
Family-friendly vacation 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.

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

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!

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.

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)

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!

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.

Boyne Basecamp for Adventure
Enjoy easy access to everything UP NORTH from this perfectly located home base. This 1 bedroom w/ queen size bed 1 full bathroom apartment and fully equipt kitchen. This location is ideal: 1.6 miles to Boyne Mountain, 6 miles to Boyne City downtown, 16 miles to Petoskey, 7 miles to Walloon Lake, and 5 miles to Thumb Lake. We welcome your well-behaved dog! Please read our fur friend guidelines. Occupancy is for 2 guests only please. Not handicapped accessible unfortunately.

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.

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!

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

Quiet Petoskey Cabin
Relax in this comfortable cabin in a tranquil country setting that is less than 10 minutes from scenic Petoskey or Walloon Lake, and 15 minutes from Boyne City or Harbor Springs. The cabin has trails out the door for hiking, mushrooming, snowmobiling, snowshoeing, or biking. Canoeing/kayaking is just 4 miles away on the Bear River. Sleeps 4 in this 450 square foot cabin including loft. Furnished with all the comforts of home.
Popular amenities for Crooked Lake family-friendly rentals
Family-friendly home rentals with a hot tub

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

Updated design! HotTub-Fire Pit-EV Charger-Dogs

Lakeview 🌅 Fireplace, Walk to Summit GC & Pools ⛳️

Beautiful Log Cabin on the River with Hot Tub

Tiny Home Industrial/Brewery Themed w/ Hot Tub

LakeSide Club #59 across from heated indoor pool

TheRiver'sEdge~HotTub*Kayak*Boat*Ski*Stargaze*Pet!

Golf and Sun Lovers Up North Getaway
Family- and pet-friendly home rentals

Modern apt. Free parking, Steps to downtown.

Winter Getaway:Close to Snow Trails & Ski Resorts

Quiet Lakeside Retreat w/ Spectacular Sunset Views

Clean/cozy 5 min to Boyne- perfect ski basecamp

Cheerful Six Mile Lake Log Cabin.

Hot Tub- ChateauTbone-Downtown-Indian River

Moran Bay View Solarium Suite

Bernie's: Downtown: Walk to Lake and restaurants
Family-friendly home rentals with a pool

Coveside Retreat: Beach, Pools, Hiking, Skiing

Shanty Creek | 2bd 2ba Adjoining Rooms | Ski-Golf

Sauna Beach Haven 106: Beach Access|Tart Trail.

Cute Condo on Round Lake in Petoskey

Valleys Chalet - Harbor Springs/Petoskey Condo

Mini Michigan Paradise

Glamping Galore

***NEW!*** Relaxing Retreat with Amenities Galore!
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- Boyne Mountain Resort
- Nubs Nob Ski Resort
- The Highlands at Harbor Springs
- Hartwick Pines State Park
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