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.

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Top Guest favourite

An A-frame cabin is nestled among the trees, showcasing a spacious deck adorned with outdoor seating and dining areas. Vibrant fall foliage surrounds the home, while potted flowers add a pop of color near the entrance. Large windows provide ample natural light and views of the forest.

Cabin in Indian River

Lakefront A-Frame | Kayaks, Fire Pit & Hot Tub

Tucked among the pines on a quiet northern Michigan lake, Veaux Pines is a lakefront A-frame made for slow mornings by the water, days outside, and cozy nights under the stars. Spend your time kayaking, paddleboarding, relaxing in the covered hot tub, or enjoying the spacious outdoor living areas before gathering around the fire. Inside, warm wood interiors and thoughtful details make it easy to settle in and slow down. Perfect for: • Couples getaways • Small groups • Peaceful Up North escapes

FamilyIndoor spacesLocation

5.0 out of 5 average rating, 208 reviews

Guest favourite

A cozy seating area features a spacious brown sectional sofa adorned with decorative pillows in shades of blue and white. A small white coffee table sits in front, complemented by a light-colored lamp on a white side table. Natural light floods the space through large windows, highlighting the fresh decor.

Home in Alanson

The Hideaway of Crooked Lake

Looking for the perfect Northern Michigan escape? Be sure to check out this cozy cottage nestled on a private drive just steps away from Crooked Lake. Enjoy the uniqueness of an old, charming cottage along with some modern conveniences that will make your stay more comfortable. Located minutes away from Petoskey and Harbor Springs, heading out and exploring Northern Michigan could not be easier. Or stay at the cottage for kayaking, shared lake access, bike path, and local marina rentals.

KitchenIndoor spacesSkiing

4.88 out of 5 average rating, 100 reviews

Guest favourite

A spacious multi-level condo is nestled among the trees, featuring large windows that provide ample natural light. A wooden deck extends from the main structure, furnished with chairs for outdoor relaxation. The design reflects a modern aesthetic, blending harmoniously with the surrounding nature.

Condo in Harbor Springs

Coveside Retreat: Beach, Pools, Hiking, Skiing

This large, end-unit 5-bedroom, 3 bath condo is great for large families or gatherings of friends at Harbor Cove. Tucked into the woods with nature trails to hike, sandy lake Michigan shoreline and indoor/outdoor pools. Close to golf courses and wineries. 5 miles from Boyne Highlands and Nubs Nob, for winter enthusiasts who enjoy skiing and snowboarding. A short drive, or bike ride to downtown Harbor Springs and Petoskey for dining, movies and shopping. Note this is not a party house!

KitchenIndoor spacesLocation

4.88 out of 5 average rating, 130 reviews

Guest favourite

Cabin in Cheboygan

Lake Huron Waterfront Cottage | Cozy Getaway

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!

KitchenIndoor spacesBeach

4.92 out of 5 average rating, 226 reviews

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

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.

Indoor spacesFamilyBeach

5.0 out of 5 average rating, 398 reviews

Top Guest favourite

Cottage in Petoskey

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!

FamilyKitchenBiking

4.95 out of 5 average rating, 235 reviews

Top Guest favourite

Tiny home in Boyne Falls

Tiny Home* 5 Min to Boyne Mtn. *Sky Bridge*BonFire

Escape to 13 peaceful acres just 5 minutes from Boyne Mountain. This 310 square foot tiny home sleeps up to 5 and offers a quiet farm setting while keeping you close to Boyne City, Petoskey, skiing, golf, beaches and trails. We're excited to share our land with more than a century of family history- and the serene Northern Michigan life we love- with you. Please note that due to the ladder-access loft and design of the tiny home, we welcome children ages 5 and older.

FamilyIndoor spacesParks

4.98 out of 5 average rating, 243 reviews

Top Guest favourite

A spacious deck overlooks Kassuba Lake, shaded by a large umbrella. Seating options include a wicker sofa with soft cushions, and five metal chairs arranged around a small table. A round area rug lies on the wooden floor, adding comfort to the outdoor setting.

Cottage in Gaylord

Scenic Lakefront Near Town w/Hot Tub and Lake Toys

Experience winter Up North at Blue Pearl Cottage on quiet Kassuba Lake! Your prime basecamp for snowshoeing, ice fishing, and quick drives to premier skiing at Treetops Resort, Otsego Resort, and Boyne Mountain. After hitting the powder, take in serene frozen lake views from the deck and wood swing, or cozy up inside. Only 3.8 miles to downtown Gaylord's dining and pubs. Includes a fully loaded kitchen, gas grill, and easy keyless self-check-in. Book today!

FamilyIndoor spacesDecor

4.99 out of 5 average rating, 108 reviews

Guest favourite

Treehouse in Wolverine

The Enchanted Spore:Fairytale Retreat w/ Treehouse

Step into an enchanting outdoor hideaway where treehouse dreams, glowing fireplaces, cozy swings, and starry skies come together. With a magical blend of rustic wood, soft beds, and an open-air kitchen, this one-of-a-kind retreat invites couples, families, and friends to unwind, explore, and reconnect in nature’s most creative setting. This one of a experience takes luxury glamping to another level. Making memories in Northern Michigan just got even better.

KitchenIndoor spacesQuiet

4.94 out of 5 average rating, 96 reviews

Top Guest favourite

An outdoor deck features a spacious hot tub beside a cushioned sectional and a dining area with multiple chairs. The surrounding yard is lush and green, with a firepit area visible in the background, creating a welcoming space for relaxation and gatherings.

Home in Petoskey

Hot tub+Firepit+Game Room+Sleeps 14

Welcome to Sun and Ski Retreat! Visit our spacious 3+bedroom 2.5-bathroom vacation home near Walloon Lake in Petoskey, Michigan. Nestled in a tranquil setting surrounded by tall trees. The home boasts a custom designed kitchen, plenty of room for groups, featuring a large patio and yard, a hot tub, fire-pit and game room for kids and adults alike! We look forward to welcoming our guests and strive to create an unforgettable Up North experience!

FamilyIndoor spacesCheck-in

4.99 out of 5 average rating, 157 reviews

Top Guest favourite

An open living space features a comfortable dark gray sectional sofa and a plush area rug. Large windows provide natural light, and a dining table with wooden chairs is visible in the background. Custom shelving displays elegant dinnerware and decor.

Home in Charlevoix

Welcome home to PENNY Cottage CVX! Renovated + A/C

Welcome to the updated Penny Cottage! Spacious in-town Charlevoix home. Thoughtfully designed interior with elevated materials and custom pieces throughout. The perfect spot to relax after a day of adventuring. 3 bed, 2 bath home with fully equipped kitchen & BBQ grill. A few blocks walk to Lake Michigan beaches or 1 minute car ride. Central A/C, Wi-Fi, Roku TV, books, games, puzzles and toys. Towels & linens provided. STR License: 270-175-00

Indoor spacesFamilyBathroom

4.98 out of 5 average rating, 309 reviews

Top 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

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!

FamilyIndoor spacesWalkability

4.97 out of 5 average rating, 525 reviews