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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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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.
Condo 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.
Guesthouse 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
A dining area with a burgundy table is surrounded by four light gray chairs, creating a welcoming space. A modern chandelier hangs above, while a stylish black couch and a floor lamp are visible in the background. A white shelf with colorful decor and a kitchen area are also present.
Apartment in Traverse City
4.92 out of 5 average rating, 514 reviews

1-Bedroom APT (unit F) downtown Traverse City

We're located in historic downtown Traverse City's Boardman neighborhood. 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, solo adventurers, and business travelers. Potential noise from neighbor's dog who is let out at 7am. NOT pet friendly. *** Please read through space description & house rules prior to booking with us. Thank you! :) ***

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.

Top Guest favourite
A spacious two-story house is situated on a green hillside, featuring a large wrap-around porch and multiple balconies. A peaked roof with a blue-green hue complements the natural surroundings, and large windows invite ample light into the home.
Home in Empire
4.95 out of 5 average rating, 131 reviews

Empire Therapy-Hot Tub/GameRoom/FirePlace&Pit/Ski

Perfect launching pad for all your Sleeping Bear Dunes and Traverse City area adventures! Less than 30 min. to ski Crystal! This gorgeous post and beam frame was built from 100-year-old red pine from the Torch Lake area by master log home builders. This home has a beautiful wood fireplace and the floors are hardwood: black locust, cherry, red oak, white oak, and black walnut. The house has radiant heat in the floors to make these floors a pleasure to walk in the winter even without socks!

Top Guest favourite
A scenic view captures a rolling landscape featuring vibrant autumn foliage in shades of orange and yellow. A clear blue sky stretches overhead, while a dirt path meanders through the grassy field. Distant trees display additional fall colors, creating a peaceful rural setting.
Guest suite in Beulah
4.97 out of 5 average rating, 114 reviews

Hobby farm with epic views!

Bright and cozy one bedroom space with epic views - plus full kitchen and laundry Enjoy your morning coffee while taking in the Platte River Valley. Centrally located between Honor and Beulah. Be at the beach in Sleeping Bear Dunes National Lakeshore in 10 minutes. Close to spots for kayaking, biking, hiking, and skiing. No additional cleaning fee. Flycatcher Farm is a hobby farm with seasonal produce and a farm stand. Planning a special occasion, ask the hosts how they can help.

Top Guest favourite
The cabin is nestled among tall grasses and wildflowers, with a large tree providing shade. Its dark exterior contrasts with the vibrant colors of the surrounding nature. The roof is metallic, and multiple windows reflect the greenery of the wooded area in the background.
Cottage in Northport
5 out of 5 average rating, 312 reviews

The Granary Northport . Rustic Modern Seclusion

Voted one of the top 85 Airbnbs by Conde Nast Traveler. The Granary is a lovingly restored two bed + one bath cabin located on 12 wooded acres with a secluded Lake Michigan beach nearby. A short drive to town will give you access to restaurants, groceries, breweries and wineries. Dogs are welcome! Please message us to discuss bringing more than 1. Absolutely no cats or other pets are allowed. We do not have a TV, but we do have fiber optic high speed internet.

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.

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.
Apartment in Traverse City
4.97 out of 5 average rating, 142 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 modern kitchen island features a gray countertop and a decorative tray at its center. Four black bar stools with gold legs provide seating. Light wood flooring complements the bright, airy atmosphere created by nearby windows.
Condo in Cedar
4.9 out of 5 average rating, 147 reviews

Leelanau Townhouse Retreat at Sugarloaf

Excellent site for couples or families, enjoy access to hiking, swimming, golf, scenic views and access to shopping and other amenities in nearby Leland or Glen Arbor. Several wineries are also nearby. The pool is open from Memorial Day through Labor Day weekend. Two golf courses are immediately adjacent to the association property--Sugarloaf the Old Course and Manitou Passage.

Guest favourite
The modern exterior of the house is characterized by wooden cladding and large windows, harmonizing with the surrounding forest. The entrance features a pathway leading through lush greenery, contributing to the seamless integration of architecture and nature.
Home in Lake Leelanau
4.93 out of 5 average rating, 285 reviews

Birch, The Collaboration House

Birch Le Collaboration House was designed as the ultimate Hygge Supply Home. Established to showcase our sustainable partners and modern design, the home offers a unique experience integrating architecture and nature. Centrally located near quaint towns, beaches, wineries and hiking, the home is a great gathering spot in any season to entertain family and friends.

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.
Guesthouse 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