House holiday rentals in Crooked Lake

4.99 out of 5 average rating, 108 reviews

Home in Cheboygan

Lake Huron Beach: Hot Tub, Kayaks & Amazing Views

Welcome to your peaceful Lake Huron beachfront getaway, only 10 minutes from Mackinaw City. The perfect 4 seasons basecamp for exploring Northern Michigan and the Upper Peninsula. Wake up to waves breaking on your beach and amazing sunrises over Lake Huron. End your days around a beach campfire watching the sunset over Lake Huron or stargazing from the hot tub…maybe even catch the Northern Lights. Tahquamenon Falls and Pictured Rocks are easy day trips from here. We call it Heaven on Huron.

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A cozy living area features a gray sofa and a light-toned armchair arranged around a wooden coffee table. A modern fireplace is set into a gray stone wall, while large windows offer views of the lake. Natural light fills the space, enhanced by exposed wooden beams overhead.

5.0 out of 5 average rating, 30 reviews

Crooked Lake Cove: A Peaceful Lakefront Getaway

Welcome to your serene getaway on the shores of Crooked Lake in Petoskey, MI. This cozy retreat offers 3 bedrooms, a fully equipped kitchen, and a spacious deck with breathtaking lake views. Spend your days boating, swimming, fishing, or kayaking with direct lake access and unwind by the fire pit in the evenings. Located close to downtown Petoskey and Harbor Springs, you’ll enjoy shopping, local dining, scenic trails, and year-round activities. Crooked Lake Cove is your ultimate lakeside escape!

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4.92 out of 5 average rating, 131 reviews

Home in Harbor Springs

The Nature Retreat - NEW hot tub & piano

A unique experience for people who appreciate the simple things of life - like nature, a good book and music. Located in a peaceful neighborhood near the Tunnel of Trees, Pond Hill Farm, downtown Harbor Springs, 8 minutes to Boyne Highlands and other top northern Michigan attractions. LUXARY HOT TUB INSTALLED JULY 2025. Upright piano and ukulele. House = approx. 2,800 sq. ft. You must let us know if you would like to bring 1 dog or an 8th person. Guests must be comfortable with stairs.

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4.94 out of 5 average rating, 138 reviews

Home in Boyne City

Lakefront With Game Room! Near Boyne Mtn

Live your best life on Lake Charlevoix when you stay at The Boyne Lake House! With 125 ft. of lakefront, you'll enjoy a magnificent view and lake access. Easily walk or bike to town, beaches, shops, plus just 6 miles to Boyne Mountain, Sky Bridge, golfing, and more! Heated by a whole house furnace. Plus, central air! Enjoy a game room with family games and a docking station for your Nintendo Switch. Plus, ample free parking! You may share driveway and dock with guests in adjacent cabin.

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4.88 out of 5 average rating, 100 reviews

A cozy seating area features a spacious brown sectional sofa adorned with decorative pillows in shades of blue and white. A small white coffee table sits in front, complemented by a light-colored lamp on a white side table. Natural light floods the space through large windows, highlighting the fresh decor.

Home in Alanson

The Hideaway of Crooked Lake

Looking for the perfect Northern Michigan escape? Be sure to check out this cozy cottage nestled on a private drive just steps away from Crooked Lake. Enjoy the uniqueness of an old, charming cottage along with some modern conveniences that will make your stay more comfortable. Located minutes away from Petoskey and Harbor Springs, heading out and exploring Northern Michigan could not be easier. Or stay at the cottage for kayaking, shared lake access, bike path, and local marina rentals.

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Superhost

The exterior of the home features a light-colored facade with green shutters, surrounded by lush greenery and trees. A welcoming staircase leads to a front entrance, which is adorned with an American flag. The front yard is spacious, with well-maintained grass and landscaping.

