
Holiday rentals in The Sleeping Bear
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Top-rated holiday rentals in The Sleeping Bear
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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!

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.

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 .

Exodus: Luxury Tower- Hot tub Near Sleeping Bear
Welcome to the Exodus Watch Tower, our newest addition offering stunning views and a luxurious space perfect for a getaway in the heart of Empire This home presents a unique and unforgettable experience from the panoramic window view and convenient wet bar, to the wrap-around balcony and relaxing hot tub Despite being the perfect hideaway, you are only: 5 min from Empire Beach 5 min from Sleeping Bear 10 min from Glen Arbor 20 min from Traverse City 30 min from Crystal Mountain

Sweet Lake Retreat | Adult Only | 20 mins from TC
Adult only•Romantic Getaway•Mindfulness Retreat•Sweet Lake Retreat is a one of a kind experience in Northern Michigan. *Please note we have a house being built behind us all of 2025, so there will be some construction noise during the work day.* Located in Lake Ann, just 20 minutes from downtown Traverse City and 20 minutes from Sleeping Bear Dunes National Lakeshore. We can’t wait for you to enjoy our hidden gem, a charming A-Frame nestled amidst the beauty of nature!

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.

Löyly Luxury Dome | Michigan | Private Amenities
Löyly at Glamp Michigan is a luxury, private geodesic dome in a pristine Michigan forest... -Private hot tub, fire pit, and Blackstone. -Reservable sauna and cold plunge for privacy. -Sleeps four with one king and queen in loft. -Full kitchen, bathroom, living area. Incredible location in Michigan! -Crystal Mountain (5 mi) -Lake Michigan at Arcadia (12 mi) -Crystal Lake (8 mi) -Sleeping Bear Dunes (30 mi) -World-class golf (12 mi) -Fishing in the Betsie River (2 mi)

The Granary Northport . Rustic Modern Seclusion
Voted one of the top 85 Airbnbs by Conde Nast Traveler. The Granary is a lovingly restored two bed + one bath cabin located on 12 wooded acres with a secluded Lake Michigan beach nearby. A short drive to town will give you access to restaurants, groceries, breweries and wineries. Dogs are welcome! Please message us to discuss bringing more than 1. Absolutely no cats or other pets are allowed. We do not have a TV, but we do have fiber optic high speed internet.

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.

Luxury Couples Retreat W/Hot Tub in Traverse City!
Escape to Rise Retreat, a newly renovated luxury tiny cabin on 6 private acres just 18-minutes from downtown Traverse City. Unwind in the hot tub under the stars, explore nearby trails, or cozy up by the fire. Designed for couples or small groups, this peaceful hideaway blends rustic charm with modern comfort. Featuring a full kitchen, two queen beds, and thoughtful details throughout. Your perfect Up North getaway starts here.

The Drake
Happy, Great light, Very comfy, Blue, yellow and white interior a place to feel at home in.Play yard for kids, Two fire pits one on the lake.With all the fire wood you would need. Great family vacation or just a wonderful little romantic get away Over Looks Sleeping Bear Dunes, My place includes 1 sofa bed. one full bed. I leave condiments here so you don’t have to bring them. Bring chair cold if you want to grill.
Popular amenities for The Sleeping Bear holiday rentals
Other great holiday rentals in The Sleeping Bear

Lakefront/ Brand New-Modern-Upscale / Sunsets

Above Crystal Lake - Hot Tub and Panoramic Views

Tree House Ridge- Springer Inn (#5)

Luxury Spa Retreat | Hot Tub & Sauna Near TC

Hot Tub & West Bay Waterfront - All Decked Out

Forest Cabin at Parcel

Spectacular Suttons Bay Stay - Game Room, Kayaks,

Entire duplex ~ Prime location ~ Year-round fun!
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.
Destinations to explore
- Chicago Holiday rentals
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- Traverse City Holiday rentals
- London Holiday rentals
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- The Blue Mountains Holiday rentals
- Ann Arbor Holiday rentals
- Windsor Holiday rentals
- Kitchener Holiday rentals
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- Thunder Bay Holiday rentals
- Sleeping Bear Dunes
- Crystal Mountain (Michigan)
- Arcadia Bluffs Golf Club
- Sleeping Bear Dunes Nat'l Lakeshore
- Village At Grand Traverse Commons
- Black Star Farms Suttons Bay
- Traverse City State Park
- Caberfae Peaks
- Turtle Creek Casino And Hotel
- Chateau Chantal Winery and Inn
- Historic Fishtown
- Brys Estate Vineyard & Winery
- Bonobo Winery
- Mari Vineyards
- Old Mission State Park
- Castle Farms
- Clinch Park
- Grand Traverse Lighthouse
- Bowers Harbor Vineyards
- Leelanau State Park
- Fisherman's Island State Park
- 2 Lads Winery
- Blustone Vineyards
- Sleeping Bear Dunes





