Holiday houses in Cleveland

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Top-rated holiday rentals in Cleveland

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Tiny home in Lake Ann
4.99 out of 5 average rating, 300 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!

Guest favourite
A charming two-story home is surrounded by greenery, featuring a welcoming front porch with colorful chairs and hanging flower baskets. The light gray exterior is complemented by blue front doors and large windows, providing a bright and inviting entrance.
Guest suite in Cedar
4.9 out of 5 average rating, 185 reviews

Creekside Hideaway

Adorable two bedroom above-garage apartment in beautiful Leelanau County, right in the heart of Sleeping Bear Dunes. Set back on 10 wooded acres and right on Shetland Creek, this location is perfect for an up north getaway! Close to wineries, golf courses with Lake Michigan, Lime Lake and Little Traverse Lake all right nearby. Just a short drive to Glen Arbor and Leland. The Heritage Trail is also down the road. Spend the day exploring then relax by the creek in the evening with a glass of wine!

Top Guest favourite
Home in Frankfort
4.99 out of 5 average rating, 114 reviews

The Relaxed Ranch

Welcome to our cozy 3-bed, 1-bath retreat in beautiful Frankfort, Mi! Entire 1300 sq ft upper level(tenants reside in the bottom level) is perfect for families or small groups, nestled on a serene 10-acre lot. Inside, enjoy a well-appointed living area, fully equipped kitchen, and three inviting bedrooms. A perfect getaway close to everything!! *note we do use the dressers and bedroom closets for storage, so they aren’t available, but there is plenty of other space available for your storage!

Guest favourite
A serene lakeside setting features a fire pit surrounded by several wooden Adirondack chairs. Lush greenery frames the view of the sparkling water, and gentle waves lap at the shore under a clear blue sky. A distant hill is visible across the lake.
Cabin in Maple City
4.97 out of 5 average rating, 294 reviews

Lime Lake Therapy-HotTub/PingPong/Private Dock/AC

Quintessential up north cabin beautifully situated on a private hilltop setting with stunning lake views. Immaculate with soaring ceilings, open floor plan, & solid surface counters. 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 area. Pure, beautiful Leelanau at its best! 39 min. to ski Crystal Mt.!

Top Guest favourite
A cozy cedar shake cabin is illuminated by warm light against a snowy landscape at night. Snow is piled high around the entrance, with a path cleared leading to the front door. The surrounding trees are blanketed in snow, adding to the serene atmosphere.
Home in Maple City
5 out of 5 average rating, 36 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!

Superhost
Condo in Cedar
4.88 out of 5 average rating, 143 reviews

Studio by Sleeping Bear Dunes National Park

Cozy Studio near Sleeping Bear Dunes National Park Location: Between Glen Arbor and Leland, 25 minutes from Traverse City, and only a 5-minute drive to Sleeping Bear Dunes National Park. Nestled on a beautiful golf course and just 2 minutes from the pristine Good Harbor Bay beach, this fully furnished, air-conditioned studio offers everything you need for a relaxing getaway. Enjoy the stunning surroundings of the National Park Shoreline and miles of public beach at Good Harbor Bay.

Superhost
The exterior of the cabin features a wooden deck with two blue chairs positioned for relaxation. The cabin's rustic facade showcases stone accents and large windows, inviting natural light. Surrounding trees enhance the serene ambiance while an American flag adds a touch of Americana.
Cottage in Maple City
4.84 out of 5 average rating, 146 reviews

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.

Superhost
Townhouse in Glen Arbor
5 out of 5 average rating, 19 reviews

Hawk's Nest 5

Nestled in the picturesque ski hills of The Homestead Resort, this one bedroom condo boasts four seasons of enjoyment. Unwind to the nature surrounding you. Morning coffee & book on the porch, stroll to Lake Michigan or day trip to Sleeping Bear dunes. Hawk's Nest 5 is the perfect retreat. This stylish condo has been remodeled to reflect the cozy feel. The upstairs suite has a queen bed along with a smart TV powered by Roku. Sofa bed in living room adds sleeping for four.

Top Guest favourite
Place to stay in Suttons Bay
4.97 out of 5 average rating, 113 reviews

Joe’s Sunset Cabin/ Glamping experience

Come on in Glamping enthusiast, make yourself at home in our small but adorable 12 by 24 rustic mini cabin. Solar powered lights and electric plug-ins and lights with gas stove and fridge. Queen size futon on main floor , Hot shower outside under the beautiful sky and no more Porta potty located outside. Toilet is now inside! Surrounded by a beautiful hardwood forest. Be one with nature. Sitting just up the hill from our mini donkeys and our 4 adorable boy alpacas.

Guest favourite
Cabin in Maple City
5 out of 5 average rating, 7 reviews

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.

Top Guest favourite
Cottage in Glen Arbor
4.97 out of 5 average rating, 158 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.

Guest favourite
A charming cottage is nestled in a lush green forest, showcasing a red exterior and a sloped roof. An outdoor dining area is visible on a gravel patio, with seating and an umbrella, while a fire pit area is situated nearby among the trees.
Cottage in Cedar
4.94 out of 5 average rating, 133 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.

Popular amenities for Cleveland holiday rentals

  1. Airbnb
  2. United States
  3. Michigan
  4. Leelanau County
  5. Cleveland