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, 295 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 cabin with a semi-transparent roof and wooden walls sits among lush greenery. Two red and gray camping chairs are arranged around a fire ring, surrounded by a layer of gravel. The area is accented by fresh mulch, creating a cozy outdoor gathering spot.
Place to stay in Benzonia
4.98 out of 5 average rating, 127 reviews

Glamping Cabin #1, Woodland North

Immerse yourself in nature with this unique platform-style glamping stay. With screen walls and a clear roof you will be able to fully enjoy the sites and sounds of nature day and night. Nestled in a 60ac hardwood forest in one of the most scenic areas of Northwest Michigan, you are just a stones throw away from all the area has to offer. From biking to hiking, kayaking to fishing, you'll have a great night's rest in tranquil peace before you enjoy the great North. Minutes away from Frankfort.

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, 118 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
The striking A-frame cabin is set amidst lush greenery, featuring a vibrant orange roof and dark exterior walls. A gravel path leads to the entrance, with landscaped areas surrounding the cabin, including a wooden bench on a stone patio, providing an inviting outdoor space.
Home in Bellaire
4.99 out of 5 average rating, 110 reviews

The A-Frame at Finch Creek - Secluded w/ Hot Tub

Welcome to the A-frame at Finch Creek. A one-of-a-kind Northern Michigan getaway overlooking Finch Creek and completely surrounded by the Grass River Natural Area. We renovated this 1970s cabin from the ground up and designed it to feel open and connected to the landscape. With 20-foot vaulted ceilings, massive picture windows, a fireplace to curl up next to, and just minutes from some of the most stunning lakes in the state, it’s the perfect home base for exploring or doing nothing at all.

Top guest favourite
A cozy living area features a blue sofa adorned with patterned cushions, positioned beside a round coffee table. Soft light is provided by a lamp and a small side table, enhancing the rustic charm of the log walls and inviting atmosphere.
Cabin in Maple City
4.89 out of 5 average rating, 284 reviews

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.

Guest favourite
The cottage features a bright yellow exterior surrounded by lush greenery. A small wooden deck holds a table with two chairs, inviting relaxation in nature. A charcoal grill is positioned nearby, with a window revealing the cozy interior. Fall leaves blanket the ground.
Cottage in Honor
4.89 out of 5 average rating, 270 reviews

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.

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 spacious dining area features a large table surrounded by comfortable chairs, with sunlight streaming through floor-to-ceiling windows that offer views of the surrounding forest. A cozy seating area with a dark sofa and a decorative rug complements the natural light and warmth of the space.
Home in Cedar
4.95 out of 5 average rating, 240 reviews

Lincoln Lodge: Secluded~Wineries~Dog Friendly

🌲 Secluded 4-Acre Hardwood Retreat 🐶 Pet-Friendly for Family & Friends 🏞️ Covered Porch with Wildlife Views 🌅 Floor-to-Ceiling Nature Windows 💻 Fast 300 Mbps Wi-Fi Hosted by Catered Stays Rentals, we cater to the ideal guest experience, ensuring your comfort and satisfaction. Enjoy a secluded 4-acre property immersed in nature, perfect for both relaxation and adventure. Explore nearby attractions, unwind, and create lasting memories.

Top guest favourite
Apartment in Interlochen
4.95 out of 5 average rating, 261 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
Home in Northport
5 out of 5 average rating, 112 reviews

Seeblick Haus- Modern cabin with water views

Seeblick Haus is a small vacation home for 4 people on a secluded, very private site in Northport. The open floor plan of the house is designed around the natural setting of the property and facilitates a 270 degree view of Grand Traverse bay and the surrounding orchards. Large windows offer the experience to be close to nature through all seasons and the wrap-around porch extends the living space to the outdoors.

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.