
Family-friendly holiday 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.

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

Waterfront Cottage with Covered Boat Slip
We offer a covered boat slip. Peaceful & secluded, yet walking distance from town. Full kitchen w/dishwasher, Keurig, W& D. Please note that this is a place for those that love outdoors & has no air conditioning, wi-fi or cable. Verizon & AT&T in area. Fire pit outside. We are pet friendly but we've had a few instances that have resulted in us having to adopt a pet policy & pet fee. We charge $25/night, per pet, max of $250. Upon booking, call us & we will send policy form & collect payment.

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.

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!

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!

Harbor Springs Farm Apartment
A recently remodeled lower level apartment on a farm in Harbor Springs. Located just miles from downtown, Lake Michigan, world class skiing and golf, biking and hiking trails, this is the perfect home base for any adventure. Enjoy breathtaking views of the sunrises and sunsets on the farm out the panoramic windows. We do live upstairs and you will be able to hear us through the floors. The entire apartment is private, with your own driveway, entrance, kitchen, bathroom, and living space.

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.

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!

The Granary Northport . Rustic Modern Seclusion
Voted one of the top 85 Airbnbs by Conde Nast Traveler. The Granary is a lovingly restored two bed + one bath cabin located on 12 wooded acres with a secluded Lake Michigan beach nearby. A short drive to town will give you access to restaurants, groceries, breweries and wineries. Dogs are welcome! Please message us to discuss bringing more than 1. Absolutely no cats or other pets are allowed. We do not have a TV, but we do have fiber optic high speed internet.

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

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!

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
Family-friendly home rentals with a hot tub

Skiing/Pool/Hot Tub/Sauna/Resort/Pet-friend

Nature Trail Tranquility Lodge, Mackinaw City

Cute Cabin! Walloon Lake! Hot Tub! Beach! Pets!

Big Lake Cabin W Hot Tub/ Kayaks/PngPong/Cable/HBO

Modern Cabin w/ Mtn Views, Hot Tub & Game Room

Sunrise Sunsation | Hot Tub • Kayak • Trails • Ski

*Sunrise Vista*Lakefront/Dock/Kayaks/Hot Tub/Games

Hot tub+Firepit+Game Room+Sleeps 11
Family- and pet-friendly home rentals

Peak O' Leelanau-Scenic and Relaxing Retreat in TC

The House Next Door: In-Town Harbor Springs

CLEAN/ 5 min to Boyne Mtn./Pet friendly

Quiet Lakeside Retreat w/ Spectacular Sunset Views

Charming four bedroom house on the hill

Cheerful Six Mile Lake Log Cabin.

Cozy Cottage on the Lake.

Adorable Getaway by the Bay! 3 Queens/2 Twins
Family-friendly home rentals with a pool

Secluded Cabin w/ Loft & Fireplace at Schuss Mtn.

LakeSide Club #59 across from heated indoor pool

Relaxing Getaway in Harbor Springs!

All Season Escape | Lakefront | Fire Pit | Hot Tub

Mountain Villas Getaway – Peak Fall Foliage Views

Golf and Sun Lovers Up North Getaway

Beachfront Oasis | Pool+Hot Tub

April Discounts! Pet friendly!
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Chicago Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Upper Peninsula Holiday rentals
- Grand River Holiday rentals
- Downtown Chicago Holiday rentals
- Detroit Holiday rentals
- Brampton Holiday rentals
- London Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Rentals with outdoor seating Crooked Lake
- Rentals with beach access Crooked Lake
- Rentals with a washing machine and dryer Crooked Lake
- Waterfront rentals Crooked Lake
- Cabin rentals Crooked Lake
- Rentals with a fireplace Crooked Lake
- Rentals with a firepit Crooked Lake
- Rentals with a patio Crooked Lake
- Pet-friendly rentals Crooked Lake
- Rentals with lake access Crooked Lake
- House rentals Crooked Lake
- Lakehouse rentals Crooked Lake
- Family-friendly rentals Emmet County
- Family-friendly rentals Michigan
- Family-friendly rentals United States
- Boyne Mountain Resort
- Nubs Nob Ski Resort
- The Highlands at Harbor Springs
- Hartwick Pines State Park
- Petoskey State Park
- Avalanche Bay Indoor Waterpark
- Chateau Chantal Winery and Inn
- Headlands International Dark Sky Park
- Mackinac Island State Park
- Bowers Harbor Vineyards
- Castle Farms
- Call Of The Wild Museum
- Brys Estate Vineyard & Winery
- Grand Traverse Lighthouse
- Old Mission State Park




