Holiday rentals in The Sleeping Bear

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Top-rated holiday rentals in The Sleeping Bear

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 318 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!

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Top guest favourite
The cabin's exterior showcases beautiful log architecture, surrounded by lush greenery. A spacious front porch invites relaxation, while the private hilltop setting offers scenic lake views. The manicured lawn extends towards the water's edge, providing a serene natural environment.
Cabin in Maple City
4.97 out of 5 average rating, 302 reviews

Lime Lake Therapy-HotTub/PingPong/Private Dock/AC

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.!

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Top guest favourite
A bright green building is showcased, featuring a spacious balcony with seating that overlooks the street. The entrance is marked with a large 'OPEN' sign, and a person is seen walking towards the doors. Surrounding greenery enhances the overall setting.
Flat in Empire
4.99 out of 5 average rating, 183 reviews

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!

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Guest favourite
Yurt in Frankfort
5.0 out of 5 average rating, 12 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*

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Top guest favourite
Home in Bellaire
5.0 out of 5 average rating, 14 reviews

Bellaire Birdie~Golf Simulator~2 Hot Tubs~Theater

Welcome to your northern Michigan golf retreat in Shanty Creek Resort! Sleeping up to 18 guests, this family friendly home provides a tranquil place to land after a day spent exploring. ☞Apogee Golf Simulator ☞2 Hot tub ☞2 Firepits ☞Theater ☞Game room ☞Indoor/Outdoor pool access ☞Beach access ☞2 inflatable paddle boards ☞2 kayaks ☞Long-range scenic viewer ☞Family-friendly amenities (pack n’ play, high-chair, sound machine, video baby monitor, baby gate, beach toys) ☞Outdoor grill

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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, 123 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

ValueFamilyNearby

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
5.0 out of 5 average rating, 205 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!

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Guest favourite
Cottage in Maple City
4.94 out of 5 average rating, 156 reviews

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.

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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
5.0 out of 5 average rating, 276 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.

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Superhost
Cabin in East Jordan
5.0 out of 5 average rating, 4 reviews

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.

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Superhost
Home in Thompsonville
4.92 out of 5 average rating, 223 reviews

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.

LocationFamilyNearby

Top guest favourite
The house is situated amidst tall grass, featuring a modern design with large glass windows that reflect the warm glow from within. The open layout invites views of the surrounding trees and natural setting, creating a harmonious connection with the outdoors.
Home in Northport
4.99 out of 5 average rating, 118 reviews

Seeblick Haus- Modern cabin with water views

Seeblick Haus is a small vacation home for 4 people on a secluded, very private site in Northport. The open floor plan of the house is designed around the natural setting of the property and facilitates a 270 degree view of Grand Traverse bay and the surrounding orchards. Large windows offer the experience to be close to nature through all seasons and the wrap-around porch extends the living space to the outdoors.

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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.