Holiday rentals in Cleveland

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Top-rated holiday rentals in Cleveland

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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

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

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

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, 60 reviews

Top guest favourite

Home in Maple City

Great Location-Kid Friendly-M22-SleepingBear-Beach

Discover the perfect large family, multi family, couples, girls/guys retreat at the Sleeping Bear Den. 🌲 Private house tucked back in 7.2 acres of woods 👶 Designed for Families 🏖️ Close to beaches ☀️ Sleeping Bear Sand Dunes 🚘 M22 🍁 Experience Fall Colors 🍷 Perfect for Wine Tours ⛳️ Ideal Golf Getaway ❄️ Skiing and Snowmobiling Heaven 🚲 Palmer Woods Forest Reserve for hiking & biking 🌆 Traverse City *You must have an AWD vehicle in the winter for the long, uphill driveway.

4.96 out of 5 average rating, 23 reviews

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

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, 49 reviews

Top guest favourite

The cabin's exterior showcases beautiful log architecture, surrounded by lush greenery. A spacious front porch invites relaxation, while the private hilltop setting offers scenic lake views. The manicured lawn extends towards the water's edge, providing a serene natural environment.

Cabin in Maple City

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, 311 reviews

Top guest favourite

Cabin in Maple City

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

Superhost

A snug living area features wooden walls and beams, complemented by a comfortable seating arrangement. A television and a small heater are present, alongside a decorative coffee table. Natural light filters through two windows, which are adorned with white drapes.

Cottage in Maple City

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.

4.84 out of 5 average rating, 153 reviews

Guest favourite

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.

4.98 out of 5 average rating, 46 reviews

Top guest favourite

Home in Glen Arbor

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, 10 reviews

Top guest favourite

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.

4.98 out of 5 average rating, 173 reviews

Guest favourite

A cozy living room features a sectional couch positioned around a coffee table. A white brick fireplace serves as a focal point. Natural light filters through windows, highlighting wall decor and woven baskets. A textured area rug covers the hardwood floor, contributing to the inviting ambiance.

Cottage in Cedar

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, 146 reviews

Top guest favourite

Home in Cedar

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, 36 reviews