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, 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!

ValueFamilyHiking

Top guest favourite
Tower in Traverse City
5 out of 5 average rating, 43 reviews

Luxury Spa Retreat | Sauna, Hot Tub & Rooftop

A few September dates remain for private spa weekends near Traverse City. Solhavn is your private luxury spa retreat beneath the pines. Spend your days exploring nearby wineries, Lake Michigan beaches, and downtown Traverse City, then return to a covered hot tub, glass front sauna, cold plunge, rooftop lounge, outdoor shower, and private wellness room with premium massage chairs. Perfect for: • Couples getaways & anniversaries • Girls weekends & wellness trips • Romantic escapes & spa weekends

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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
5 out of 5 average rating, 56 reviews

Secluded Dome House w/view of Glen Lake. Sauna

Enjoy the sounds of nature and a view of Glen Lake when you stay in this unique Dome House. It is secluded but close to Glen Arbor, Crystal River, Palmer woods MTB trails, Glen Lake, and hikes on Sleeping Bear Sand Dunes. The house is perched up on a hill with a wrap around deck to enjoy the views and an outdoor fire pit also with a view of Glen Lake. Or enjoy the view from inside with the wood stove. Within a 5 min drive you can get to a public access for Glen lake or Lake Michigan.

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Guest favourite
Yurt in Frankfort
5 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*

LocationFamilyCleanliness

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!

LocationFamilyDecor

Top guest favourite
Home in Frankfort
5 out of 5 average rating, 28 reviews

Family Guesthouse | 5 Minute Drive to the Beach

Welcome to Hidden Harbor - a thoughtfully designed 2-bedroom guesthouse just minutes from Lake Michigan beaches, Crystal Lake, and downtown Frankfort. Family-friendly and full of charm, our cozy retreat sleeps up to 6 and offers the perfect mix of comfort, style, and Northern Michigan adventure. The guesthouse sits on the same property as the main home, tucked down a small hill with its own drive. While not fully secluded, the location offers a wonderful blend of convenience and peace.

LocationFamilyCondition

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

LocationValueAccess

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, 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!

FamilyValueHot tub

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, 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.

ValueFamilyQuiet

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, 39 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.

ValueLocationKitchen

Superhost
Home in Thompsonville
4.92 out of 5 average rating, 222 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.

FamilyValueGetting around

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.

ValueFamilyView

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.