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Family-friendly vacation rentals in Crooked Lake

Find and book unique family-friendly homes on Airbnb

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 favorite
Chalet in Harbor Springs
4.97 out of 5 average rating, 178 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 favorite
The kitchen features modern white cabinetry and updated whirlpool appliances. A wooden dining table with blue placemats is positioned in the foreground, complemented by white chairs. Bright light is provided by overhead fixtures and a nearby window, contributing to an inviting atmosphere.
Apartment in Harbor Springs
4.94 out of 5 average rating, 137 reviews

Lake Street Retreat - In town Harbor Springs

This Lake Street apartment is a one of a kind. The apartment is partially above commercial businesses, including your host, The Harbor Barber (no chemical services offered - so no funky odors from below). This space was 100% improved in 2021. The property is a short walk/bike-ride from the bike path, and iconic downtown Harbor Springs, the Lyric theatre, a dog beach, a bathing beach and so much more. Your host freely shares his knowledge of the history and current events happening around town.

Guest favorite
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, 107 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 favorite
A serene beach area is presented with several lounge chairs arranged along a sandy shore, facing a calm lake. A solitary tree provides shade, while gentle waves ripple in the distance under a clear sky.
Condo in Petoskey
4.87 out of 5 average rating, 174 reviews

Rare Beachfront Condo on Pvt Round Lake Petoskey

Relax on the deck or sandy beach just footsteps from your door, at desirable Lakeside Condo's, on beautiful/private Round Lake. This comfortable studio condo location offers loads of nearby summer, (3.5 Miles to Nubs and Boyne Highlands Ski Resorts) and colorful autumn and snowy events, shopping and area attractions in Petoskey, Harbor Springs and Charlevoix. Just a 5 minute walk to the fabulous Toski Sands market for your food and beverage needs. Enjoy the indoor pool and hot tub year round.

Top guest favorite
A serene view from the balcony showcases Crooked Lake, reflecting soft hues of blue and orange as the sun sets. Silhouetted ducks can be seen swimming in the calm water, while the shoreline is lined with a mix of sand and snow.
Condo in Petoskey
4.96 out of 5 average rating, 191 reviews

Cozy Lakefront + Fireplace near Boyne & Nubs Nob

Ski Season Special: More space, more comfort, & better value than slopeside hotels, just minutes from Boyne Highlands and Nubs Nob. Northern Michigan is getting buried in snow this year, & Loons’ Nest Landing is the perfect home base to enjoy it. This cozy, lakefront condo is just minutes from Boyne Highlands, Nubs Nob, and charming downtown Petoskey & Harbor Springs. Whether you're here to ski, snowshoe, or unwind by the fire, you'll find everything you need for a relaxing winter escape.

Top guest favorite
The living area features a cozy sofa placed near a fireplace, with a large window allowing natural light to fill the space. A dining table with wooden chairs is positioned in the foreground, complemented by decorative artwork on the walls.
Condo in Harbor Springs
4.9 out of 5 average rating, 103 reviews

Relaxing Getaway in Harbor Springs!

Located in Harbor Springs, the perfect year-round getaway in Northern Michigan awaits. Tucked away in a peaceful location, Trout Creek condos are on 150 acres with many amenities for all to enjoy! Indoor & outdoor pools, tennis courts, gym, hiking trails and more! Enjoy area golf courses, ski hills, lakefront & restaurants. -Located next to Nubs Nob and The Highlands -Complimentary shuttle to Nubs Nob (weekends) -Close to Harbor Springs & Petoskey - Mackinac Island Bridge (30 miles)

Guest favorite
The cabin features a modern A-frame structure with a striking blue roof and large glass windows. Surrounded by lush greenery, a gravel patio is designed with comfortable seating and subtle outdoor lighting. Tall trees provide privacy in the tranquil outdoor setting.
Cabin in Elmira
4.95 out of 5 average rating, 226 reviews

The Bear Cub Aframe

We have a beautiful built 1000 sq ft Aframe! Recently installed a 100 inch theater system in the livingroom! Cabin is in Lakes of the North, which offers a perfect getaway for the outdoorsman. Side by Side trails! We offer 2 kayaks to use (must transport) cornhole boards & bags, trail riding your UTV/ORV, hiking, rafting at Jordan Valley Outfitter, snowmobiling. & many fine dining restaurants, several ski resorts and short day trips! Additionally, a 90 jet hottub for ultimate relaxation!

Top guest favorite
The living area is furnished with a cozy sofa and an armchair, complemented by a light-toned coffee table. A Roku TV is positioned on a wooden stand, while light streams in through glass doors that lead to the exterior. Colorful wall decor adds a touch of charm.
Apartment in Walloon Lake
4.92 out of 5 average rating, 330 reviews

Cozy Nest Near Skiing

Great vacation spot! This cozy eclectic apartment is a three-minute walk from the charming village of Walloon Lake with its shopping, beach, and restaurants. This space comes with a full kitchen and work space. Situated on a quiet street. It is an ideal spot for two, however, there is a sleeper in the living room to accommodate two little ones. Our apartment is 12 minutes to Petoskey's gas light district, Boyne Mountain's skiing/waterpark, or Boyne City's popular farmer's market.

Top guest favorite
A welcoming living area features a comfortable brown leather sofa paired with a cozy armchair. A wooden coffee table sits in front, and a flat-screen TV is mounted on the wall. Natural light enters through a window, enhancing the simplicity of the space.
Guest suite in Harbor Springs
4.99 out of 5 average rating, 175 reviews

Private 2BR Loft in Harbor Springs

Comfortable pet friendly upper loft located minutes from downtown Harbor Springs (6.6 mi). Notable attractions include: • Nubs Nob (6.4 mi) • Tunnel of Trees (6.7 mi) • The Highlands (7 mi) • Snowmobile trails (0.5 mi) • Easy access to many area mountain bike trails • Petoskey State Park (11.3 mi) • Pellston Airport (14 mi) • Inland Waterway Burt Lake (14.8 mi) • Mackinac Bridge (30 mi) Owner is on site in the main house, but you will enjoy your own private entrance and space.

Top guest favorite
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, 353 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 favorite
A cozy guest cottage is positioned near the water, with a welcoming porch featuring two red chairs. Surrounded by lush greenery, the structure presents a charming view from across the lake, inviting relaxation and a sense of tranquility.
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!

Top guest favorite
A cozy fire pit area is nestled among ferns, surrounded by large rocks. Two chairs are positioned near the fire, with a view of a wooden deck nestled in the trees above. The natural surroundings create a serene atmosphere for outdoor gatherings.
Camper/RV in Indian River
4.98 out of 5 average rating, 154 reviews

Valley View Vacation Rental

Welcome to our charming vacation rental nestled in the heart of Northern Michigan's wilderness. With a breathtaking valley view, our secluded oasis offers the perfect retreat from the hustle and bustle of everyday life. Tucked away in the woods, this mini home away from home provides a cozy sanctuary with modern comforts and rustic charm. Experience the tranquility of nature and the comforts of home at our Valley View retreat-your perfect escape awaits!

Popular amenities for Crooked Lake family-friendly rentals