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 vibrant planter filled with pink and yellow flowers is positioned near the sandy beach. The background features a calm lake with a sailboat in the distance, framed by a clear blue sky and lush greenery.
Flat in Traverse City
4.98 out of 5 average rating, 292 reviews

Private sandy beachfront on the West Bay in TC

Beachfront vacationing with your own private apartment on the West Bay facing Power Island. Just steps away from putting your feet in the sand and crystal clear water! Your own private deck with comfortable lounge chairs, eating table and chairs right next to a beautiful garden and potted flowers (seasonal). 2 Kayaks, 3 paddle-boards, bonfire (w/chairs, wood, lighter and lighter fluid provided for you; Smore's ingredients w/request). Lounge chairs on the beach, cornhole, BBQ Grill & much more...

Top guest favourite
A modern tiny house nestled in a forest, surrounded by tall trees and lush greenery. The dark exterior contrasts with natural woodland elements. A spacious deck is visible, equipped with seating, inviting relaxation amidst nature.
Tiny home in Lake Ann
4.99 out of 5 average rating, 300 reviews

The Underwood Tiny House - with private hotub

Fall into the rabbit hole to experience our unique twist on a Wonderland inspired tiny house. Boasting a Queen size bed, a full kitchen and bathroom, and everything in between, you are bound to have a relaxing getaway... with a little bit of adventure! The spacious deck (with hot tub) overlooks the forest, and it is the perfect place to enjoy a cup of coffee or a glass of wine. The Underwood Tiny House has been created to give each person who walks through its door an experience like none other!

Top guest favourite
A single-story gray house features large windows and a welcoming front porch enclosed by a white railing. A pathway of stone pavers leads through a grassy yard, with trees lining the background under a clear blue sky.
Home in Frankfort
4.99 out of 5 average rating, 114 reviews

The Relaxed Ranch

Welcome to our cozy 3-bed, 1-bath retreat in beautiful Frankfort, Mi! Entire 1300 sq ft upper level(tenants reside in the bottom level) is perfect for families or small groups, nestled on a serene 10-acre lot. Inside, enjoy a well-appointed living area, fully equipped kitchen, and three inviting bedrooms. A perfect getaway close to everything!! *note we do use the dressers and bedroom closets for storage, so they aren’t available, but there is plenty of other space available for your storage!

Top guest favourite
A spacious bedroom features a handcrafted king-size barnwood bed against a backdrop of large windows, offering views of the surrounding forest. A cozy blue-gray blanket is draped over the bed. Natural wood furniture complement the décor, creating a serene environment.
Dome in Williamsburg
5 out of 5 average rating, 116 reviews

Luxury on the Edge of Traverse City -5

Enjoy an intimate experience with nature and all the amenities of a luxury resort yet only minutes away from Traverse City's finest restaurants, beaches, wineries, shopping, and golf. Only 3 miles from the Great Lakes Equestrian Show and 1.5 miles from Turtle Creek Casino. 780 sq. ft. of living space with majestic views. The dome is spacious and 16' tall. Enjoy a private bathroom complete with a bathtub/shower, vanity, & toilet, kitchen with a refrigerator, microwave, & hot plate. AC & Heat.

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, 171 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
A tiny house is framed by lush greenery, with a stone pathway leading to the entrance. Large windows showcase the interior, while flower bushes add color to the exterior. The structure is bathed in warm sunlight, highlighting the inviting outdoor space.
Tiny home in Traverse City
4.98 out of 5 average rating, 210 reviews

Old Mission Tiny House -Traverse City

Positioned on M-37 Pure Michigan Byway a direct route to the Old Mission Lighthouse State Park which attracts many visitors daily. The daytime hustle and bustle of traffic gives way to the dark night sky and the meditative beauty of northern Michigan. Bring your hiking shoes and enjoy the myriad of foot trails . Minutes from restaurants, wineries and beaches. 15 minutes to downtown Traverse City. Fenced enclosure for your well trained dogs( 2 max, please). No puppies.

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, 264 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
A tiny cabin features a charming wooden exterior with a peaked roof and a light blue door. Steps made of wood lead to the entrance, surrounded by greenery. A small metal bucket with flowers adds a touch of color to the entrance area.
Tiny home in Frankfort
4.96 out of 5 average rating, 358 reviews

*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!

Top guest favourite
The mini cabin entrance is framed by a charming overhang adorned with string lights, creating a warm evening glow. A stone pathway leads to the door, bordered by various plants and decorative elements, inviting guests to explore the inviting outdoor space.
Place to stay in Suttons Bay
4.97 out of 5 average rating, 113 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, 208 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.

Top guest favourite
Apartment in Interlochen
4.95 out of 5 average rating, 262 reviews

The Bradford *Hot Tub *King Bed *Crystal Mountain!

PLEASE NOTE: Below this message is "THE SPACE" VIP TO READ AT LEAST THE 1ST PARAGRAPH Private Hot Tub King Bed A Review My family really enjoyed our stay at Jeff's condo. Everything in it was top-notch and exceeded our expectations - location and surroundings. *Private Hot Tub *Great Views *Fireplace (electric) *Full Kitchen *Fast WIFI *Smart TV / Netflix *A/C *Coffee *17 Miles to Crystal Mountain *14 miles to Traverse City

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, 158 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.

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.