Holiday rentals in The Sleeping Bear

5.0 out of 5 average rating, 57 reviews

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

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.

FamilyLocationLaundry

4.99 out of 5 average rating, 184 reviews

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

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!

LocationValueBeach

5.0 out of 5 average rating, 47 reviews

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!

LocationFamilyWifi

4.89 out of 5 average rating, 281 reviews

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

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.

FamilyValueHeating

4.92 out of 5 average rating, 127 reviews

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

LocationValueWifi

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.

5.0 out of 5 average rating, 207 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!

LocationFamilyAmenities

5.0 out of 5 average rating, 276 reviews

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 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.

LocationValueParking

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.

ValueFamilyOutdoor spaces

4.98 out of 5 average rating, 43 reviews

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

Come visit our peaceful retreat in Glen Arbor with stunning Lake Michigan views. Located in The Homestead Resort, enjoy our scenic riverfront location with beach access right outside your door. Our 3 bed / 2.5 bath unit accommodates 6 people with additional sofa bed if needed. We also have 2 kayaks for you to enjoy. Please review house rules before requesting a booking to make sure this property is the right choice for your group.

FamilyValueRiver

5.0 out of 5 average rating, 55 reviews

Cabin in Traverse City

Luxury Couples Retreat W/Hot Tub in Traverse City!

Escape to Rise Retreat, a newly renovated luxury tiny cabin on 6 private acres just 18-minutes from downtown Traverse City. Unwind in the hot tub under the stars, explore nearby trails, or cozy up by the fire. Designed for couples or small groups, this peaceful hideaway blends rustic charm with modern comfort. Featuring a full kitchen, two queen beds, and thoughtful details throughout. Your perfect Up North getaway starts here.

FamilyLocationAccess

4.94 out of 5 average rating, 167 reviews

Aerial view of a modern chalet surrounded by lush greenery, with a distinctive orange roof. The tranquil Garey Lake reflects the sky, while trees provide a natural border along the shoreline, offering a serene setting in the heart of nature.

Chalet in Empire

Tavi Haus: Lakefront~Kayaks~SUP~Sauna~Pool Table

🌊 Private Lakefront Modern Chalet 🧘 6-Person Barrel Sauna for Relaxation 🚤 Paddleboards & Kayaks Included 🔥 Cozy Lounge with Fireplace & Pool Table 📍 15 Mins to Sleeping Bear, 20 to TC Hosted by Catered Stays Rentals, we create the ideal guest experience. Enjoy seasonal kayaks and paddleboards (May–Sept) along with cozy spaces to relax inside and out. Perfect for families and friends to unwind and make memories.

ValueFamilyCleanliness

4.98 out of 5 average rating, 168 reviews

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.

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Popular amenities for The Sleeping Bear holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in The Sleeping Bear

4.86 out of 5 average rating, 42 reviews

A wooden dock extends over clear waters, leading to a serene lakeside view. A white bench is positioned on the dock, providing a spot to relax and enjoy the surrounding greenery and distant homes set against the lush backdrop of trees.

Home in Beulah

Beautiful Beachfront Home/Sauna on Crystal Lake

FamilyLocationCondition

4.99 out of 5 average rating, 74 reviews

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

Riverfront Home with Sauna | 5 min to Glen Arbor

FamilyLocationSleep quality

A wooden dock extends into the clear water, featuring two white Adirondack chairs positioned for relaxation. Lush trees and green grass border the shoreline, while a cottage with large windows offers views of the lake. Another cottage is seen in the background.

4.86 out of 5 average rating, 234 reviews

Lone Pine Cottage on Little Glen Lake

FamilyValueBiking

5.0 out of 5 average rating, 5 reviews

Cabin in Interlochen

Brand New! Twin Pines A frame Retreat

LocationFamilyCleanliness

4.92 out of 5 average rating, 64 reviews

A charming cottage is nestled on the shore, featuring a light-colored facade and large windows that invite natural light. A welcoming front porch is visible, complemented by a lawn leading to the beach. The shoreline and tranquil waters of Lake Michigan are just beyond the greenery.

Home in Glen Arbor

Ballein Family's "Innisfree" Cottage in Glen Arbor

LocationFamilyBathroom

5.0 out of 5 average rating, 34 reviews

A spacious deck offers a dining table with an umbrella and several lounge chairs, providing scenic views of Glen Lake. The waterfront location features calm waters and boats anchored in the distance, framed by lush trees and a clear sky.

Cottage in Glen Arbor

Updated Glen Arbor Cottage on Lake: Dock & Mooring

FamilyLocationGetting around

4.83 out of 5 average rating, 36 reviews

A charming yellow cottage stands nestled amid greenery, featuring a sloped roof and large windows. The front porch is adorned with plants, and a small walkway leads to the entrance. Surrounding trees provide shade, contributing to a serene outdoor setting.

Cottage in Empire

Cheerful 2 bedroom cottage near Empire beach

LocationFamilyBeach