Family-friendly vacation rentals in Crooked Lake

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.

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.

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!

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!

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!

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, lake days, and cozy nights under the stars. Spend your days kayaking, paddleboarding, relaxing in the covered hot tub, or enjoying the newly updated outdoor spaces before gathering around the fire. Inside, warm wood details and thoughtful design make it easy to settle in after a day outside. Perfect for: • Couples getaways • Small groups • Peaceful Up North escapes

Indoor spaces · Kitchen · 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!

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.

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’.

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!

Little Bay Retreat: 2 Bedroom Downtown Petoskey!

Historic 2 bedroom home located downtown Petoskey, just two blocks from restaurants, shopping, and picture perfect million dollar views of Little Traverse Bay. Walk anywhere in town from this location! You'll love the three seasons sunroom - it's a great spot for morning coffee and evening card games. Grab dinner downtown and stroll the waterfront before heading home for the night at Little Bay Retreat.

Tiny Farm Stay * 5 Min to Boyne Mountain

Escape to 13 peaceful acres just 5 minutes from Boyne Mountain. This cozy 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. Grandma Jo's farm has been in our family for generations, and we're excited to share a little piece of its history- and the serene Northern Michigan life we love-with you.