Family-friendly holiday rentals in Crooked Lake

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Top-rated family-friendly rentals in Crooked Lake

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Top Guest favourite
Home in Cheboygan

Beachfront | Hot Tub, Fireplaces | Amazing Views

Welcome to Heaven on Huron, 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 amazing sunrises over Lake Huron and views of the Mackinaw Bridge from the beach. End your days around a beach campfire watching the sunset over Lake Huron or stargazing from the hot tub…maybe even see the Northern Lights. Tahquamenon Falls & Pictured Rocks are easy day trips from here.

4.99 out of 5 average rating, 110 reviews
Guest favourite
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.

4.88 out of 5 average rating, 100 reviews
Guest favourite
A spacious multi-level condo is nestled among the trees, featuring large windows that provide ample natural light. A wooden deck extends from the main structure, furnished with chairs for outdoor relaxation. The design reflects a modern aesthetic, blending harmoniously with the surrounding nature.
Condo in Harbor Springs

Coveside Retreat: Beach, Pools, Hiking, Skiing

This large, end-unit 5-bedroom, 3 bath condo is great for large families or gatherings of friends at Harbor Cove. Tucked into the woods with nature trails to hike, sandy lake Michigan shoreline and indoor/outdoor pools. Close to golf courses and wineries. 5 miles from Boyne Highlands and Nubs Nob, for winter enthusiasts who enjoy skiing and snowboarding. A short drive, or bike ride to downtown Harbor Springs and Petoskey for dining, movies and shopping. Note this is not a party house!

4.88 out of 5 average rating, 130 reviews
Guest favourite
Cabin in Cheboygan

Lake Huron Waterfront Cottage | Cozy Getaway

Escape to this charming Lake Huron cabin with 120 feet of private frontage! Enjoy stunning sunrises, freighter views, and cozy nights by the fire pit. Fast WiFi keeps you connected, while the lakefront tranquility offers the perfect retreat. Inside, you’ll find a newly remodeled kitchen and bathroom. We’ve also included coffee pods, laundry detergent, and dryer sheets so you can feel right at home. Whether you're here to relax or explore, unforgettable moments await. Book your stay today!

4.92 out of 5 average rating, 226 reviews
Guest favourite
Cabin in Wolverine

Elkhorn Cabin:Ultra Cozy Experience: New King Bed

The Elkhorn Log Cabin, located in the scenic town of Wolverine, Michigan, has undergone a meticulous restoration to create an ambiance of warmth and charm. The restoration process involved the careful use of locally sourced, reclaimed woods and materials, resulting in a rustic yet refined atmosphere. The strategically placed windows provide stunning views of the surrounding forest and encourage natural airflow. In my opinion there is not many places that surpass this idyllic location.

4.92 out of 5 average rating, 298 reviews
Top Guest favourite
A cabin is nestled among lush green trees, featuring a sloped roof and a combination of wood and green siding. Large windows allow natural light to illuminate the interior. Surrounding foliage creates a serene and private atmosphere.
Cabin in Harbor Springs

The Rhubarbary Ruins - with an outdoor sauna

We have just added an outdoor sauna to this fabulous cabin in the woods behind our house. Although there is only 1 proper bedroom there is a sleeping loft with a queen size bed and window overlooking the hardwood forest. We also have a pull-out couch. Guests have complete privacy and everything provided for a comfortable stay This is a cabin with peaceful relaxation in mind....no loud parties or anything of that nature. Come and enjoy northern Michigan's beauty in all seasons.

5.0 out of 5 average rating, 398 reviews
Top Guest favourite
Cottage in Petoskey

Charming Lakefront Guest Cottage

Charming, cozy guest cottage located on Crooked Lake just steps away from the water. Slow down, watch the sunrise, enjoy cool breezes off the lake and listen to the loons. Detached guest cottage with private entrance in a quiet location. Perfect for couples. Light & sunny interior w/beautiful lake views. Located between Petoskey & Harbor Springs with great dining & shopping. Enjoy a Northern Michigan summer, come for the amazing fall colors, or enjoy a cozy winter ski weekend!

4.95 out of 5 average rating, 235 reviews
Top Guest favourite
Tiny home in Boyne Falls

Tiny Home* 5 Min to Boyne Mtn. *Sky Bridge*BonFire

Escape to 13 peaceful acres just 5 minutes from Boyne Mountain. This 310 square foot tiny home sleeps up to 5 and offers a quiet farm setting while keeping you close to Boyne City, Petoskey, skiing, golf, beaches and trails. We're excited to share our land with more than a century of family history- and the serene Northern Michigan life we love- with you. Please note that due to the ladder-access loft and design of the tiny home, we welcome children ages 5 and older.

4.98 out of 5 average rating, 243 reviews
Top Guest favourite
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

4.99 out of 5 average rating, 130 reviews
Top Guest favourite
An open living space features a comfortable dark gray sectional sofa and a plush area rug. Large windows provide natural light, and a dining table with wooden chairs is visible in the background. Custom shelving displays elegant dinnerware and decor.
Home in Charlevoix

Welcome home to PENNY Cottage CVX! Renovated + A/C

Welcome to the updated Penny Cottage! Spacious in-town Charlevoix home. Thoughtfully designed interior with elevated materials and custom pieces throughout. The perfect spot to relax after a day of adventuring. 3 bed, 2 bath home with fully equipped kitchen & BBQ grill. A few blocks walk to Lake Michigan beaches or 1 minute car ride. Central A/C, Wi-Fi, Roku TV, books, games, puzzles and toys. Towels & linens provided. STR License: 270-175-00

4.98 out of 5 average rating, 309 reviews
Top Guest favourite
An A-frame cabin with a dark exterior and large windows is surrounded by greenery. In front, four black chairs are positioned around a fire pit made of stones. A wooden barrel heated sauna stands nearby on a platform, adding a unique element to the outdoor space.
Cabin in Indian River

Sauna, Aframe Riverside Cabin on Sturgeon River

When you stay with us you'll step into the magic of Fernside, our beloved A-Frame retreat on the Sturgeon River in Indian River, Michigan. Imagine yourself waking up to warm sunlight and the soothing melody of the river. It's not just a getaway; it's your ticket to pure serenity and excitement. Fernside is where every moment feels like an adventure waiting to unfold. We can't wait for you to experience the joy of this cozy haven!

4.97 out of 5 average rating, 524 reviews
Guest favourite
A charming cottage is surrounded by lush greenery, featuring large windows that invite natural light. A spacious screened porch extends from the side, providing a seamless connection to the outdoors. The peaceful setting is enhanced by mature trees, creating a tranquil atmosphere.
Cottage in Harbor Springs

Idyl Daes Cottage

Idyl Daes Cottage was built in the 1950s on the Tunnel of Trees Scenic Heritage Route which follows Lake Michigan’s stunning shoreline to Cross Village. It is located two miles from downtown Harbor Springs and is close to a number of spectacular beaches and hiking trails. The large field stone fireplace is perfect for cool evenings and the spacious screened porch is ideal for relaxing summer evenings with lake breezes.

4.95 out of 5 average rating, 173 reviews

Popular amenities for Crooked Lake family-friendly rentals