Cottage vacation rentals in Crooked Lake

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Top-rated cottage rentals in Crooked Lake

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Guest favorite

Cottage

4.76 out of 5 average rating, 206 reviews

Stone Lake Cottage Middlebury IN Boat Fish getaway

Located on beautiful Stone lake in Middlebury, IN. Crafts Amish antique auction fish swim lake relaxing. Please bring bedding, towels, and personals/toiletries. 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, washer/dryer, dishwasher, toys for swimming, fishing, and 5 miles from Shipshewana/Middlebury. Min primary guest age is 21.

Guest favorite

Cottage

4.94 out of 5 average rating, 192 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.

Guest favorite

Cottage

4.97 out of 5 average rating, 211 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!

Guest favorite

Cottage

4.96 out of 5 average rating, 598 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 a two of 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.

Guest favorite

Cottage

4.94 out of 5 average rating, 321 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.

Superhost

Cottage

4.79 out of 5 average rating, 158 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.

Guest favorite

Cottage

4.9 out of 5 average rating, 173 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.

Guest favorite

Cottage

4.96 out of 5 average rating, 137 reviews

The Cottage at The Mill District

Relax and unwind at our peaceful cottage at The Mill District. You will love the views out of the floor to ceiling windows. Everything inside and outside the cottage was recently remodeled including a brand new bathroom. You and your guests will love the well manicured property. Feel free to explore the grounds and bring your photographer (No sitting fee for guests). Sip a coffee and shop in our on-site boutique store (by appointment). Peaceful location located next to clear lake.

Guest favorite

Cottage

4.98 out of 5 average rating, 123 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.

Guest favorite

Cottage

4.95 out of 5 average rating, 108 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.

Guest favorite

Cottage

4.95 out of 5 average rating, 129 reviews

Sunny channel front cottage on Lake Wawasee

Huge open concept with plenty of light. Take a .23 mile walk to our private beach, lounge by the pier, or rent a boat and head to the best sand bar in the Midwest. Lake Wawasee is the largest natural lake in Indiana. It offers great skiing and fishing, 3 restaurants you can enjoy by boat and the best sunrise/sunset boat cruises you can imagine. The house is only 5 minutes from either Syracuse or North Webster to check out the local shopping boutiques and farmers markets.

Guest favorite

Cottage

4.98 out of 5 average rating, 109 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.