge, with flames brightly highlighted against a vibrant sunset sky. Reflections of colorful clouds can be seen on the calm surface of Lake Skinner, surrounded by lush greenery and the silhouette of trees in the distance.

Cottage in Albion

4.96 out of 5 average rating, 119 reviews

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.

A foosball table is positioned in a well-lit room with a large window offering a view of the outdoors. The walls are painted in soft colors, and a decorative fish hangs above the table, contributing to the relaxed ambiance.

Cottage in Fremont

4.9 out of 5 average rating, 113 reviews

Hilltop Bungalow on Jimmerson Lake

Welcome to Hilltop Bungalow at Jimmerson Lake! Relax Recharge Reconnect -Nestled on a peaceful chain of the areas most popular lakes, offering stunning lake views and a tranquil atmosphere. The house features a comfortable and inviting living space with a warm ambiance, perfect for relaxing after a day on the lake or gathering with family and friends. Conveniently located near Jimmerson Lake Public Access (1.3 miles) to accommodate pontoon and jet ski rentals.

An outdoor fire pit is surrounded by a circle of stones, with a warm fire burning brightly. Two white adirondack chairs sit nearby, offering a cozy spot to enjoy the peaceful lake view at sunset, reflected in the calm waters.

Cottage in Sherwood

4.93 out of 5 average rating, 202 reviews

Lakefront cottage☀️Amazing views🌅Kayaks🛶relax❤️

Welcome to Reel-Axe-Inn cottage on 525 acre all sports Union Lake. Our cottage is small but functional! We are about 10 min. from Union City & Athens, 25 min from Coldwater. During summer season you can bring a boat or jet ski's to put in at the public dock & enjoy our floating raft (no diving), dock/seawall area is a great fishing location (bring your own fishing gear), we have 2 kayaks for you to enjoy, fire pit, lots of outdoor seating in both sun &shade.

Top guest favorite

A charming stone cottage is framed by green trees, showcasing a well-maintained lawn. The front features multiple large windows that provide natural light to the interior. A pathway made of stone leads toward the entrance, surrounded by landscaped rocks and small flowering plants.

Cottage in Rome City

4.98 out of 5 average rating, 111 reviews

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.

Top guest favorite

An enclosed porch features large windows providing views of Fish Lake. Natural light fills the space, illuminating the walls and carpet. A door leads to the outdoor deck area, where outdoor seating can be seen. The porch offers a cozy spot for dining or relaxation.

Cottage in Sturgis

4.93 out of 5 average rating, 101 reviews

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.

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Popular amenities for Crooked Lake cottage rentals

Free parking on premises

Air conditioning

Lakefront cottage rentals

A welcoming porch area features new red patio furniture arranged for relaxation, set against a backdrop of lush green grass. Large windows provide views of the surrounding nature. The steps lead to the grassy area, inviting guests to enjoy the outdoor space.

Cottage in Wolcottville

4.91 out of 5 average rating, 70 reviews

Lakefront Getaway on Atwood Lake

A light-filled living area offers views of the lake through large windows. A comfortable seating area is arranged around a glass coffee table. A television and a grill are visible, while a dining area extends onto the deck, enhancing the connection to the outdoors.

Cottage in Coldwater

4.92 out of 5 average rating, 26 reviews

Beautiful Coldwater Lake Home 3 Beds Sleeps 10

Top guest favorite

Cottage in Middlebury

4.79 out of 5 average rating, 251 reviews

Stone Lake Cottage Middlebury IN Boat Fish getaway

A kitchen area is visible with a stone countertop and modern appliances. Two sets of double doors provide a view of the lake and outdoor deck. Natural light fills the space through multiple windows, showcasing the serene waterfront setting.

Cottage in Hudson

4.89 out of 5 average rating, 54 reviews

Relaxing lakefront 2 bedroom cottage

The ceiling features a striking triangular design with exposed wooden beams, enhanced by warm lighting strips. The wood's natural texture is highlighted, creating a sense of depth and character in the space.

Cottage in Fremont

5 out of 5 average rating, 17 reviews

The Doctor's Cottage - Vacation Back In-Time

A covered front deck features wooden railings and a spacious, shaded area. The view of Stone Lake is visible, showcasing boats along the shoreline and lush trees surrounding the water. Sunlight casts shadows on the deck's surface, creating a tranquil outdoor space.

Cottage in Shipshewana

4.86 out of 5 average rating, 78 reviews

Best sunsets from new covered deck

A fire pit is surrounded by seating, illuminating the area with a warm glow as the sun sets over Atwood Lake. Silhouettes of trees frame the scene, while boats are docked nearby, creating a serene waterfront ambiance at dusk.

