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 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
4.98 out of 5 average rating, 59 reviews

Hawks Nest Hideaway | 2BR | Screened In Deck

Welcome to your home away from home while exploring the natural beauty of northern Michigan. This newly renovated 2-bed/2-bath condo has been thoughtfully designed with comfort and style in mind. Hangout in the family room with ample seating and a smart TV with cable and streaming apps. Relax on the screened-in patio among the pines, with peek-a-boo views of Lake Michigan. Enjoy home cooked meals in a fully stocked kitchen. Location is perfect for easy access to everything the area has to offer!

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!

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
5.0 out of 5 average rating, 47 reviews

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!

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, 278 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 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, 126 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
5.0 out of 5 average rating, 206 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
5.0 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.

Superhost
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
4.98 out of 5 average rating, 40 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.

Guest favourite
Home in Empire
5.0 out of 5 average rating, 16 reviews

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.

Superhost
Home in Empire
5.0 out of 5 average rating, 4 reviews

The Shorebird | Lakefront | Walk to Dunes | SAT-to

🌊 Little Glen Lake 🏞️ Walk to the Dune Climb 🚗 8 Minutes to Glen Arbor 🔥 Lakeside Fire Pit 🍷 Close to Local Wineries Hosted by Catered Stays Rentals, this charming 3-bedroom, 2-bath waterfront home is perfect for a peaceful Northern Michigan getaway. Walk to the Dune Climb, enjoy lake days from the private dock, and spend evenings around the fire pit. Just minutes from downtown Glen Arbor, wineries, and Sleeping Bear Dunes!

Top guest favourite
A cozy living area is presented with a wood-burning fireplace set within a stone surround. A gray sofa and two armchairs are arranged around a wooden coffee table, with a soft area rug anchoring the space. Light enters through large windows, enhancing the room's brightness.
Cottage in Maple City
4.99 out of 5 average rating, 74 reviews

Riverfront Home with Sauna | 5 min to Glen Arbor

Escape to this charming, private cottage on the Crystal River! Just minutes from downtown Glen Arbor, public beaches, Sleeping Bear Dunes National Lakeshore, and the Homestead Resort. Built in the 1990s and fully renovated in 2022, blending modern comforts with timeless charm. Surrounded by natural beauty, this cozy retreat offers the perfect setting for relaxation, outdoor adventure, and exploring the best of northern Michigan.

Top guest favourite
Home in Glen Arbor
5.0 out of 5 average rating, 7 reviews

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.

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.