
Holiday rentals in The Sleeping Bear
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Top-rated holiday rentals in The Sleeping Bear
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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 30ft diameter circle. 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 & comfort. The perfect home base to explore the wonder of Sleeping Bear & surrounding quaint towns. We hope you find inspiration & rejuvenation. *prices include 15.5% Airbnb service fee
5.0 out of 5 average rating, 279 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!
4.99 out of 5 average rating, 325 reviews
Secluded Dome House w/view of Glen Lake. Sauna
Enjoy the sounds of nature and a view of Glen Lake when you stay in this unique Dome House. It is secluded but close to Glen Arbor, Crystal River, Palmer woods MTB trails, Glen Lake, and hikes on Sleeping Bear Sand Dunes. The house is perched up on a hill with a wrap around deck to enjoy the views and an outdoor fire pit also with a view of Glen Lake. Or enjoy the view from inside with the wood stove. Within a 5 min drive you can get to a public access for Glen lake or Lake Michigan.
5.0 out of 5 average rating, 59 reviews
Yurt | Breathtaking Views | Private Eco Retreat
🌲 Private Yurt Retreat 🛏️ Open Concept Stay 🔥 Hot Tub + Firepit 🪂 Paragliding Views Nearby 🌊 Near Sleeping Bear Dunes Hosted by Catered Stays Rentals, The Dune Yurt is a unique Northern Michigan escape set on its own private property. Enjoy a peaceful stay with a hot tub, firepit, and scenic surroundings, plus the chance to watch paragliders launch nearby. A one-of-a-kind stay just a short drive from Sleeping Bear Dunes. *Please Note: NO direct beach access, just incredible views*
5.0 out of 5 average rating, 19 reviews
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
4.92 out of 5 average rating, 130 reviews
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!
5.0 out of 5 average rating, 211 reviews
Meadow Cabin at Parcel
Featured in Domino Magazine: “Midwest on the Outside, Copenhagen on the Inside.” The Meadow Cabin sits amongst a flowering and native meadow. It is our largest cabin, with room for six people. Cedar siding and expansive windows at the Meadow Cabin combine the spirit of a Scandinavian retreat with a nod to regional Northern Michigan architecture. Two main-floor bedrooms, a second-story loft bedroom, two bathrooms, and a big open living + kitchen space make up the Meadow Cabin.
5.0 out of 5 average rating, 16 reviews
Glen Arbor-walk to town-Home Theater-Pool Table
Glen Arbor, MI | Walk to Town | Theater Room | Pool Table | Fire Pit | No Pets Located just ½ mile from Lake Michigan and 2 blocks from downtown Glen Arbor, Bear Haven is a warm, inviting home nestled near Sleeping Bear Dunes—named Good Morning America’s “Most Beautiful Place in America.” This three-level getaway blends modern comfort with rustic charm, featuring a white pine interior, custom log furniture, and all the amenities your group needs for an unforgettable stay.
4.98 out of 5 average rating, 166 reviews
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.
4.98 out of 5 average rating, 41 reviews
1 Bdrm Private Suite (Dark Chocolate) at GDC
Our Dark Chocolate apartment is a private, spacious 1 bedroom unit located above our new Grocer's Daughter Chocolate gelato shop in the village of Empire, Michigan. We're nestled in the Sleeping Bear Dunes National Lake Shore, just 3 blocks from Empire beach. This is the perfect base camp for adventures in the park and a great location to explore the area. This apartment has a private, locked entrance, new Thuma king size bed and large patio!
4.98 out of 5 average rating, 177 reviews
Vacationland | Fisher Lake Cottage + Big Glen
Waking up to still water with a mountain-like view across the lake. This designer-renovated ranch sits on 100ft of pristine Fisher Lake — connecting directly to Big Glen Lake. Reclaimed tamarack barn floors, a screened pavilion with wood-burning fireplace, private dock, and kayaks included. Minutes from Glen Arbor, Sleeping Bear Dunes, and the Crystal River paddle. This is Northern Michigan at its best. Welcome to Vacationland.
5.0 out of 5 average rating, 9 reviews
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.
4.98 out of 5 average rating, 172 reviewsPopular amenities for The Sleeping Bear holiday rentals
Other great holiday rentals in The Sleeping Bear

Soo House
5.0 out of 5 average rating, 48 reviews
Luxury Couples Retreat W/Hot Tub in Traverse City!
5.0 out of 5 average rating, 59 reviews
Glen Lake Ridge
4.96 out of 5 average rating, 57 reviews
Little Glen Cottage|Lakefront|Hot Tub|Dog Friendly
4.87 out of 5 average rating, 15 reviews
Arbor School Lofts - Heart of Glen Arbor
4.99 out of 5 average rating, 81 reviews
TreeTops of Lake Michigan, Beach Front and Spa
5.0 out of 5 average rating, 46 reviews
Lumi Mirror House | Michigan | Private Amenities
4.67 out of 5 average rating, 3 reviews
Glen Arbor Waterfront Condo - Great Lakes 43
4.98 out of 5 average rating, 45 reviewsFrequently 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
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- The Blue Mountains Holiday rentals
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- Ann Arbor Holiday rentals
- Windsor Holiday rentals
- Kitchener Holiday rentals
- Grand Rapids Holiday rentals
- Thunder Bay Holiday rentals
- Sleeping Bear Dunes
- Crystal Mountain (Michigan)
- Arcadia Bluffs Golf Club
- Sleeping Bear Dunes Nat'l Lakeshore
- Black Star Farms Suttons Bay
- Village At Grand Traverse Commons
- Historic Fishtown
- Chateau Chantal Winery and Inn
- Turtle Creek Casino And Hotel
- Caberfae Peaks
- Traverse City State Park
- Brys Estate Vineyard & Winery
- Bonobo Winery
- Mari Vineyards
- Old Mission State Park
- Castle Farms
- Clinch Park
- Grand Traverse Lighthouse
- Bowers Harbor Vineyards
- Fisherman's Island State Park
- Leelanau State Park
- Blustone Vineyards
- Sleeping Bear Dunes
- 2 Lads Winery





