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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Guest favourite
Chalet in Harbor Springs
4.97 out of 5 average rating, 191 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 comfortable living area overlooks Crooked Lake through expansive glass doors. A sectional couch and a recliner provide ample seating, while a glass coffee table sits in the center. Natural light creates a warm ambiance, complemented by soft interior colors.
Condo in Harbor Springs
4.95 out of 5 average rating, 154 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.

Guest favourite
Home in Boyne City
4.94 out of 5 average rating, 135 reviews

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.

Top Guest favourite
Home in Cheboygan
4.99 out of 5 average rating, 105 reviews

Beachfront, Hot Tub, Kayaks, Mackinaw Bridge Views

Wake up to the sound of waves breaking on your beach, and spend your days swimming and kayaking on Lake Huron. Peaceful and quiet, and only 10 minutes from Mackinaw City. End your days around a campfire on the beach, soaking in the hot tub watching the sunset over Lake Huron… maybe even catch the Northern Lights dancing over Lake Huron. This isn’t just a place to stay, it’s a beautiful place to relax, reconnect and enjoy a true Up North experience. We call it Heaven on Huron, you will, too.

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
4.96 out of 5 average rating, 121 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!

Top Guest favourite
Cabin in Cheboygan
4.91 out of 5 average rating, 213 reviews

Waterfront on Lake Huron- NEW Kitchen & Bathroom

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!

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, 236 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, 380 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, 227 reviews

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!

Top Guest favourite
Tiny home in Boyne Falls
4.98 out of 5 average rating, 221 reviews

Tiny home/Bonfire/Beaches/Boyne Mountain/Farmland

Minutes from Boyne Mountain Resort, Grandma Jo’s Farm is your perfect Up North escape—where cozy farmhouse charm meets wide-open space and simple living. The tiny house sits on 13 acres of family farmland, and all 310 square feet offers everything you need to slow down, unwind, and enjoy Northern Michigan year-round. Whether you’re skiing, golfing, biking, hiking, or exploring nearby beaches, you will be centrally located to maximize experiences in Northern Michigan!

Guest favourite
Campervan/RV in Wolverine
4.91 out of 5 average rating, 107 reviews

Modern Vintage Airstream "Cabin": One of a Kind !

Escape to the picturesque beauty of Northern Michigan and indulge in a truly unique experience by booking our Vintage Modern Airstream Cabin today. Immerse yourself in the perfect blend of vintage charm and modern luxury while exploring everything this breathtaking region has to offer. With its stunning landscapes, vibrant culture, and a plethora of outdoor activities, Northern Michigan promises an unforgettable adventure for all.

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
4.97 out of 5 average rating, 507 reviews

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!

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