
Holiday rentals in Cleveland
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Top-rated holiday rentals in Cleveland
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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!
4.98 out of 5 average rating, 62 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.
5.0 out of 5 average rating, 58 reviews
HottubAfterDune Delight |5BR|River|Kayaks|Beaches
🏞️ Perfect Location – 3-minute drive to Downtown Glen Arbor, 11 minutes to Sleeping Bear Dunes, and 8 minutes to Glen Lake Beach Park! 🚤 Riverfront Fun – Enjoy kayaking on Crystal River and float to downtown Glen Arbor or Lake Michigan beach. 🍳 Two Fully Equipped Kitchens – Yes, there are 2! 🐾 Pet-Friendly – Bring up to 2 dogs ($250 pet fee) and enjoy the riverfront views. 🏡 Spacious & Cozy – 5 bedrooms, 2.5 baths, and room for up to 13 guests, perfect for family getaways and groups!
4.86 out of 5 average rating, 79 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!
5.0 out of 5 average rating, 48 reviews
Lakefront/Dock/HotTub/Kayak/SUP/PingPong/LimeLake
Lime Lake Therapy by Traverse City Getaway is a quintessential up north cabin beautifully situated on a private hilltop with stunning lake views. Immaculate with soaring ceilings and open floor plan. Main floor master bedroom suite overlooking the sparkling blue waters of Lime Lake. Front porch and covered lakeside deck for enjoying nature and gorgeous water views. Private frontage across the street with a NEW dock, fire pit, and picnic table. Pure, beautiful Leelanau at its best!
4.97 out of 5 average rating, 310 reviews
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.
5.0 out of 5 average rating, 16 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.
4.98 out of 5 average rating, 41 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.
5.0 out of 5 average rating, 9 reviews
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.
4.98 out of 5 average rating, 172 reviews
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.
4.94 out of 5 average rating, 144 reviews
Leelanau Day Tripper - Modern Barndominium Retreat
Welcome to your Northern Michigan Escape: Discover a modern barndominium in the heart of Leelanau County — perfectly positioned between Lake Michigan’s white sand beaches, the Sleeping Bear Dunes, and 23 local wineries. Whether you’re sipping wine under the stars, pedaling scenic trails, or relaxing with family, Leelanau Day Tripper is your stylish and serene basecamp for adventure.
4.97 out of 5 average rating, 35 reviews
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
4.98 out of 5 average rating, 102 reviewsPopular amenities for Cleveland holiday rentals
Other great holiday rentals in Cleveland

Great Location-Kid Friendly-M22-SleepingBear-Beach
4.95 out of 5 average rating, 22 reviews
Up North Retreat on M22 w/ Spacious Porch
4.91 out of 5 average rating, 22 reviews
Riverfront Home with Sauna | 5 min to Glen Arbor
4.99 out of 5 average rating, 77 reviews
Sun Bear Lakehouse – Lake Leelanau
5.0 out of 5 average rating, 32 reviews
Arbor School Lofts - Heart of Glen Arbor
4.99 out of 5 average rating, 81 reviews
Sleeping Bear Cottage - Near Dunes, Lime Lake
4.84 out of 5 average rating, 101 reviews
Warbler House
4.95 out of 5 average rating, 120 reviews
Sleeping Bear Dunes Cottage on the Lake #4
4.91 out of 5 average rating, 125 reviewsDestinations to explore
- Chicago Holiday rentals
- Detroit Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- London Holiday rentals
- The Blue Mountains Holiday rentals
- Downtown Chicago Holiday rentals
- Ann Arbor Holiday rentals
- Windsor Holiday rentals
- Kitchener Holiday rentals
- Grand Rapids Holiday rentals
- Thunder Bay Holiday rentals
- 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
- Fisherman's Island State Park
- Leelanau State Park
- Blustone Vineyards
- Young State Park
- 2 Lads Winery