Home in Harbor Springs

4.94 out of 5 average rating, 102 reviews

Cozy retreat near local resorts, skiing/golf

Located just two minutes away from The Highlands and Nubs Nob ski/golf resorts, and only ten minutes away from the beautiful downtown shopping districts of both Harbor Springs and Petoskey, this charming Northern Michigan getaway is fully stocked for your vacation! This home away from home is fully outfitted to make your stay as comfortable as possible. We have also taken great care to ensure that it is one of the cleanest and tidiest homes available to you. Thank you for your consideration!

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Superhost

A cozy living area features a plush brown sofa paired with two white armchairs and a wooden coffee table. A wall-mounted television is visible, along with light-colored wall paneling and decorative elements. The open kitchen area can be seen in the background, creating an inviting space.

4.91 out of 5 average rating, 100 reviews

Woody’s Place on the Bike Path

Newly renovated and centrally located between Petoskey and Harbor Springs. Situated on the famed M-119, and the Little Traverse Wheelway, a bike path connecting Harbor Springs to Charlevoix. Featuring 3 private (queen) bedrooms and a 4th open sleeping loft with two twin XL built-ins. Classic northern Michigan aesthetic with all the amenities you could want while you’re away. Walk to nearby Petoskey Brewery or grab supplies for Petoskey State Park beach at Toski Sands. Your trip starts here!

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4.99 out of 5 average rating, 121 reviews

Home in Bellaire

The A-Frame at Finch Creek - Secluded w/ Hot Tub

Welcome to the A-frame at Finch Creek. A one-of-a-kind Northern Michigan getaway overlooking Finch Creek and completely surrounded by the Grass River Natural Area. We renovated this 1970s cabin from the ground up and designed it to feel open and connected to the landscape. With 20-foot vaulted ceilings, massive picture windows, a fireplace to curl up next to, and just minutes from some of the most stunning lakes in the state, it’s the perfect home base for exploring or doing nothing at all.

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A stylish living area features a large flatscreen television displaying a serene landscape of a lake and trees. Decorative wall elements include a wooden map of the USA and framed artwork. A well-groomed dog sits on the floor beside potted plants and wall-mounted shelves.

4.98 out of 5 average rating, 138 reviews

Trendy Home 1 Mile From Downtown Petoskey

Enjoy this trendy and newly remodeled home only one mile from downtown Petoskey! With a large fenced in backyard overlooking a field and wooded area, you can feel like you are out in the countryside of Northern Michigan but conveniently located near downtown shops, restaurants and bars. Also very close to many of the local wineries in the Petoskey area. This home is only a few minute drive to Lake Michigan and other surrounding inland lakes. This is a perfect place to experience Up North!

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4.99 out of 5 average rating, 125 reviews

A designated outdoor seating area is featured, surrounded by stones and bordered by lush greenery. White Adirondack chairs are arranged to provide views of the lake, with the water meeting a clear blue sky in the background.

Home in Cheboygan

Lake Huron Escape | Hot Tub, Fire Pit & Sunsets

Fall weekends are open for a peaceful Lake Huron Escape. Wake up to Lake Huron just steps from your door. Spend your days exploring northern Michigan, then return for hot tub evenings, fires by the water, and sunsets along the shoreline. Whether you’re planning a quiet September getaway or a cozy October weekend, Huron Helm was designed for peaceful waterfront escapes. Perfect for: • Couples getaways • Family trips • Small groups looking for a quiet Lake Huron stay

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An outdoor deck features a spacious hot tub beside a cushioned sectional and a dining area with multiple chairs. The surrounding yard is lush and green, with a firepit area visible in the background, creating a welcoming space for relaxation and gatherings.

4.99 out of 5 average rating, 154 reviews

Hot tub+Firepit+Game Room+Sleeps 14

Welcome to Sun and Ski Retreat! Visit our spacious 3+bedroom 2.5-bathroom vacation home near Walloon Lake in Petoskey, Michigan. Nestled in a tranquil setting surrounded by tall trees. The home boasts a custom designed kitchen, plenty of room for groups, featuring a large patio and yard, a hot tub, fire-pit and game room for kids and adults alike! We look forward to welcoming our guests and strive to create an unforgettable Up North experience!

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