Holiday rentals in Cleveland

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Top-rated holiday rentals in Cleveland

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A large, two-story condo is set against a backdrop of lush green grass. The building features multiple balconies with sliding doors, framed by neatly landscaped shrubs and trees. The exterior is clad in dark siding, complemented by a well-maintained roof.
Apartment in Cedar
4.88 out of 5 average rating, 129 reviews

Golf course view, close to the beach

Efficient condo on the Old Course at Sugarloaf. Updated kitchen, modern furniture (high quality mattress), sleeper sofa, large jetted tub, fast internet, cable, and private patio. 5 min. to Good Harbor Beach, 10 min. to Leland and 30 min. to Traverse City. Easy access to wonderful year round activities. Perfect for a golfing, outdoor adventure or wine tasting trip, or simply a change of scenery for a remote worker. Cross country ski on the golf course, hit the sledding hill across the street!

Guest favourite
A cozy living area features a mix of natural wood panels and large windows providing ample light. A comfortable sofa, colorful accent pillows, and chairs accommodate relaxation. A small dining table is neatly arranged, and a TV sits atop a low media console in this inviting space.
Guest house in Lake Leelanau
4.95 out of 5 average rating, 563 reviews

Minnow: Fab Eco Guesthouse

Stylish, one room living in gorgeous, central Leelanau- bustling village of Lake Leelanau, close to Leland. Our guesthouse is light & bright , overlooking the beauty of the gardens from a warm & cozy space. We welcome visitors & hope you find comfort in our eco-friendly, solar powered tiny home. A big comfy sofa, snug loft bed, soft sheets, walk-in shower, mini fridge. Great main rd location in village center, easy walk to wineries, restaurants, & grocery. Perfect base for relaxing & exploring!

Top guest favourite
The exterior of a quaint cabin is showcased, featuring wood shingles on the walls and a sloped roof. A seasonal porch is visible, with a comfortable chair positioned nearby. Steps lead up to the entrance, emphasizing the cabin's rustic charm and serene surroundings.
Tiny home in Frankfort
4.94 out of 5 average rating, 199 reviews

Cabin Unwind, tucked into the woods

This quiet TINY (144sq ft) gem, privately tucked away and yet very accessible, Cabin Unwind, has a seasonal porch, queen sized bed, a few 'kitchen appliances' and GREAT wifi. The HOUSE SHARED bathroom has it's own side entrance, across from the Cabin. There is a SUMMER SHARED porta-potty and proper shower, right close by, as well. WINTER GUESTS, please note...DON'T come down the driveway without PROPER WINTER tires! Leave your car at the turnaround and I'll gladly shuttle you and your gear.

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
4.97 out of 5 average rating, 270 reviews

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

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
Cabin in Traverse City
4.98 out of 5 average rating, 142 reviews

Cozy Winter Cabin | 30 Min to Crystal Mountain

Escape to our cozy cabin, the perfect retreat for couples and their furry companions. Unwind with a drink at the cocktail bar (bring your favorite spirits), relax in hammocks under the trees, or gather around the firepit beneath the stars. Enjoy a fully equipped kitchen, in-unit laundry, and a coffee bar to start your mornings. Located less than 20 minutes from Sleeping Bear Dunes, Traverse City and Fish Town, our dog-friendly haven offers tranquility and adventure in equal measure.

Top guest favourite
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
5 out of 5 average rating, 253 reviews

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.

Guest favourite
The image depicts a modern kitchen with a light wood accent wall featuring varied wood tones. A stainless steel stove and a coffee maker are visible, along with a sink and white cabinetry. The spacious layout connects to a living area adorned with simple decor.
Flat in Traverse City
4.91 out of 5 average rating, 572 reviews

1-Bedroom APT (unit D) downtown Traverse City

We're located in historic downtown Traverse City's Boardman neighborhood, by the Boardman lake. It's a lovely tree-lined street walk to shopping, dining, & fun at the beach. We're also right next to the Boardman Lake Trail loop. So bring your bikes, bring your kayaks! Our place is good for couples, families, solo adventurers, and business travelers. NOT pet friendly. *** Please read through space description & house rules prior to booking with us. *** Thank you! :)

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
4.97 out of 5 average rating, 151 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 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
4.94 out of 5 average rating, 124 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.

Top guest favourite
The cottage is shown from an outdoor perspective, highlighting its white exterior and sloped roof. Two symmetrical windows flank a central door, while green shrubbery is positioned on either side. The surrounding landscape features open fields and a clear sky, indicating a tranquil setting.
Home in Cedar
4.94 out of 5 average rating, 251 reviews

Leelanau Modern Farm Cottage-NEW HOT TUB 2025

NEW FOR 2025: Nordic hot tub! Our farm is the perfect getaway from the busy life. A mix of historical farmhouse and modern style, we are just minutes from the Sleeping Bear Sand Dunes, Traverse City and historic Fishtown. Stay at our cottage for a rejuvenating week of gorgeous views and simple living in the summer or, book for a quick getaway during color tour, wintry weekends or blossom season.

Guest favourite
A bright and airy bedroom features a spacious bed with soft bedding. A neutral color palette is complemented by natural light from a large window. An accent bench sits at the foot of the bed, while a mirror and greenery add warmth to the space.
Flat in Traverse City
4.97 out of 5 average rating, 141 reviews

The Loft at Mundos

We are thrilled to have you stay with us! The Loft at Mundos is located on Garfield Ave above the coffee shop, Mundos HQ. Our rental is a five minute drive to Bryant Park Beach and a five minute drive to the Cherry Capital Airport. A fantastic location and just a short drive to all the fun and festivities that Traverse City has to offer. Your stay includes a complimentary bag of coffee from Mundos.

Top guest favourite
A minimalist guesthouse is nestled among lush greenery and colorful gardens. Windows adorned with large panes allow natural light to fill the interior. A pathway meanders through the vibrant plants, leading to the entrance, creating a welcoming approach surrounded by the tranquility of nature.
Guest house in Lake Leelanau
4.95 out of 5 average rating, 287 reviews

Good Harbor Tiny House - Six Miles S. of Leland

Our unique guesthouse is adjacent to Sleeping Bear Dunes National Lakeshore, 10 minutes south of Leland, and 25 minutes from Traverse City. Less than 1/2 mile from Good Harbor beach, one of Leelanau county’s premier beaches, our minimalist guesthouse offers a digital detox for those looking for an increasingly rare treat.

Popular amenities for Cleveland holiday rentals

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