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 modern tiny house nestled in a forest, surrounded by tall trees and lush greenery. The dark exterior contrasts with natural woodland elements. A spacious deck is visible, equipped with seating, inviting relaxation amidst nature.
Tiny home in Lake Ann
4.99 out of 5 average rating, 308 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
Home in Interlochen
4.9 out of 5 average rating, 471 reviews

Cool Dome Panoramic Sauna Hot Tub Pet Friendly

PLEASE NOTE: Below this message is "THE SPACE" VIP TO READ AT LEAST THE 1ST PARAGRAPH Barrel Sauna Awesome Dome Hot Tub Pet Friendly Fireplace Fire pit Just outside Traverse City Our place is a 2 bedroom with a Queen size Sleeper Sofa. Sleeps 6 Hang out in our Awesome Dome, Star Gazing is amazing! Watch the numerous birds fly in. Take a Sauna in our Panoramic Window Sauna overlooking the Lake a Very Unique Experience! Relax in your own Private Hot Tub. Inside fireplace, Fire Pit area.

Guest favourite
A cozy living area features a blue sofa adorned with patterned cushions, positioned beside a round coffee table. Soft light is provided by a lamp and a small side table, enhancing the rustic charm of the log walls and inviting atmosphere.
Cabin in Maple City
4.89 out of 5 average rating, 289 reviews

Grandpa's Little Cabin-Across Big Glen

Stay at our classic, tiny log cabin from the 1940s. Originally the front office for the log cabin retreats on Glen Lake, more recently this was 'Grandpa's Little Cabin', providing decades of family memories. Located across from Old Settler's Park, it is situated in a beautiful, woodsy surrounding, with the benefits of the park's dock access and sunset views. Located just a short drive from Glen Arbor, The Dunes and all that Leelanau offers. Come see Up North as it was originally intended.

Guest favourite
Yurt in Frankfort
5 out of 5 average rating, 7 reviews

Yurt | Breathtaking Views | Private Eco Retreat

🌲 Private Yurt Retreat 🛏️ Open Concept Stay 🔥 Hot Tub + Firepit 🪂 Paragliding Views Nearby 🌊 Near Sleeping Bear Dunes Hosted by Catered Stays Rentals, The Dune Yurt is a unique Northern Michigan escape set on its own private property. Enjoy a peaceful stay with a hot tub, firepit, and scenic surroundings, plus the chance to watch paragliders launch nearby. A one-of-a-kind stay just a short drive from Sleeping Bear Dunes. *Please Note: NO direct beach access, just incredible views*

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, 272 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.

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, 115 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
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, 203 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!

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, 268 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.

Guest favourite
The geodesic dome is situated amidst a forest at night, with warm light emanating from its large windows. The unique architectural design is highlighted by the contrasting dark surroundings of tall trees, creating a striking visual against the night sky.
Dome in Benzonia
5 out of 5 average rating, 6 reviews

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)

Top guest favourite
The Forest Cabin is nestled among tall trees, featuring a wooden façade that harmonizes with the natural surroundings. Large windows and a sloped roof add contemporary design elements. A gravel path leads to the entrance, partially obscured by lush greenery, creating a sense of seclusion.
Cabin in Maple City
5 out of 5 average rating, 14 reviews

Forest Cabin at Parcel

Featured in Domino Magazine: “Midwest on the Outside, Copenhagen on the Inside.” The Forest Cabin is tucked in the woods and is the little sister to the Meadow Cabin. It is the smaller of our two cabins, with room for four people. Sky-high ceilings and quirky lines at the Forest Cabin combine a cozy haven with contemporary Nordic design. One main-floor bedroom, a second-story loft bedroom, one bathroom, and an intimate living and kitchen space make up the Forest Cabin.

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, 329 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.

Top guest favourite
A modern structure is nestled among tall trees, showcasing large windows that reflect the surrounding autumn foliage. A wooden walkway leads through vibrant vegetation, enhancing the connection between nature and the home.
Home in Lake Leelanau
4.97 out of 5 average rating, 33 reviews

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.

Popular amenities for The Sleeping Bear holiday rentals

Frequently Asked Questions

  • Where is The Sleeping Bear located?

    The Sleeping Bear is found along Michigan’s northwest shoreline, nestled in a scenic area shaped by dunes, forests, and lakes. It is known for expansive natural beauty and is surrounded by small villages and local communities.

  • When is the best time to visit The Sleeping Bear?

    Many people explore The Sleeping Bear between late spring and early fall, when temperatures typically range from 42–76°F (6–25°C) and outdoor activities are popular. Expect cooler, snowier conditions during the winter, with highs usually below 29°F (-1°C).

  • What are some things to do near The Sleeping Bear?

    You can explore hiking trails, scenic overlooks, and sandy beaches, while nearby villages often have locally rooted shops, galleries, and eateries. The region has opportunities for kayaking, wildlife spotting, and interpretive nature programs suited to various interests.

  • How is the weather near The Sleeping Bear?

    Expect cold and snowy winters, with lows near 12°F (-11°C). Summers are comfortable, often reaching 75–76°F (24–25°C), and rainfall stays moderate most months, so it’s common to experience mild days amid lush scenery.