Holiday rentals in The Sleeping Bear

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Top-rated holiday rentals in The Sleeping Bear

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Top guest favourite
A striking black structure showcases large glass garage doors, reflecting the bright blue sky and vibrant autumn foliage. Mature trees with colorful leaves frame the scene, adding to the natural beauty of the expansive view of the surrounding landscape.
Dome in Suttons Bay
4.96 out of 5 average rating, 120 reviews

Dome in Suttons Bay with amazing views!

Amazing Views -- Unique Architecture -- Great Location One of the best views on Leelanau Peninsula. Mini-Dome (guest house) sharing 5+ acre property with Big Dome (main house). Conveniently located near the M-22 scenic route, 1 mile from the bike Trail, and within 4 miles of 6 wineries. The interior was newly renovated in 2019. The Mezzanine has 2 queen beds (shared space). You'll love this unique and romantic escape. 2022 Stats: 3 engagements, 6 Anniversaries, 5 birthdays, 4 pre-weddings

Top guest favourite
Apartment in Empire
4.99 out of 5 average rating, 167 reviews

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 large breezy balcony, you can sip coffee and plan your Leelanau 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!

Top guest favourite
The exterior of the home features a two-story design with large windows and a wrap-around balcony. The structure is elevated on stilts, showcasing a blend of modern materials, including wood and stone accents. Outdoor seating and a grill are positioned on the patio area.
Tower in Empire
4.93 out of 5 average rating, 110 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

Top guest favourite
Cottage in Maple City
4.94 out of 5 average rating, 150 reviews

Sleeping Bear Stunner - private, gorgeous views

Welcome to Blue Kettle Cottage. Updated home on 4 acres of private land adjacent to 480 acres of Sleeping Bear Dunes National Lakeshore land. Close to Glen Arbor and Empire. Two generous bedrooms, one bathroom, outdoor shower, beautiful patio with couch and table and fire pit area. The Kettles Trail is your backyard and accessible all year long for hiking, snowshoeing and cross-country skiing. If you are bringing a dog, please read the pet rules and rates before booking.

Top guest favourite
The exterior of a round, recently renovated home is surrounded by lush greenery and colorful flowers. Large windows offer views into the living space, while an inviting patio features seating and a grill. The unique architecture blends harmoniously with the natural landscape.
Dome in Glen Arbor
5 out of 5 average rating, 261 reviews

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.

Top guest favourite
Chalet in Glen Arbor
4.92 out of 5 average rating, 145 reviews

Clarity House, Downtown Glen Arbor, Hot Tub

Hidden in the heart of Glen Arbor, Clarity House is a modern chalet cabin with 3 bedrooms & 3 full baths; dramatic open concept kitchen/great room; Polished concrete floors (with in-floor heat); large island is central gathering spot with focal points to oversized south/east/west-facing windows for max daylight; 24ft ceiling; stylish design and furnishings. Peaceful outdoor patio with fire pit and hot tub feels “in the woods”, despite being in the center of town!

Top guest favourite
Cabin in Traverse City
5 out of 5 average rating, 36 reviews

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.

Top guest favourite
Home in Thompsonville
4.94 out of 5 average rating, 206 reviews

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.

Guest favourite
Aerial view of a modern chalet surrounded by lush greenery, with a distinctive orange roof. The tranquil Garey Lake reflects the sky, while trees provide a natural border along the shoreline, offering a serene setting in the heart of nature.
Chalet in Empire
4.95 out of 5 average rating, 157 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.

Top guest favourite
A modern vacation home is situated atop a snowy hill, surrounded by trees and open fields. Large windows reflect warm light from within, offering a stark contrast to the cool tones of the winter landscape. The structure's minimalist design contributes to its serene setting.
Home in Northport
5 out of 5 average rating, 111 reviews

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.

Top guest favourite
A modern living area is furnished with a plush sofa, an accent chair, and a stylish coffee table. A large flat-screen television is mounted on the wall. Natural light fills the space through sliding glass doors, which lead to a serene outdoor view. A decorative area rug enhances the cozy atmosphere.
Cottage in Glen Arbor
4.97 out of 5 average rating, 156 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.

Guest favourite
A renovated orange caboose is set within a wooded area, surrounded by tall trees. The exterior features a black wheel and steps leading to the entrance. Sunlight filters through the foliage, highlighting the natural landscape that encircles this unique structure.
Flat in Empire
5 out of 5 average rating, 22 reviews

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.

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