Cottage in Wolcottville

4.98 out of 5 average rating, 65 reviews

Cozy lakefront cottage in the ❤️ of Amish country!

Top guest favorite

An inviting outdoor deck is illuminated by string lights in the evening. Comfortable seating, including four chairs and a propane fire pit, is arranged for relaxation. The lake view is visible through the railing, enhancing the serene atmosphere.

Cottage in Orland

5 out of 5 average rating, 29 reviews

Cozy cottage on peaceful lake

Cottage rentals with a hot tub

Top guest favorite

A serene view of Long Lake showcases calm waters and a gentle shoreline. Two large trees provide shade over the lush green lawn, where a stairway leads to the water's edge. Docks and boats can be seen in the distance, enhancing the peaceful lakeside setting.

Cottage in Burr Oak

5 out of 5 average rating, 60 reviews

Lakefront Home On All-sports Long Lake

A comfortable living area features a light-colored sofa, a decorative chair, and a round area rug. A wall-mounted TV and an electric fireplace are visible. Natural light streams in through a window, and a door leads outside, enhancing the inviting ambiance.

Cottage in Syracuse

4.97 out of 5 average rating, 34 reviews

Waterfront Syracuse Home w/ Patio & Fire Pit!

A serene lakeside view captures the cottage set among trees. The floating dock is visible in the foreground, with a pontoon and kayaks nearby. Soft lighting enhances the cottage’s exterior, reflecting off the calm water, creating a peaceful atmosphere for relaxation.

Cottage in Three Rivers

4.97 out of 5 average rating, 88 reviews

A hideaway retreat on a private lake for relaxing.

A cozy outdoor seating area is illuminated by soft string lights. Comfortable seating is arranged around a circular fire pit. A protective canopy stretches overhead, providing shade, while a wooden fence encloses the space, enhancing privacy.

Cottage in Colon

NEW Cottage at Pine Grove Colon, MI Lake, Hot Tub

A hot tub is seen with its cover partially removed, revealing bubbling water inside. The tub is surrounded by beige siding, providing a private and serene atmosphere. Controls are located on the side, and jets are visible at one end.

Cottage in Montpelier

5 out of 5 average rating, 9 reviews

|HOT TUB|Private Lake Access|Steps to the Lake|

Pet-friendly cottage rentals

Top guest favorite

The cottage exterior showcases a welcoming front deck with a railing and steps leading to the entrance. A flag is displayed, and outdoor seating is visible on the deck. Surrounding greenery enhances the natural setting of the cozy home.

Cottage in Fremont

4.85 out of 5 average rating, 46 reviews

The Hilltop Hideaway on Little Long Lake

A mid-century modern cottage is shown with a screened porch and a solid door. Surrounding greenery provides natural shade. A gravel pathway leads to the entrance, while a small shed is visible to the side.

Cottage in Coldwater

4.86 out of 5 average rating, 58 reviews

Sam's Place

Cottage in Coldwater

5 out of 5 average rating, 3 reviews

Charming Lakefront Cottage

The cottage exterior showcases a welcoming, single-story structure with a navy blue siding. A well-maintained front yard features a gravel driveway and several green patches. White trim outlines the entrance and windows, enhancing the inviting look of the home.

Cottage in Churubusco

4.95 out of 5 average rating, 57 reviews

Blue Lake Cozy Cottage

A light-filled living area features a gray sectional sofa and matching armchair, surrounded by large windows offering views of the outdoors. Two coffee tables are placed between the seating, adorned with decorative items. A colorful artwork hangs on the wall, enhancing the serene ambiance.

Cottage in Angola

4.91 out of 5 average rating, 43 reviews

Cozy Crooked Lake Cottage

A well-maintained yard features pink Adirondack chairs arranged around a circular stone fire pit. The space is bordered by green foliage and a partial wooden fence, creating a serene atmosphere suitable for relaxation and outdoor gatherings.

Cottage in Albion

4.88 out of 5 average rating, 33 reviews

Cottage on Big Lake! Private Channel Dock!

A serene sunset casts a warm glow over a calm lake, reflecting vibrant hues of orange and pink. A white dock extends into the water, providing access for boating and fishing, while silhouettes of trees outline the distant shore.

Cottage in Coldwater

4.77 out of 5 average rating, 60 reviews

Charming Cottage on Morrison Lake!

A serene lakeside view is captured with a fishing pier extending into the misty water. Lush green grass surrounds a circular fire pit, while a flag gently waves nearby. The landscape is framed by trees and a hazy morning sky.

Cottage in Columbia City

4.75 out of 5 average rating, 16 reviews

This two bedroom Lake Home is magical !

Destinations to explore