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
A modern tiny house nestled in a forest, surrounded by tall trees and lush greenery. The dark exterior contrasts with natural woodland elements. A spacious deck is visible, equipped with seating, inviting relaxation amidst nature.
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, 187 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
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, 295 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 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
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!

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, 265 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.

Top Guest favourite
The Forest Cabin is nestled among tall trees, featuring a wooden façade that harmonizes with the natural surroundings. Large windows and a sloped roof add contemporary design elements. A gravel path leads to the entrance, partially obscured by lush greenery, creating a sense of seclusion.
Cabin in Maple City
5 out of 5 average rating, 14 reviews

Forest Cabin at Parcel

Featured in Domino Magazine: “Midwest on the Outside, Copenhagen on the Inside.” The Forest Cabin is tucked in the woods and is the little sister to the Meadow Cabin. It is the smaller of our two cabins, with room for four people. Sky-high ceilings and quirky lines at the Forest Cabin combine a cozy haven with contemporary Nordic design. One main-floor bedroom, a second-story loft bedroom, one bathroom, and an intimate living and kitchen space make up the Forest Cabin.

Top Guest favourite
An open living area is showcased with large windows allowing natural light to flood in. A round dining table is surrounded by black chairs, while a cozy sectional couch and a circular coffee table are positioned in the space. French doors lead to a deck surrounded by trees.
Chalet in Cedar
5 out of 5 average rating, 65 reviews

Relaxing Retreat at Old Mountain House

Enjoy an escape to the Leelanau Peninsula. Centrally-located between Sleeping Bear Dunes, Suttons Bay, Glen Arbor, Leland, and Traverse City, with both Lime Lake access and Good Harbor Bay beach a few miles away. Old Mountain House is designed with our guests in mind and surrounded by the beauty of nature. We have curated a retreat that offers you a modern, well-appointed, and quiet oasis for your stay in Northern Michigan. Perfect for your Spring and Summer getaway!

Top Guest favourite
Cabin in Traverse City
5 out of 5 average rating, 39 reviews

Luxury Couples Retreat W/Hot Tub in Traverse City!

Escape to Rise Retreat, a newly renovated luxury tiny cabin on 6 private acres just 18-minutes from downtown Traverse City. Unwind in the hot tub under the stars, explore nearby trails, or cozy up by the fire. Designed for couples or small groups, this peaceful hideaway blends rustic charm with modern comfort. Featuring a full kitchen, two queen beds, and thoughtful details throughout. Your perfect Up North getaway starts here.

Superhost
An airy living area is highlighted by a vaulted ceiling and large windows offering views of the wooded surroundings. A sectional sofa, dining table, and entertainment area are arranged for comfort. Natural light floods the space, creating an inviting atmosphere that connects with the outdoors.
Chalet in Maple City
4.88 out of 5 average rating, 41 reviews

Northern Bliss

Northern Bliss is a lovely 3 bedroom home nestled among a private wooded setting. Enjoy the tranquility as you are surrounded by windows opening your senses to the outdoors. The master suite is featured in the loft. Private space with another TV and lake view. Two more bedrooms are on the main level with a full bed in the second bedroom and 2 twins in the third. The open floor plan leads out to the large deck to the water.

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, 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 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, 134 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
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.

Popular amenities for Cleveland holiday rentals

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