Holiday rentals in The Sleeping Bear

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Top-rated holiday rentals in The Sleeping Bear

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Top guest favourite
A sky tent is positioned in a grassy field, surrounded by trees in the background. Several outdoor seating areas are arranged nearby, with a fire ring and lush greenery providing a tranquil setting for relaxation and exploration.
Tiny home in Thompsonville
4.99 out of 5 average rating, 88 reviews

Sky Tent. The night sky above your glass ceiling.

Welcome to SKY TENT ! Romantic paradise. Imagine watching the sun set as your bedroom ceiling becomes a breathtaking night sky. Enjoy the sunrise with horses grazing in the adjacent field. Glass ceiling bathroom and shower. Walk miles of groomed trails on a 100-acre horse farm. This area is also a birders fantasy. Relax around the campfire and cook your dinner on a brick charcoal grill. Privacy and solitude await a memorable camping experience. Located in the southwest Grand Traverse County.

Top guest favourite
A bright green building is showcased, featuring a spacious balcony with seating that overlooks the street. The entrance is marked with a large 'OPEN' sign, and a person is seen walking towards the doors. Surrounding greenery enhances the overall setting.
Flat in Empire
4.99 out of 5 average rating, 170 reviews

1 Bdrm Private Apartment (Milk Chocolate) at GDC

Our Milk Chocolate suite is a large 1 bedroom apartment located above our gelato shop in Empire, Mi. From it's spacious breezy balcony, you can sip coffee and plan your adventure. The apartment is decorated in a colorful mid-century modern style. The bedrooms and living room both have smart tvs. There's a full kitchen stocked with the essentials and we provide toiletries and beach towels/blanket/chairs. It's a great base camp to explore the area and just a few blocks from Empire beach!

Top guest favourite
The A-frame cottage is framed by lush greenery, with large windows reflecting the surrounding trees. A wooden deck with seating is visible at the entrance, leading to a grassy area adorned with a fire pit and a wooden bench. A dock extends towards the water, enhancing the natural setting.
Cottage in Honor
4.98 out of 5 average rating, 62 reviews

Lakefront A-Frame near Sleeping Bear Dunes

Escape to the North Coast A-Frame nestled on the shores of Platte Lake. Surrounded by freshwater beaches and wooded trails, this is the perfect location for enjoying all Northern Michigan has to offer. The Platte River, Sleeping Bear Dunes and many breweries and golf courses are all within a short drive from the cottage. 》15 minutes to Sleeping Bear Dunes National Lakeshore 》25 minutes to Crystal Mountain Ski Resort 》40 minutes to Cherry Capital Airport in Traverse City, MI

Top guest favourite
The exterior of a round, recently renovated home is surrounded by lush greenery and colorful flowers. Large windows offer views into the living space, while an inviting patio features seating and a grill. The unique architecture blends harmoniously with the natural landscape.
Dome in Glen Arbor
5 out of 5 average rating, 262 reviews

The Round Haven with Big Glen Lake Access

Experience living in the round. This recently renovated home is a super energy efficient 30 ft diameter circle. We are situated in the heart of Sleeping Bear National Lakeshore and a 300 ft walk to a secluded public access on Big Glen Lake. A place to adventure, relax and restore: this home is designed for sustainability and comfort. The perfect home base to explore the wonder of Sleeping Bear and surrounding quaint towns. We hope you find inspiration and rejuvenation.

Top guest favourite
Place to stay in Suttons Bay
4.97 out of 5 average rating, 111 reviews

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.

Top guest favourite
Home in Thompsonville
4.94 out of 5 average rating, 207 reviews

Romantic Glacier Hot Tub Hideout | A-Frame

Nestled on the Betsie River near Crystal Mountain, this romantic A-Frame offers a private hot tub under starry skies, a glowing indoor fireplace, and a loft bedroom overlooking the river. Sip local coffee from the espresso bar, fish from the riverbank, or unwind by the firepit. Designed for couples yet comfortable for small families seeking a peaceful riverfront escape. Weekend dates go fast — book early to secure your stay.

Guest favourite
Aerial view of a modern chalet surrounded by lush greenery, with a distinctive orange roof. The tranquil Garey Lake reflects the sky, while trees provide a natural border along the shoreline, offering a serene setting in the heart of nature.
Chalet in Empire
4.95 out of 5 average rating, 158 reviews

Tavi Haus: Lakefront~Kayaks~SUP~Sauna~Pool Table

🌊 Private Lakefront Modern Chalet 🧘 6-Person Barrel Sauna for Relaxation 🚤 Paddleboards & Kayaks Included 🔥 Cozy Lounge with Fireplace & Pool Table 📍 15 Mins to Sleeping Bear, 20 to TC Hosted by Catered Stays Rentals, we create the ideal guest experience. Enjoy seasonal kayaks and paddleboards (May–Sept) along with cozy spaces to relax inside and out. Perfect for families and friends to unwind and make memories.

