
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!

Cabin Unwind, tucked into the woods
This quiet TINY (144sq ft) gem, privately tucked away and yet very accessible, Cabin Unwind, has a seasonal porch, queen sized bed, a few 'kitchen appliances' and GREAT wifi. The HOUSE SHARED bathroom has it's own side entrance, across from the Cabin. There is a SUMMER SHARED porta-potty and proper shower, right close by, as well. WINTER GUESTS, please note...DON'T come down the driveway without PROPER WINTER tires! Leave your car at the turnaround and I'll gladly shuttle you and your gear.

Lime Lake Therapy-HotTub/PingPong/Private Dock/Ski
Quintessential up north cabin beautifully situated on a private hilltop setting with stunning lake views. Immaculate with soaring ceilings, open floor plan, & solid surface counters. Main floor master bedroom suite overlooking the sparkling blue waters of Lime Lake. Front porch and covered lakeside deck for enjoying nature and gorgeous water views. Private frontage across the street with a NEW dock, fire pit and picnic area. Pure, beautiful Leelanau at its best! 39 min. to ski Crystal Mt.!

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 a 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!

The Bear Cub Aframe
We have a beautiful built 1000 sq ft Aframe! Recently installed a 100 inch theater system in the livingroom! Cabin is in Lakes of the North, which offers a perfect getaway for the outdoorsman. Side by Side trails! We offer 2 kayaks to use (must transport) cornhole boards & bags, trail riding your UTV/ORV, hiking, rafting at Jordan Valley Outfitter, snowmobiling. & many fine dining restaurants, several ski resorts and short day trips! Additionally, a 90 jet hottub for ultimate relaxation!

Exodus: Luxury Tower With Hotub 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

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!

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.

Hobby farm with epic views!
Bright and cozy one-bedroom space with epic views - plus full kitchen and laundry Enjoy your morning coffee while taking in the Platte River Valley. Centrally located between Honor and Beulah. Be at the beach in Sleeping Bear Dunes National Lakeshore in 10 minutes. Close to spots for kayaking, biking, hiking, and skiing. On Home Exchange? This unit is #3073206. No additional cleaning fee. Planning a special occasion, ask the hosts how they can help.

Creekside’s Cozy A-Frame Chalet with Pond & Trails
Enjoy the cozy vibes of this A-Frame Chalet nestled on 80 peaceful acres in Benzonia, Mi. Tucked into the heart of Northern Michigan’s beauty enjoy being surrounded by nature at the Chalet and truly unplug as this property does NOT have WiFi. A chance to getaway while remaining a close drive to Frankfort, Crystal Mountain, Sleeping Bear, and Traverse City. A perfect place to retreat or a home base for the adventurous spirit!

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.

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, friends, or pets to unwind and make memories.
Popular amenities for The Sleeping Bear holiday rentals
Other great holiday rentals in The Sleeping Bear

Relaxing Retreat at Old Mountain House

Arbor School Lofts - Heart of GA

Solhavn | Secluded Hot Tub and Sauna near TC

Löyly Luxury Dome | Michigan | Private Amenities

Beachfront Luxe Condo at The Homestead Glen Arbor

Luxury Couples Retreat W/Hot Tub in Traverse City!

Soo House

The Water Drop in Leland
Destinations to explore
- Chicago Holiday rentals
- Upper Peninsula Holiday rentals
- Platteville Holiday rentals
- Downtown Chicago Holiday rentals
- Detroit Holiday rentals
- London Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Windsor Holiday rentals
- Georgian Bay Holiday rentals
- Ann Arbor Holiday rentals
- North Side Holiday rentals
- Crystal Mountain (Michigan)
- Arcadia Bluffs Golf Club
- Caberfae Peaks
- Sleeping Bear Dunes
- Sleeping Bear Dunes Nat'l Lakeshore
- Mari Vineyards
- Black Star Farms Suttons Bay
- Chateau Chantal Winery and Inn
- Bonobo Winery
- Turtle Creek Casino And Hotel
- Traverse City State Park
- Bowers Harbor Vineyards
- Castle Farms
- Historic Fishtown
- Village At Grand Traverse Commons
- Clinch Park
- Grand Traverse Lighthouse
- Brys Estate Vineyard & Winery
- Old Mission State Park




