
Holiday rentals in Cleveland
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Top-rated holiday rentals in Cleveland
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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.

Comfy Townhouse in Lovely Leelanau~
Great location in central Leelanau county, about 20-30 minute drive from major sites of interest: Sleeping Bear Dunes, Traverse City (Cherry Festival and Film Festival), Leland Fishtown, Sutton's Bay, Interlochen, wineries/cideries/breweries/distilleries, beaches, etc. Renovated and redecorated first floor makes the condo a wonderful place to relax and kick back. Come and explore all the area has to offer: summer vacations, fall color and wine tours, winter sports, spring blossoms!

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!

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

Sleeping Bear Cottage #2
More than ordinary, this property is the perfect getaway destination with endless starry nights and s'mores by the fire. Located right off M22 and the Heritage Trail, this 1930's Belaire style cabin features exposed log beam work and rustic finishes throughout to compliment the woods that surround the property. Each cabin has 2 kayaks with a pull transporter on wheels, designated bonfire pit and charcoal grill. Bass lake is accessible across the street down a short path.

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.

Modern Woodland Cabin on M22 | New Build w/ Porch
Modern Cabin Retreat on M-22 – Perfect Getaway with Scenic Views Welcome to our beautiful modern cabin located right off the iconic M-22, a premier destination for scenic drives, outdoor activities, and relaxation. Perfectly blending the charm of cabin life with sleek, contemporary design, this retreat offers the best of both worlds. Nestled in nature yet close to local attractions, this is the ideal spot for families, friends, or couples looking to unwind.

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.

Northern Bliss
Northern Bliss is a lovely 3 bedroom home nestled among a private wooded setting. Enjoy the tranquility as you are surrounded by windows opening your senses to the outdoors. The master suite is featured in the loft. Private space with another TV and lake view. Two more bedrooms are on the main level with a full bed in the second bedroom and 2 twins in the third. The open floor plan leads out to the large deck to the water.

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.

Cozy Good Harbor Cottage with hot tub & fireplace
Welcome to our thoughtfully designed 1940's cottage in the woods just minutes from Good Harbor Beach. This quiet retreat gives you access to the wine, food, and nature the Leelanau Peninsula is known for. Enjoy the outdoor fire pit, charcoal grill, fast wifi, Smart TV, and well-appointed kitchen. Sound travels so please be respectful of our neighbors. Sorry, no parties or events. All are welcome.

New build in the heart of Glen Arbor
Nestled between Lake Michigan and Glen Lake in the heart of Glen Arbor. Our 3 bedroom, 1.5 bath home was built in 2021 with efficiency and comforts of home in mind. Featuring a large deck and bonfire pit area surrounded by trees. One block from downtown Glen Arbor and only a few blocks from the lakes this is the perfect destination for your next Northern Michigan adventure
Popular amenities for Cleveland holiday rentals
Other great holiday rentals in Cleveland

Hawks Nest Hideaway | 2BR | Screened In Deck

Michi's Base Camp: Your Dog-Friendly Escape Begins

Riverfront Home with Sauna | 5 min to Glen Arbor

Löyly Luxury Dome | Michigan | Private Amenities

Yurt | Breathtaking Views | Private Eco Retreat

New A-Frame in wine country

Great Location-Kid Friendly-M22-SleepingBear-Beach

Modern Lake Leelanau Home Near Wine Country
Destinations to explore
- Chicago Holiday rentals
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- Sleeping Bear Dunes
- Crystal Mountain (Michigan)
- Arcadia Bluffs Golf Club
- Sleeping Bear Dunes Nat'l Lakeshore
- Black Star Farms Suttons Bay
- Village At Grand Traverse Commons
- Historic Fishtown
- Chateau Chantal Winery and Inn
- Turtle Creek Casino And Hotel
- Caberfae Peaks
- Traverse City State Park
- Brys Estate Vineyard & Winery
- Bonobo Winery
- Mari Vineyards
- Old Mission State Park
- Castle Farms
- Clinch Park
- Grand Traverse Lighthouse
- Bowers Harbor Vineyards
- Leelanau State Park
- Fisherman's Island State Park
- 2 Lads Winery
- Chateau Grand Traverse Winery
- Blustone Vineyards