Top guest favourite
A modern cottage exterior is surrounded by tall trees, showcasing a combination of natural brown and green colors. A covered entryway leads to a large window, while the gravel driveway offers access to the space. The peaceful setting is indicative of a private retreat.
Cottage in Glen Arbor
4.97 out of 5 average rating, 157 reviews

West Harbor Hideaway

This cozy, one bedroom cottage with modern farmhouse design sits on a nicely wooded and private lot just 1/4 mile west of Glen Arbor. Convenient walking or biking access to all of town's shops and restaurants as well as the beach and Heritage Bike Trail. In the heart of the Sleeping Bear Dunes National Lakeshore, this is the perfect starting off spot for you to enjoy all the beauty Leelanau County has to offer.

Guest favourite
A renovated orange caboose is set within a wooded area, surrounded by tall trees. The exterior features a black wheel and steps leading to the entrance. Sunlight filters through the foliage, highlighting the natural landscape that encircles this unique structure.
Flat in Empire
5 out of 5 average rating, 23 reviews

The Caboose

Historic, updated caboose with a fire pit, central air conditioning and heating, and grill. With public access to Little Glen Lake nearby, this unique and historic abode offers all the conveniences of home. Inside, the space includes a convenient queen bed, bathroom with shower, a sitting area, and a well-equipped kitchenette that features a fridge, microwave, toaster, Keurig, and an electric percolator.

Guest favourite
Home in Lake Ann
4.86 out of 5 average rating, 59 reviews

Majestic Maples Escapes | Hot Tub | Firepit

Welcome to your peaceful northern Michigan retreat - tucked among the trees and perfect for relaxing year-round getaways! - Sleeps 8 | 2 bedrooms | 4 beds | 2 baths - Hot tub, fire pit & 5-acre wooded setting w/ trails - Patio or balcony, backyard & BBQ grill - Fully equipped kitchen & dining table - Wifi + dedicated workspace w/ monitor & printer - Free parking on premises & self check-in (keypad)

Top guest favourite
A treehouse is positioned amidst lush greenery, featuring a sloped metal roof and wooden siding. A winding path leads to the entrance, with a spacious outdoor seating area composed of four chairs arranged around a small table, inviting relaxation in nature.
Treehouse in Thompsonville
5 out of 5 average rating, 35 reviews

Tree House Ridge- Springer Inn (#5)

Reconnect with nature at this unforgettable escape. Enjoy a quiet getaway in this home in the trees. Our resort is the first of its kind in Michigan. We have three unique and self-contained treehouses, each approximately 500 square feet, centrally located in Thompsonville, Michigan. No amenities were overlooked to make your stay as comfortable as possible. Truly a home away from home.

Guest favourite
The two-story home is set within a wooded area, featuring a modern exterior of dark panels and natural wood. A pathway leads to the entrance, which is framed by a small porch and landscaping. Surrounding trees add to the serene environment.
Home in Glen Arbor
4.98 out of 5 average rating, 88 reviews

New build in the heart of Glen Arbor

Nestled between Lake Michigan and Glen Lake in the heart of Glen Arbor. Our 3 bedroom, 1.5 bath home was built in 2021 with efficiency and comforts of home in mind. Featuring a large deck and bonfire pit area surrounded by trees. One block from downtown Glen Arbor and only a few blocks from the lakes this is the perfect destination for your next Northern Michigan adventure

Popular amenities for The Sleeping Bear holiday rentals

Frequently Asked Questions

  • Where is The Sleeping Bear located?

    The Sleeping Bear is found along Michigan’s northwest shoreline, nestled in a scenic area shaped by dunes, forests, and lakes. It is known for expansive natural beauty and is surrounded by small villages and local communities.

  • When is the best time to visit The Sleeping Bear?

    Many people explore The Sleeping Bear between late spring and early fall, when temperatures typically range from 42–76°F (6–25°C) and outdoor activities are popular. Expect cooler, snowier conditions during the winter, with highs usually below 29°F (-1°C).

  • What are some things to do near The Sleeping Bear?

    You can explore hiking trails, scenic overlooks, and sandy beaches, while nearby villages often have locally rooted shops, galleries, and eateries. The region has opportunities for kayaking, wildlife spotting, and interpretive nature programs suited to various interests.

  • How is the weather near The Sleeping Bear?

    Expect cold and snowy winters, with lows near 12°F (-11°C). Summers are comfortable, often reaching 75–76°F (24–25°C), and rainfall stays moderate most months, so it’s common to experience mild days amid lush scenery.