Ski-in/Ski-out holiday rentals in Harbor Springs

Maxwell House, Farm setting Cheboygan, MI

Welcome, stay and play for 2 nights, a week or more. Located 20 minutes from Mackinaw City and adjacent to trail number 7 with amazing scenery and many opportunities to eat and drink on and off the trail. Cook in the well-appointed kitchen. Relax and entertain in the large living room with 50" TV and 2 large sofas. Rest well in one of the 2 private bedrooms or open loft with two twin beds. The single bathroom has a shower and garden tub on the main level. Close to Mackinaw City/ Mullet Lake.

Studio on the Cedar River ~ A Bibliophiles Dream

A cozy little getaway for the adventurous individual or couple at a location that is beautiful year round. The property is surrounded by 365 acres of state and MNA sanctuary lands with 700 feet of private frontage. Excellent trout fishing, kayaking, tubing, biking, XC skiing, snow shoeing and hiking right out the back door. If you want to truly get away from the pink skies and road noise and want the "up north" experience but not stay at a crummy resort or noisy lake, this is the place for you.

Basin Creekside: Hot tub- Golf- Beach

A beautiful condo that is conveniently located partially up the mountain. A true ski in/ski out condo with outdoor storage for skis under your private patio area which includes outdoor seating, grill and a hot tub. The interior of the condo is nicely updated with comfortable furniture, and indoor/outdoor fireplace, well stocked kitchen and comfortable beds. This is a spacious condo with large bathrooms and closets for storage. Ski In Ski Out with the new 8 man Chairlift FB + IG @Boyneland

Hillview Haven-Mtn Views-Hot tub-Pool-Golf-Pets

Nestled near Walloon Lake, Boyne Mountain & Petoskey, this year-round cabin blends sleek modern design with cozy rustic accents. Soak in panoramic valley views that transform with the seasons, unwind in the spacious loft (ideal for kids, games, or lounging), and savor family BBQs on the sprawling deck. Afternoons melt into evenings by the serene fire pit, under starlit skies in the hot tub, or cooling off in the community pool. Your ultimate Up North escape—where comfort meets adventure.

Ski-In/Ski-Out Chalet at the Top of The Highlands!

Tucked into nature at the top of The Highlands of Harbor Springs, a ski and golf resort, and perfect for year-round vacationing in Harbor Springs, yet minutes to Petoskey! This 3,200 square foot privately owned chalet boasts views overlooking the Lois Lane ski run. One of the highest residences at The Highlands, truly ski-in/ski-out, and a perfect place to wake up, strap on your skis, and hit the slopes. Please note that our rental property can comfortably accommodate up to 16 guests.

Ski House

Beautifully remodeled unit in the Village of Disciple's Ridge at Boyne Mountain. Slopeside condo facing Boyneland. Two master suites. The first master suite has a king bed and jacuzzi tub. The other master suite is located in an enclosed top floor (not lofted) and has a queen bed, a twin bunk bed, and a twin trundle bed. Basement has full wet bar with two mini fridges, sitting area, bedroom, and full bathroom. Located walking distance from all Mountain facilities. Barbeque grill.

Family ski-in & ski- out 4B/4B Disciples Ridge

Clean and waiting for you and your family and friends! Beautiful, quiet, ski-in/ski-out condo located right on Boyneland Run...walk or ski to everything ANY season. We love Boyne Mountain and can't wait to share our home with you. Our 4 bedroom/4 bathroom (sleeps 14+) condo/home is comfy, clean (smoke-free/pet free) and fully stocked so you relax from the minute you arrive! Comfy beds and a fireplace make it perfect for resting after a day of fun in Northern Michigan.

Cottage on TART trail. Bike to TC and Suttons Bay

Newly Renovated Cozy Modern Cottage. This home is right on the TART Trail. Guests can bike to Traverse City or Suttons Bay. We are 1 mile from West Bay and 1.5 miles from a public beach. This cottage is less than 1 mile from Cedar Lake public boat launch-we allow watercraft parking. We are near wineries and breweries. After a day of activity,come grill at the house and have a bonfire. In the fall, warm up near the fireplace. Enjoy Up North and make memories here.

Historic one-room log cabin

Nestled in the beautiful Jordan River Valley, this cozy cabin is a writer's dream. Located seven miles from Mancelona, this woodsy retreat provides easy access to hiking, fishing, canoeing, and skiing. Shorts Brewery, and their famous craft beer, is a fifteen minute drive to downtown Bellaire. Traverse City and Petoskey are just forty-five minutes away. Wander the gardens that are part of the small turn-of-the-century farm, or just enjoy the quiet of the north woods.