
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, 278 reviews
Little Glen Cottage|Lakefront|Hot Tub|Dog Friendly
Breathe in the lake air, soak in the views, and settle into Up North comfort at Little Glen Cottage. Nestled directly on the pristine shores of Little Glen Lake, this 3-bedroom, 2-bath cottage offers the perfect blend of cozy charm and natural splendor. With panoramic lake views, a private dock, and a location just minutes from the iconic Sleeping Bear Dunes National Lakeshore and the shops and restaurants of Glen Arbor, every moment here feels like a postcard. Whether you're sipping coffee besi
4.87 out of 5 average rating, 15 reviews
Hawks Nest Hideaway | 2BR | Screened In Deck
Welcome to your home away from home while exploring the natural beauty of northern Michigan. This newly renovated 2-bed/2-bath condo has been thoughtfully designed with comfort and style in mind. Hangout in the family room with ample seating and a smart TV with cable and streaming apps. Relax on the screened-in patio among the pines, with peek-a-boo views of Lake Michigan. Enjoy home cooked meals in a fully stocked kitchen. Location is perfect for easy access to everything the area has to offer!
4.98 out of 5 average rating, 62 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
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!
4.99 out of 5 average rating, 189 reviews
Soo House
Soo is a very fun cedar shake cabin on 15 forested acres, surrounded by trails, a loon call from Glen Arbor. This scandi-eclectic, cozy spot is a dappled dirt road away from Port Oneida/Good Harbor Bay Beaches and Pyramid Point. Soo stewards a half-mile of private trails on the property itself and borders 27+ miles of maintained MTB/hike/ski trails via the Palmer Woods and Krumwiede Forest Reserves. Soo is the unique family basecamp for your Sleeping Bear Nat'l Lakeshore adventures!
5.0 out of 5 average rating, 48 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
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
Dune Path - with Waterfront!
Home with dock, firepit, W/D, Ping-Pong -walkable to the beach. Spacious home nestled in the woods with just a short walk to private waterfront on Little Glen. Bring your boat! Bonus: a large basement game room with a Ping-pong table, air hockey, board games and darts. The beachfront area (across the street) is outfitted with chairs, two kayaks, a canoe, a shuffleboard court, and a dock with a mooring device - all for your enjoyment.
5.0 out of 5 average rating, 16 reviews
Glen Arbor Waterfront Condo - Great Lakes 43
Come visit our peaceful retreat in Glen Arbor with stunning Lake Michigan views. Located in The Homestead Resort, enjoy our scenic riverfront location with beach access right outside your door. Our 3 bed / 2.5 bath unit accommodates 6 people with additional sofa bed if needed. We also have 2 kayaks for you to enjoy. Please review house rules before requesting a booking to make sure this property is the right choice for your group.
4.98 out of 5 average rating, 45 reviews
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.
4.94 out of 5 average rating, 169 reviewsPopular amenities for The Sleeping Bear holiday rentals
Other great holiday rentals in The Sleeping Bear

Beachfront Luxe Condo at The Homestead Glen Arbor
5.0 out of 5 average rating, 6 reviews
Hygge Sunrise Lane
4.98 out of 5 average rating, 41 reviews
Meadow Cabin at Parcel
5.0 out of 5 average rating, 16 reviews
Arbor School Lofts - Heart of Glen Arbor
4.99 out of 5 average rating, 81 reviews
Riverfront Home with Sauna | 5 min to Glen Arbor
4.99 out of 5 average rating, 78 reviews
Beautiful Beachfront Home/Sauna on Crystal Lake
4.82 out of 5 average rating, 44 reviews
Isla Fern Modern Cabin Retreat@Sleeping Bear Dunes
4.95 out of 5 average rating, 22 reviews
Brand New! Twin Pines A frame Retreat
5.0 out of 5 average rating, 8 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
- 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
- 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
- Chateau Grand Traverse Winery
- 2 Lads Winery





