
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!

1 Bdrm Private Apartment (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, from Fishtown in Leelanau to Frankfort in Benzie. This apartment has a private, locked entrance, new Thuma king size bed and large patio!

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.

Boardman Bungalow hot tub, kayaking, fishing
This lovely Bungalow on 5 acres is nestled along 1000ft of the Boardman River. We have kayaks, hammock, outside dining/living area with fireplace, and hot tub. The property is surrounded by state land and trails, perfect for hiking, kayaking, side by sides, and snowmobiling. The kitchen is fully stocked with basic condiments. The bathroom has towels, a hair dryer, small toiletries and soaps. WiFi will help you stay connected. Perfect for a honeymoon stay or couples getaway! 25 minutes to TC.

Exodus: Modern A-Frame With Hotub by Sleeping Bear
*NOW OFFERING SHUTTLE SERVICES [WINERIES, AIRPORTS, ETC] PLEASE CONTACT FOR MORE INFO* Welcome to Exodus, a newly built a-frame on 20 secluded acres in the heart of Empire. Escape reality with miles of walking trails, unwind in the 7-person hot tub, or take in the picturesque landscape from the bedroom balcony. Despite being the ideal peaceful hideaway, you are only: 5 mins to Empire Beach 5 mins to Sleeping Bear Dunes 10 mins to Glen Arbor 20 mins to Traverse City 30 mins to Crystal Mtn

The Pennington /Traverse City /Sleeping Bear Dunes
Eileen's review "This place is INCREDIBLE! We cannot wait to stay here again and refer all of our friends! It was more than we ever imagined and was an amazing start to our honeymoon!" The Pennington has a unique design with a private outside deck area with really cool views of our private lake. What you will find at our place when you arrive. *Private outside entrance *Self check in *Full kitchen *Private laundry *55 INCH TV/With Netflix *80+ Mbps Fiber Optic WIFI included *A/C

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!

Cheerful Six Mile Lake Log Cabin.
Enjoy the coziness of a bygone era while staying in this 1940s quaint, storybook log cabin. The Hawks Nest has been lovingly restored to its original glory while having all the modern-day amenities woven through its clean 380 sq. ft. space. Retreat to the spacious covered porch to relax and view the acre-and-half property leading down to 100ft of 6Mile Lake frontage. Star gaze while relaxing in the comfortable, Amish-built gilding chairs around the spacious, paver fire pit area .

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.

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.

The Granary Northport . Rustic Modern Seclusion
Voted one of the top 85 Airbnbs by Conde Nast Traveler. The Granary is a lovingly restored two bed + one bath cabin located on 12 wooded acres with a secluded Lake Michigan beach nearby. A short drive to town will give you access to restaurants, groceries, breweries and wineries. Dogs are welcome! Please message us to discuss bringing more than 1. Absolutely no cats or other pets are allowed. We do not have a TV, but we do have fiber optic high speed internet.

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!
Popular amenities for The Sleeping Bear holiday rentals
Other great holiday rentals in The Sleeping Bear

New! Award-Winning Chameleon House & Hot Tub

Base Camp Beulah—at Crystal Lake

Sandy Haven - Beachfront Getaway on Glen Lake

Leelanau Day Tripper - Modern Barndominium Retreat

Majestic Maple Escapes | Hot Tub | Firepit

Forest Cabin at Parcel

Streamside | Nature-Lux w/ Hot Tub, Sauna, Firepit

Fall specials! Cozy& Secluded Cabin. Dogs Welcome!
Destinations to explore
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- Shanty Creek Resort - Schuss Village
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- Kingsley Club
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- Belvedere Golf Club
- Chateau Chantal Winery and Inn
- Mari Vineyards
- Bonobo Winery
- Black Star Farms Suttons Bay
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