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
Tiny home in Lake Ann
4.99 out of 5 average rating, 281 reviews

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!

Top guest favourite
Apartment in Interlochen
4.95 out of 5 average rating, 290 reviews

*Private Hot Tub Close to Crystal Moutain/Traverse

Sleeps 4 Review "This is my new favorite spot when I come to town. A beautiful view of the lake and very clean & qiet I can’t wait to come back" The 4th Overlook is modern with a private outside deck area with Private Hot Tub, amazing views of a private lake. Close to numerous activities and great restaurants. * Hot Tub *Full kitchen *Private laundry *Smart TV/With Netflix *80+ Mbps Fiber Optic WI-FI . *Coffee, creamer, sugar included *Outside Traverse City. *34 miles to Sleeping Bear Dunes

Top guest favourite
A bright, modern building is shown, featuring a vibrant green exterior. Large glass doors lead to the entrance below, while a spacious covered balcony with seating is visible above. Well-maintained landscaping and a sign indicating 'OPEN' are also part of the inviting setting.
Apartment in Empire
4.99 out of 5 average rating, 149 reviews

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!

Top guest favourite
The exterior of a quaint cabin is showcased, featuring wood shingles on the walls and a sloped roof. A seasonal porch is visible, with a comfortable chair positioned nearby. Steps lead up to the entrance, emphasizing the cabin's rustic charm and serene surroundings.
Tiny home in Frankfort
4.95 out of 5 average rating, 202 reviews

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.

Guest favourite
An outdoor dining area features a large table surrounded by six swivel chairs, shaded by a vibrant yellow umbrella. The setting offers a scenic view of Cedar Lake and surrounding greenery, providing a peaceful environment for meals or relaxation.
Cottage in Traverse City
4.92 out of 5 average rating, 397 reviews

Bluewater Bliss - Your Private Lakefront Retreat

Bluewater Bliss is a beautifully furnished 3-bedroom, 1.5-bath lakefront home on scenic Cedar Lake. Located minutes from downtown Traverse City. Sleeping up to 8 guests, this peaceful retreat offers private waterfront, where you can enjoy Cedar Lake’s emerald-green glow. Enjoy the perfect blend of convenience and tranquility just minutes from Traverse City’s dining, shopping, and attractions, yet tucked away in a peaceful setting ideal for a restful night’s sleep. STR#: 2026-74 exp. 12/31/26.

Guest favourite
The cottage features a bright yellow exterior surrounded by lush greenery. A small wooden deck holds a table with two chairs, inviting relaxation in nature. A charcoal grill is positioned nearby, with a window revealing the cozy interior. Fall leaves blanket the ground.
Cottage in Honor
4.89 out of 5 average rating, 265 reviews

Lemon Drop Cottage

This place is a winter and summer wonderland. Our cottage is a small 50's style with much character tucked away in the woods. We’re surrounded by the 70,000 acre Sleeping Bear Dunes. There’s plenty of skiing, canoeing, hiking and fishing, peace and quiet. We're on the boarder of Benzie and Leelanau Counties, the best of wine regions this side of the Mississippi and a true artisanal food destination It's a short drive to Honor, Empire or Glen Arbor. Traverse City is 25 miles east.

Guest favourite
The interior of the camper features a functional kitchen area with a sink and stove, complemented by wood cabinetry. Two recliners are positioned near a sofa bed, creating a relaxed seating area. A small dining table with chairs is present, surrounded by large windows allowing natural light.
Camper van/Motorhome in Benzonia
4.86 out of 5 average rating, 215 reviews

Betsie -35Ft RV Camper in Woods -Firepit & Hot Tub

The Betsie Camper - Excellent condition 35ft Fifth wheel camper in our back yard woods. Sleeps 6 - Queen Bed, Sofa Bed and Queen Air Mattresses . We own 20 acres of woods with several trails through the woods. Has water, electricity, Air Conditioning, a refrigerator, stove top and cooking stove, shower and other basic necessities. The camper is several feet from the house so you will have your own privacy. There is an outdoor hot tub and fire pit that is available for use.

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
4.92 out of 5 average rating, 102 reviews

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

Top guest favourite
A two-story blue house features a welcoming porch with two chairs. Lush green trees surround the property, providing natural shade. A gravel path leads to the house, enhancing the inviting exterior with a strong connection to the outdoor environment.
Home in Empire
5 out of 5 average rating, 192 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!

Guest favourite
A spacious wooden deck is adorned with vibrant hanging plants and string lights. A black dining table is complemented by surrounding black chairs, while two white accent chairs provide comfortable seating. Lush greenery encircles the area, enhancing the natural setting.
Home in Beulah
4.96 out of 5 average rating, 170 reviews

Bay Point Hideaway in the Woods - with Hot Tub!

This private slice of heaven has all the rustic Up North feels, with just the right touch of urban chic. Adjacent to 100s of acres of state land, this secluded spot has everything you need to unwind, and let go. Enjoy the hot tub, fire pit and outdoor deck seating. Bask in glorious solitude among the trees and under the stars. All guests must be 25+ unless accompanied by a parent/guardian. Please find us at goldenswanmgt to see all our properties and our lowest rates.

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, 256 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
The cabin is nestled among tall grasses and wildflowers, with a large tree providing shade. Its dark exterior contrasts with the vibrant colors of the surrounding nature. The roof is metallic, and multiple windows reflect the greenery of the wooded area in the background.
Cottage in Northport
5 out of 5 average rating, 314 reviews

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.

Popular amenities for The Sleeping Bear holiday rentals