Holiday rentals in The Sleeping Bear

Lone Pine Cottage on Little Glen Lake

Two bedroom vacation home/cottage located on Little Glen Lake. Nicely updated space with brand new bathroom and flooring throughout. Home has DirecTV, wifi, and gorgeous views of one of the most beautiful lakes in America. 100 feet of private sandy frontage with dock. Comfortable patio seating on the deck overlooking the lake. Guests are welcome to use the two kayaks and canoe. Fire pit located by the shore. Across the street from Sleeping Bear Dunes National Lakeshore and its endless trails.

Cabin Unwind, tucked into the woods

This quiet TINY (144sq ft) gem, privately tucked away and yet very accessible, Cabin Unwind, has a seasonal porch, queen sized bed, a few 'kitchen appliances' and GREAT wifi. The HOUSE SHARED bathroom has it's own side entrance, across from the Cabin. There is a SUMMER SHARED porta-potty and proper shower, right close by, as well. WINTER GUESTS, please note...DON'T come down the driveway without PROPER WINTER tires! Leave your car at the turnaround and I'll gladly shuttle you and your gear.

Grandpa's Little Cabin-Across Big Glen

Stay at our classic, tiny log cabin from the 1940s. Originally the front office for the log cabin retreats on Glen Lake, more recently this was 'Grandpa's Little Cabin', providing decades of family memories. Located across from Old Settler's Park, it is situated in a beautiful, woodsy surrounding, with the benefits of the park's dock access and sunset views. Located just a short drive from Glen Arbor, The Dunes and all that Leelanau offers. Come see Up North as it was originally intended.

The Guest House at Blossom Gardens

Private, separate-from-main-house bedroom suite with full bath in the heart of Leelanau County and surrounded by hundreds of acres of tranquility. We are located on a secondary road, favored by cyclists for its winding beauty and open pastureland. Right out your door, you have a deck and Pergola. It’s perfect for one or two people looking for a centrally located, comfortable, affordable, clean and quiet spot from which to explore Traverse City, Leelanau, Old Mission Peninsula and beyond.

Lemon Drop Cottage

This place is a winter and summer wonderland. Our cottage is a small 50's style with much character tucked away in the woods. We’re surrounded by the 70,000 acre Sleeping Bear Dunes. There’s plenty of skiing, canoeing, hiking and fishing, peace and quiet. We're on the boarder of Benzie and Leelanau Counties, the best of wine regions this side of the Mississippi and a true artisanal food destination It's a short drive to Honor, Empire or Glen Arbor. Traverse City is 25 miles east.

Cheerful Six Mile Lake Log Cabin.

Enjoy the coziness of a bygone era while staying in this 1940s quaint, storybook log cabin. The Hawks Nest has been lovingly restored to its original glory while having all the modern-day amenities woven through its clean 380 sq. ft. space. Retreat to the spacious covered porch to relax and view the acre-and-half property leading down to 100ft of 6Mile Lake frontage. Star gaze while relaxing in the comfortable, Amish-built gilding chairs around the spacious, paver fire pit area .

*Cabin*Up North*Spring Wildflowers & Relaxing

A delightful tiny cabin on the edge of the forest in Northern Michigan! Close to summer beaches! Close to protected lands for hiking & mountain biking. Sip fair-trade drip coffee & enjoy a hand-crafted space. A chance to live close to nature while remaining close to Frankfort, Elberta, beaches,& more. Guests have explored Sleeping Bear Dunes, Traverse City, Empire, etc. Experience simple living! 125 sq ft!! A perfect place to celebrate your anniversary & birthday!

SCORE Stanley Creek Outback Resort Estate

Our home is a nice quiet retreat. It is a lower level large 2 bedroom basement apartment with a separate entrance. There is on 27.5 private acres to explore with a mile trail and Stanley Creek running thru the property. It has 1/4 mile driveway, very private, comfortable space. There is wildlife about. It has plenty of space for parking a boat trailer with easy access to power outlets. There is a fire pit with wood to burn available.

Romantic Hot Tub Hideout | A-Frame

Dreamy A-Frame Near Crystal Mountain Escape to a cozy A-frame tucked in a wooded retreat near Crystal Mountain Resort. Soak in the private hot tub, relax by the fireplace, or unwind around the fire pit under the stars. Enjoy riverfront views, a fully equipped kitchen, and endless outdoor fun—skiing, snowmobiling, hiking, fishing, and more. ✨ 2BR | 2BA | Hot Tub | Fire Pit | River Views Book now for a magical Michigan getaway!