Family-friendly holiday rentals in Crooked Lake

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

Kitchen · Indoor spaces · Location

Country setting nextdoor to Walloon Lake Winery.

The house is private and quiet. A short walk to Walloon Lake Winery. Start the wine trail here! 10 minute to Walloon Lake public swimming, Petoskey gaslight district, Petoskey State Park. 26 mile bike path Little Traverse Wheelway. Odawa Casino, shopping, theater and restaurants 5 minutes away. Fire pit in the back yard. 20 minute drive to Boyne Mt, Nubs Nob and Boyne Highlands. 17 Golf courses. Entertainment weekly in Petoskey, Harbor Springs and Charlevoix in the summer. Art galleries.

Family · Indoor spaces · Skiing

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.

Indoor spaces · Kitchen · Beach

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!

Family · Indoor spaces · Check-in

Woody’s Place on the Bike Path

Newly renovated and centrally located between Petoskey and Harbor Springs. Situated on the famed M-119, and the Little Traverse Wheelway, a bike path connecting Harbor Springs to Charlevoix. Featuring 3 private (queen) bedrooms and a 4th open sleeping loft with two twin XL built-ins. Classic northern Michigan aesthetic with all the amenities you could want while you’re away. Walk to nearby Petoskey Brewery or grab supplies for Petoskey State Park beach at Toski Sands. Your trip starts here!

Kitchen · Family · Cleanliness

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!

Family · Kitchen · Biking

The Lily Pad

Rustic cabin on Echo Lake with 60 ft. of beach, a dock for fishing and a swing for relaxing. Enjoy the sunrise, then enjoy the rest of your day on the beach with a screened in tiki bar equipped with refrigerator and gas grill on the water. Cabin has three bedrooms with queen beds, loft has a California king and a double bed. Loft also has a computer and kids area. Two full baths, outside dining area and a screened in lower deck with refrigerator, ceiling fan and hammock for relaxing.

Kitchen · Indoor spaces · Walkability

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.

Kitchen · Family · Quiet

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.

Family · Indoor spaces · Location

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!

Kitchen · Indoor spaces · Nearby

True Nature Lodge | 10 Acres | Hot Tub | Groups

Private log-and-stone lodge on 10 secluded acres, 15 minutes from downtown Gaylord, Treetops golf course, and Otsego Resort and ski slopes. Ideal for groups, wedding guests, reunions, ski trips, ORV weekends, couples, families, and peaceful retreats. Sleeps 20, with hot tub, huge private yard, pond and stream, wide wooded trails, unique games and activities inside, and a fun, relaxing up-north feel. Weddings and family reunions welcome with prior approval. No ‘parties’.

Indoor spaces · Family · Layout

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!

Indoor spaces · Family · Bathroom