Family-friendly holiday rentals in Crooked Lake

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Top-rated family-friendly rentals in Crooked Lake

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
Chalet in Harbor Springs
4.97 out of 5 average rating, 181 reviews

Cozy Aframe on Tunnel of Trees Harbor Springs

Cozy A-frame perfectly located minutes from downtown Harbor Springs. Nestled in the trees across from a nature preserve so you get that “cabin-in-the-woods” feel while being close to everything the area has to offer. Perfect homebase for “Up North” adventuring: •5 min from downtown Harbor Springs •20 min from Petoskey •40 min to Mackinaw •10 min to Nubs Nob/Highlands •5 min to Tunnel of Trees M-119 Home Features: •2 bdrms w queen beds •Indoor & Outdoor firepit •Stocked kitchen •Front/back deck

Top guest favourite
A tranquil lakeside view reveals boats docked along a wooden pier, reflecting against calm waters. A vibrant sky filled with clouds and the soft glow of the setting sun casts a serene atmosphere over Crooked Lake.
Apartment in Harbor Springs
4.95 out of 5 average rating, 148 reviews

Centrally Located Lakefront Condo-Beach & Fishing

Your Summer Special Place: location, expansive lake views from your private balcony, great value. Northern Michigan is beautiful in the summer and Lakeside Lookout is the perfect home base to enjoy it. You're minutes from the Gaslight District of Petoskey, the elegance of Harbor Springs, Lake Michigan sandy beach, and a scenic 30 miles from Mackinaw City for the Mackinac Island ferry. Kayak, hike or bike the North Western State Trail, or sip wine lakeside in the courtyard or private balcony.

Top guest favourite
The exterior of the cabin showcases a rustic stone chimney alongside wooden siding. A deck area features a table with an umbrella and a BBQ grill. Surrounding trees provide a natural backdrop, while large windows offer views into the inviting interior.
Cabin in Harbor Springs
4.97 out of 5 average rating, 112 reviews

Little Moose Lodge overlooking Lake MI

Breathe in the tranquility that only comes from being surrounded by nature. With Lake Michigan in front and woods in back you get the best of both worlds during your stay at Little Moose Cabin. We are located on M119, the historic "Tunnel of Trees" highway less than 20 mins from Harbor Springs, The Highlands Resort, Nubs Nob Resort, and 45 minutes from Mackinaw Bridge. This classic 2 -bedroom 1 bath cabin has a woodstove, outdoor firepit, BBQ grill, and access to a private beach on Lake Mi.

Top guest favourite
The exterior of a modern cabin is showcased, featuring a wooden façade with a dark metal roof. A single, black front door is framed by two windows. A small wooden porch leads to the entrance, enhanced by decorative rocks and greenery on either side.
Cabin in Petoskey
4.95 out of 5 average rating, 110 reviews

Hidden Acres- Austur Cabin- Close to town- Hot Tub

Enjoy the modern, 2-bed, 2-bath Austur cabin! Ideal for family and friends, this stylish retreat offers luxe comforts with rustic charm and can be rented with an identical cabin next door. Serene bedrooms and small sleeping lofts with soft linens and plush pillows, a fully equipped kitchen, cozy living area, large covered porch, a fire pit by the woods, and an EV charger. Minutes from downtown Petoskey and all it has to offer, but in a peaceful and quiet setting! No annoying checkout list!

Guest favourite
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.
Home in Petoskey
4.98 out of 5 average rating, 128 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!

Guest favourite
Cabin in Wolverine
4.93 out of 5 average rating, 266 reviews

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.

Top guest favourite
A charming log cabin is surrounded by vibrant autumn foliage, with colorful leaves scattered across the manicured lawn. A stone pathway leads towards the entrance, framed by a beautiful garden featuring blooming flowers amidst the rustic wood exterior.
Cabin in East Jordan
5 out of 5 average rating, 224 reviews

Cheerful Six Mile Lake Log Cabin.

Enjoy the coziness of a bygone era while staying in this 1940s quaint, storybook log cabin. The Hawks Nest has been lovingly restored to its original glory while having all the modern-day amenities woven through its clean 380 sq. ft. space. Retreat to the spacious covered porch to relax and view the acre-and-half property leading down to 100ft of 6Mile Lake frontage. Star gaze while relaxing in the comfortable, Amish-built gilding chairs around the spacious, paver fire pit area .

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
5 out of 5 average rating, 355 reviews

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.

Top guest favourite
Cottage in Petoskey
4.95 out of 5 average rating, 223 reviews

Charming Lakefront Guest Cottage

Charming, cozy guest cottage located on Crooked Lake just steps away from the water. Detached guest cottage with private entrance in a quiet location. Perfect for couples. Light & sunny interior with vaulted ceiling and beautiful lake views. One bedroom with queen bed. Conveniently located between Petoskey & Harbor Springs with great dining & shopping. Close to ski resorts. Enjoy a Northern Michigan summer, come for the amazing fall colors, or enjoy a cozy winter ski weekend!

Guest favourite
An A-frame cabin is nestled among lush greenery, showcasing large windows that invite natural light. A wooden staircase leads to the entrance, framed by a wooden deck. A bicycle rests against the cabin, complementing the serene outdoor environment.
Cabin in Harbor Springs
4.9 out of 5 average rating, 371 reviews

Disconnect at our Ski Chalet in Nubs Nob

Newly remodeled A Frame Cabin in the woods of Hidden Hamlet in Harbor Springs, Michigan. Located in the little neighborhood at the base of Nubs Nob Ski Resort, this is a peaceful and quiet neighborhood surrounded by beautiful trees. Currently we are renting this as an open bedroom loft with a queen bed. There is also a pull out sofa sleeper on the main floor, but you know the comfort level of those... Check us out on Instagram @potters_cottage

Top guest favourite
A serene view of Little Traverse Bay is visible, showcasing calm blue waters and a distant shoreline with tree-covered hills. The foreground includes a mix of greenery, including trees and shrubs, creating a natural frame for the expansive water vista.
Flat in Petoskey
5 out of 5 average rating, 220 reviews

Water view Getaway, steps to Downtown Petoskey

Attractive second story guest suite in downtown Petoskey. The property owner lives on the first level. It is conveniently located within walking distance to the gaslight district and Petoskey’s finest shopping and dining. It is also just steps away from the breakwall, Bayfront Park and Little Traverse Wheelway. Weather permitting in spring and summer you can also enjoy the views of Little Traverse Bay from a private upper level deck.

Top 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
4.96 out of 5 average rating, 159 reviews

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.

Popular amenities for Crooked Lake family-friendly rentals