
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.

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

Black Lake Cabin Retreat
Clean cabin with UP NORTH log furniture nestled above the picturesque sunset side of beautiful BLACK LAKE! Black Lake is a 10,000 acre all sports lake. The cabin sits on a hill (not on the lake) about 35 ft from another home on 40 acres and has 105 ft of private lake frontage shared with my another unit. Wildlife along with flower gardens throughout the property. Black Mountain Recreational Area is 10 minutes away. Mackinaw, Petoskey, Ocqueoc Falls 45 minutes away. Restaurants 10 minutes away.

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!

Boardman Bungalow hot tub, kayaking, fishing
This lovely Bungalow on 5 acres is nestled along 1000ft of the Boardman River. We have kayaks, hammock, outside dining/living area with fireplace, and hot tub. The property is surrounded by state land and trails, perfect for hiking, kayaking, side by sides, and snowmobiling. The kitchen is fully stocked with basic condiments. The bathroom has towels, a hair dryer, small toiletries and soaps. WiFi will help you stay connected. Perfect for a honeymoon stay or couples getaway! 25 minutes to TC.

The A-Frame at Finch Creek - Secluded w/ Hot Tub
Welcome to the A-frame at Finch Creek, a one-of-a-kind Northern Michigan getaway overlooking Finch Creek and completely surrounded by the Grass River Natural Area. We renovated this 1970s cabin from the ground up and designed it to feel open and connected to the landscape. With 20-foot vaulted ceilings, massive picture windows, a fireplace to curl up next to, and just minutes from some of the most stunning lakes in the state, it’s the perfect home base for exploring or doing nothing at all.

Cozy tiny home/Bon fire/Boyne Mtn./Pet friendly
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, peaceful living. Tucked on 13 acres of family farmland, this thoughtfully designed 310 sq ft tiny home 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 Suite near Cross Village
Enjoy summer days or wintry splendor. We are located in a rustic area of northwest Michigan, 15 miles north of Harbor Springs, within 2 miles of the Tunnel of Trees. We are conveniently located for nature preserves, hiking trails, beautiful beaches, ski slopes, and Mackinaw Island. Our home is attached to the guest suite but guests access their suite via a secured private entrance. Our equipped kitchen has a pantry, fresh farm eggs, butter, a home-baked item, ground coffee, and teas.

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.

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 .

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!

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!
Popular amenities for Crooked Lake family-friendly rentals
Family-friendly home rentals with a hot tub

Nature Trail Tranquility Lodge, Mackinaw City

Steelhaven - Sleek, Modern Shipping Container Home

Tiny Home Industrial/Brewery Themed w/ Hot Tub

Golf and Sun Lovers Up North Getaway

The Bear Cub Aframe

Modern Cabin w/ Stunning Views-Hot Tub & Game Room

Hot tub+Firepit+Game Room+Sleeps 11

Suttons Bay Therapy - HotTub/GameRoom/FirePlace/AC
Family- and pet-friendly home rentals

Rustic country home

Cozy Private Lakefront Cottage with Private Dock

The House Next Door: In-Town Harbor Springs

Secluded Getaway: Close to Trails, Golf/Ski Resort

Quiet Lakeside Retreat w/ Spectacular Sunset Views

Cozy Cottage on the Lake.

Private 2BR Loft in Harbor Springs

Cabin In The Woods
Family-friendly home rentals with a pool

Coveside Retreat: Beach, Pools, Hiking, Skiing

Secluded Cabin w/ Loft & Fireplace at Schuss Mtn.

Sauna Beach Haven 106: Beach Access|Tart Trail.

Relaxing Getaway in Harbor Springs!

Lakefront Cottage for SidexSide & Golf Enthusiasts

Mountain Villas Getaway – Peak Fall Foliage Views

April Discounts! Pet friendly!

Dog Friendly Resort Condo – Pool, Sauna & Fun!
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
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- Milwaukee Holiday rentals
- Rentals with outdoor seating Crooked Lake
- Rentals with a patio Crooked Lake
- Rentals with a fireplace Crooked Lake
- Pet-friendly rentals Crooked Lake
- Lakehouse rentals Crooked Lake
- Cabin rentals Crooked Lake
- Rentals with beach access Crooked Lake
- House rentals Crooked Lake
- Rentals with a firepit Crooked Lake
- Rentals with lake access Crooked Lake
- Rentals with a washing machine and dryer Crooked Lake
- Waterfront 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
- Castle Farms
- Mackinac Island State Park
- Bowers Harbor Vineyards
- Call Of The Wild Museum
- Brys Estate Vineyard & Winery
- Grand Traverse Lighthouse
- Old Mission State Park




