
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!
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Luxury Spa Retreat | Sauna, Hot Tub & Rooftop
A few September dates remain for private spa weekends near Traverse City. Solhavn is your private luxury spa retreat beneath the pines. Spend your days exploring nearby wineries, Lake Michigan beaches, and downtown Traverse City, then return to a covered hot tub, glass front sauna, cold plunge, rooftop lounge, outdoor shower, and private wellness room with premium massage chairs. Perfect for: • Couples getaways & anniversaries • Girls weekends & wellness trips • Romantic escapes & spa weekends
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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!
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Family Guesthouse | 5 Minute Drive to the Beach
Welcome to Hidden Harbor - a thoughtfully designed 2-bedroom guesthouse just minutes from Lake Michigan beaches, Crystal Lake, and downtown Frankfort. Family-friendly and full of charm, our cozy retreat sleeps up to 6 and offers the perfect mix of comfort, style, and Northern Michigan adventure. The guesthouse sits on the same property as the main home, tucked down a small hill with its own drive. While not fully secluded, the location offers a wonderful blend of convenience and peace.
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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 .
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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
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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!
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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.
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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.
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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.
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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.
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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.
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Popular amenities for The Sleeping Bear holiday rentals
Other great holiday rentals in The Sleeping Bear

New! Award-Winning Chameleon House & Hot Tub
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Isla Fern Modern Cabin Retreat@Sleeping Bear Dunes
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Lakefront/ Brand New-Modern-Upscale / Sunsets
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Löyly Luxury Dome | Michigan | Private Amenities
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Crystal Lake Retreat with hot tub and dock
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Magical Jordan River Oasis | Fish from Deck
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Entire duplex ~ Prime location ~ Year-round fun!
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Soo House
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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
- Wisconsin Dells Holiday rentals
- Grand Rapids Holiday rentals
- Saugatuck 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
- Historic Fishtown
- Traverse City State Park
- Caberfae Peaks
- Turtle Creek Casino And Hotel
- Chateau Chantal Winery and Inn
- Brys Estate Vineyard & Winery
- Mari Vineyards
- Bonobo Winery
- Clinch Park
- Old Mission State Park
- Castle Farms
- Grand Traverse Lighthouse
- Bowers Harbor Vineyards
- Leelanau State Park
- Fisherman's Island State Park
- Chateau Grand Traverse Winery
- Blustone Vineyards
- 2 Lads Winery





