
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 Suite (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.

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)

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.

Hygge Sunrise Lane
Sunrise Lane is the OG - the first home built by Hygge Supply. The home sits on a tranquil stretch of preserved wetland that leads to lakeside access to stunning Lake Leelanau. The floor-to-ceiling windows allow you to feel one with the outdoor surroundings. Views of tamarack trees, cattails, and wetland flowers, the wildlife thrives on this protected piece of property, so expect to see deer, rabbits, squirrels, birds, fireflies, and an occasional bobcat sighting.

Magical Jordan River Oasis | Fish from Deck
Experience pure riverfront magic on the legendary Jordan River. This custom-built cabin features 863 ft of private trout-fishing shoreline, floor-to-ceiling river views, a cozy wood fireplace, a unique pulley-system loft, and an incredible wrap-around deck sitting right over the water. Perfect for anglers and peace-seekers or a romantic getaway. We have another beautiful cabin next door that sleeps an additional 4 for larger groups.

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.

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.
Popular amenities for The Sleeping Bear holiday rentals
Other great holiday rentals in The Sleeping Bear

Secluded Dome House w/view of Glen Lake. Sauna

Lakefront/ Brand New-Modern-Upscale / Sunsets

Above Crystal Lake - Hot Tub and Panoramic Views

Luxury Spa Retreat | Sauna, Hot Tub & Rooftop

Empire Beach House - Renovated. Lake Michigan.

Tree House Ridge- Springer Inn (#5)

Entire duplex ~ Prime location ~ Year-round fun!

Bellaire Birdie~Golf Simulator~2 Hot Tubs~Theater
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
- Detroit Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- London Holiday rentals
- Downtown Chicago Holiday rentals
- Ann Arbor Holiday rentals
- The Blue Mountains Holiday rentals
- Windsor Holiday rentals
- Grand Rapids Holiday rentals
- Kitchener Holiday rentals
- Wisconsin Dells Holiday rentals
- Sleeping Bear Dunes
- Crystal Mountain (Michigan)
- Arcadia Bluffs Golf Club
- Sleeping Bear Dunes Nat'l Lakeshore
- Black Star Farms Suttons Bay
- Historic Fishtown
- Turtle Creek Casino And Hotel
- Caberfae Peaks
- Traverse City State Park
- Bonobo Winery
- Mari Vineyards
- Old Mission State Park
- Clinch Park
- Castle Farms
- Grand Traverse Lighthouse
- Bowers Harbor Vineyards
- Leelanau State Park
- Fisherman's Island State Park
- 2 Lads Winery
- Chateau Grand Traverse Winery
- Blustone Vineyards
- Sleeping Bear Dunes





