
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!

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!

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

Empire Blue House w/ Hot Tub
Clean, new home (in 2020) with 6-person hot tub is less than a 4-minute walk to Lake Michigan, and 3-minutes to downtown Empire. In the heart of Sleeping Bear Dunes National Lakeshore and its amazing trails, there is over 1400 square feet of indoor living space, plus 1000 sq feet of covered decks. The location offers easy access to a variety of outdoor recreation, Leelanau Wineries, and is 25 miles to Traverse City shopping and nightlife or 25 miles to Crystal Mountain Skiing!

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.

Forest Cabin at Parcel
Featured in Domino Magazine: “Midwest on the Outside, Copenhagen on the Inside.” The Forest Cabin is tucked in the woods and is the little sister to the Meadow Cabin. It is the smaller of our two cabins, with room for four people. Sky-high ceilings and quirky lines at the Forest Cabin combine a cozy haven with contemporary Nordic design. One main-floor bedroom, a second-story loft bedroom, one bathroom, and an intimate living and kitchen space make up the Forest Cabin.

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.

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.

Luxury Spa Retreat | Hot Tub & Sauna Near TC
Solhavn is your private luxury spa retreat minutes from Traverse City. Spend your days exploring nearby lakes, wineries, and downtown TC, then return to your own wellness escape beneath the pines—complete with a covered hot tub, glass-front sauna, cold plunge, rooftop lounge, and newly added outdoor shower. Perfect for: • Couples getaways & anniversaries • Girls weekends & wellness trips • Lake days + spa nights

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.

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.

Aurora Luxury Dome | Michigan | Private Amenities
Glamp Michigan's two luxury domes are among USA TODAY's top 10 glamping spots. -Private hot tub, sauna, cold plunge, and fire pit. -Full kitchen with oven, dishwasher, and quartz. -Sleeps four with one king and one queen. -Panoramic forest views from the dome. Incredible location in Northern Michigan, near Crystal Mountain, Lake Michigan, Traverse City, and Sleeping Bear Dunes.
Popular amenities for The Sleeping Bear holiday rentals
Other great holiday rentals in The Sleeping Bear

Majestic Maples Escapes | Hot Tub | Firepit

Hardalee Cottage on north shore of Big Glen Lake

Lone Pine Cottage on Little Glen Lake

Spectacular Suttons Bay Stay - Game Room, Kayaks,

Lakefront Cottage in Charlevoix

Soo House

Quiet home w/ Lake Michigan view & steps from town

Sweet Lake Retreat | Adult Only | 20 mins from TC
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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- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- London Holiday rentals
- The Blue Mountains Holiday rentals
- Downtown Chicago Holiday rentals
- Ann Arbor Holiday rentals
- Windsor Holiday rentals
- Kitchener Holiday rentals
- Grand Rapids Holiday rentals
- Madison 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
- Caberfae Peaks
- Turtle Creek Casino And Hotel
- Traverse City State Park
- Chateau Chantal Winery and Inn
- Bonobo Winery
- Brys Estate Vineyard & Winery
- Mari Vineyards
- Historic Fishtown
- Clinch Park
- Old Mission State Park
- Castle Farms
- Grand Traverse Lighthouse
- Bowers Harbor Vineyards
- Leelanau State Park
- 2 Lads Winery
- Fisherman's Island State Park
- Chateau Grand Traverse Winery
- Sleeping Bear Dunes





