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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
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

The Round Haven with Big Glen Lake Access

Experience living in the round. This recently renovated home is a super energy efficient 30ft diameter circle. 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 & comfort. The perfect home base to explore the wonder of Sleeping Bear & surrounding quaint towns. We hope you find inspiration & rejuvenation. *prices include 15.5% Airbnb service fee

FamilyValueHospitality

5.0 out of 5 average rating, 279 reviews
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

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!

LocationFamilySolo travel

4.99 out of 5 average rating, 327 reviews
Guest favourite
Yurt in Frankfort

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*

FamilyLocationCondition

5.0 out of 5 average rating, 20 reviews
Top guest favourite
A close-up view of the cabin's exterior, featuring rustic cedar shake siding in a warm red hue. A round light fixture casts a gentle glow, illuminating a playful 'Soo' sign crafted from wood, enhancing the inviting character of the cabin.
Home in Maple City

Soo House

Soo is a very fun cedar shake cabin on 15 forested acres, surrounded by trails, a loon call from Glen Arbor. This scandi-eclectic, cozy spot is a dappled dirt road away from Port Oneida/Good Harbor Bay Beaches and Pyramid Point. Soo stewards a half-mile of private trails on the property itself and borders 27+ miles of maintained MTB/hike/ski trails via the Palmer Woods and Krumwiede Forest Reserves. Soo is the unique family basecamp for your Sleeping Bear Nat'l Lakeshore adventures!

LocationFamilyBack garden

5.0 out of 5 average rating, 49 reviews
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

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

FamilyLocationAmenities

4.92 out of 5 average rating, 130 reviews
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

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!

FamilyValueNearby

5.0 out of 5 average rating, 211 reviews
Top guest favourite
Cabin in Maple City

Meadow Cabin at Parcel

Featured in Domino Magazine: “Midwest on the Outside, Copenhagen on the Inside.” The Meadow Cabin sits amongst a flowering and native meadow. It is our largest cabin, with room for six people. Cedar siding and expansive windows at the Meadow Cabin combine the spirit of a Scandinavian retreat with a nod to regional Northern Michigan architecture. Two main-floor bedrooms, a second-story loft bedroom, two bathrooms, and a big open living + kitchen space make up the Meadow Cabin.

LocationFamilyCheck-in

5.0 out of 5 average rating, 16 reviews
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

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.

FamilyValueAccuracy

4.98 out of 5 average rating, 41 reviews
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.
Flat in Empire

1 Bdrm Private Suite (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. This apartment has a private, locked entrance, new Thuma king size bed and large patio!

ValueLocationWifi

4.98 out of 5 average rating, 177 reviews
Guest favourite
Home in Empire

Dune Path - with Waterfront!

Home with dock, firepit, W/D, Ping-Pong -walkable to the beach. Spacious home nestled in the woods with just a short walk to private waterfront on Little Glen. Bring your boat! Bonus: a large basement game room with a Ping-pong table, air hockey, board games and darts. The beachfront area (across the street) is outfitted with chairs, two kayaks, a canoe, a shuffleboard court, and a dock with a mooring device - all for your enjoyment.

ValueLocationCheck-in

5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Glen Arbor

Vacationland | Fisher Lake Cottage + Big Glen

Waking up to still water with a mountain-like view across the lake. This designer-renovated ranch sits on 100ft of pristine Fisher Lake — connecting directly to Big Glen Lake. Reclaimed tamarack barn floors, a screened pavilion with wood-burning fireplace, private dock, and kayaks included. Minutes from Glen Arbor, Sleeping Bear Dunes, and the Crystal River paddle. This is Northern Michigan at its best. Welcome to Vacationland.

LocationFamilyAir conditioning

5.0 out of 5 average rating, 10 reviews
Top guest favourite
A modern cottage exterior is surrounded by tall trees, showcasing a combination of natural brown and green colors. A covered entryway leads to a large window, while the gravel driveway offers access to the space. The peaceful setting is indicative of a private retreat.
Cottage in Glen Arbor

West Harbor Hideaway

This cozy, one bedroom cottage with modern farmhouse design sits on a nicely wooded and private lot just 1/4 mile west of Glen Arbor. Convenient walking or biking access to all of town's shops and restaurants as well as the beach and Heritage Bike Trail. In the heart of the Sleeping Bear Dunes National Lakeshore, this is the perfect starting off spot for you to enjoy all the beauty Leelanau County has to offer.

ValueFamilyCheck-in

4.98 out of 5 average rating, 173 reviews

Popular amenities for The Sleeping Bear holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in The Sleeping Bear

Guest favourite
Home in Empire

Little Glen Cottage|Lakefront|Hot Tub|Dog Friendly

LocationFamilySleep quality

4.87 out of 5 average rating, 15 reviews
Top guest favourite
A charming dome house is captured amid vibrant autumn foliage. The structure features a wrap-around deck that provides views of the surrounding nature. An outdoor wooden pathway leads to the entrance, highlighting the unique architecture of the home nestled on a hillside.
Dome in Maple City

Secluded Dome House w/view of Glen Lake. Sauna

LocationFamilyNearby

5.0 out of 5 average rating, 60 reviews
Top guest favourite
A spacious living area features a comfortable gray sofa facing a television and a wooden ladder leading to the loft area. Sunlight streams through the large windows, illuminating the room and highlighting the open kitchen and dining area in the background.
Flat in Glen Arbor

Arbor School Lofts - Heart of Glen Arbor

FamilyLocationDecor

4.99 out of 5 average rating, 81 reviews
Top guest favourite
Tower in Traverse City

Luxury Spa Retreat | Sauna, Hot Tub & Rooftop

ValueFamilyDecor

5.0 out of 5 average rating, 52 reviews
Superhost
Tiny home in Benzonia

Lumi Mirror House | Michigan | Private Amenities

LocationCheck-inAmenities

4.67 out of 5 average rating, 3 reviews
Top guest favourite
A bright and airy living room features large windows offering glimpses of surrounding trees. Comfortable seating includes a gray sectional sofa and wooden chairs. A round marble coffee table is centered on a decorative rug, enhancing the clean, modern aesthetic of the space.
Apartment in Glen Arbor

Hawks Nest Hideaway | 2BR | Screened In Deck

ValueLocationParking

4.98 out of 5 average rating, 62 reviews
Guest favourite
A serene beach view is captured at sunset, with a gradient of orange and purple hues filling the sky. Soft sand dunes are visible in the foreground, and the calm water reflects the warm colors, creating a peaceful atmosphere.
Apartment in Glen Arbor

Glen Arbor Waterfront Condo - Great Lakes 43

FamilyValueSleep quality

4.98 out of 5 average rating, 45 reviews
Top guest favourite
Home in Manistee

TreeTops of Lake Michigan, Beach Front and Spa

LocationFamilyOutdoor spaces

5.0 out of 5 average rating, 46 reviews

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.

Destinations to explore