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

Hidden Acres Vestur Cabin - Fall Getaway - Hot Tub

Enjoy the modern, 2-bed, 2-bath Vestur 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!

Waterfront on Lake Huron- NEW Kitchen & Bathroom

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!

The House Next Door: In-Town Harbor Springs

The House Next Door is a vintage-chic modern cottage in the heart of Harbor Springs. Nicely designed throughout, perfect for staying in or to be your home base for endless local activities, many without getting in your car. 8 minute walk to waterfront, restaurants and shopping. Minutes from hiking, biking, beaches. 10 minute drive to ski/golf resorts. A block back from the bluff, close to the hustle of our busy resort town but separated enough for peace and quiet and sounds of nature.

Midcentury log cabin on the Sturgeon River

Step back in time with a visit to this log cabin with retro style, modern comforts and a few surprising luxuries. The cabin is on the Sturgeon River, surrounded by cedar, pine and birch trees. The screened porch has been described as feeling like you are in a treehouse yet the town of Indian River is very close and easily accessed even by foot. It’s perfect for the couple who want a getaway with plenty of opportunity for adventures but also a comfortable and stylish space to relax.

Paul's Landing Cabin ~ Near Mackinac Island

Wind your way through a vintage salvage yard filled with relics of classic autos and old farm equipment before arriving at your cabin retreat. Perched on a quiet hill in Kilpatrick Vintage Acres, the cabin offers peaceful surroundings and beautiful views of the countryside. Located just a short drive from Mackinac Island, it’s the perfect base for exploring the area. End your evening under brilliant star-filled skies and wake to a breathtaking sunrise and the sweet sound of birds.

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!

Joe’s Sunset Cabin/ Glamping experience

Come on in Glamping enthusiast, make yourself at home in our small but adorable 12 by 24 rustic mini cabin. Solar powered lights and electric plug-ins and lights with gas stove and fridge. Queen size futon on main floor , Hot shower outside under the beautiful sky and no more Porta potty located outside. Toilet is now inside! Surrounded by a beautiful hardwood forest. Be one with nature. Sitting just up the hill from our mini donkeys and our 4 adorable boy alpacas.

Tiny home/Pet friendly/Bon fire/S’mores/Chickens

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 living. The tiny house sits on 13 acres of family farmland, and all 310 square feet 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!

Modern Vintage Airstream "Cabin": One of a Kind !

Escape to the picturesque beauty of Northern Michigan and indulge in a truly unique experience by booking our Vintage Modern Airstream Cabin today. Immerse yourself in the perfect blend of vintage charm and modern luxury while exploring everything this breathtaking region has to offer. With its stunning landscapes, vibrant culture, and a plethora of outdoor activities, Northern Michigan promises an unforgettable adventure for all.

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.