Holiday rentals in The Sleeping Bear

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!

Location · Family · Sleep quality

Entire duplex ~ Prime location ~ Year-round fun!

Come enjoy the beautiful scenery of Crystal Lake & all of its surrounding northern Michigan splendor! East Shore Suites is perfectly situated among many points of interest, from right here in the quaint village of Beulah to Michigan wine country in the Traverse City area, & everything in between! An easy 15-minute drive to Crystal Mountain will have you on the slopes for the day. Ice fishing on Crystal Lake is steps away while the Betsie Valley Trail runs right through town for more winter fun!

Family · Location · Bathroom

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!

Location · Value · Walkability

Lakefront/ Brand New-Modern-Upscale / Sunsets

Sunset & Sage Cottage is your private lakefront and beach retreat. Whether you’re here to reconnect with loved ones, recharge solo, or create lasting family memories, the cottage was built to recharge and uplift you. Thoughtfully designed to minimize stress and promote well-being, this upscale hideaway offers the perfect balance of tranquil escape and modern comfort. We hope, here, you can breathe deeply, slow down and enjoy connection with nature, loved ones, and your inner self.

Location · Family · Indoor spaces

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

Location · Value · Accuracy

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.

Value · Location · Air conditioning

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)

Cleanliness · Amenities · Decor

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.

Family · Location · Decor

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.

Indoor spaces · Hospitality · River

The Shorebird | Lakefront | Walk to Dunes | SAT-to

🌊 Little Glen Lake 🏞️ Walk to the Dune Climb 🚗 8 Minutes to Glen Arbor 🔥 Lakeside Fire Pit 🍷 Close to Local Wineries Hosted by Catered Stays Rentals, this charming 3-bedroom, 2-bath waterfront home is perfect for a peaceful Northern Michigan getaway. Walk to the Dune Climb, enjoy lake days from the private dock, and spend evenings around the fire pit. Just minutes from downtown Glen Arbor, wineries, and Sleeping Bear Dunes!

Location · Bathroom · View

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.

Location · Family · Cleanliness

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.

Value · Location · Nearby