Holiday houses in Cleveland

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!

Family · Value · Check-in

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.!

Family · Location · Hiking

Comfy Townhouse in Lovely Leelanau~

Great location in central Leelanau county, about 20-30 minute drive from major sites of interest: Sleeping Bear Dunes, Traverse City (Cherry Festival and Film Festival), Leland Fishtown, Sutton's Bay, Interlochen, wineries/cideries/breweries/distilleries, beaches, etc. Renovated and redecorated first floor makes the condo a wonderful place to relax and kick back. Come and explore all the area has to offer: summer vacations, fall color and wine tours, winter sports, spring blossoms!

Family · Location · Hiking

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!

Location · Family · Comfort

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.

Location · Family · Cleanliness

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.

Location · Family · Long stay

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.

Location · Family · Cleanliness

Hygge Sunrise Lane

Sunrise Lane is the OG - the first home built by Hygge Supply. The home sits on a tranquil stretch of preserved wetland that leads to lakeside access to stunning Lake Leelanau. The floor-to-ceiling windows allow you to feel one with the outdoor surroundings. Views of tamarack trees, cattails, and wetland flowers, the wildlife thrives on this protected piece of property, so expect to see deer, rabbits, squirrels, birds, fireflies, and an occasional bobcat sighting.

Location · Family · Decor

Romantic Glacier Hot Tub Hideout | A-Frame

Nestled on the Betsie River near Crystal Mountain, this romantic A-Frame offers a private hot tub under starry skies, a glowing indoor fireplace, and a loft bedroom overlooking the river. Sip local coffee from the espresso bar, fish from the riverbank, or unwind by the firepit. Designed for couples yet comfortable for small families seeking a peaceful riverfront escape. Weekend dates go fast — book early to secure your stay.

Location · Value · Accuracy

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.

Location · Value · Walkability

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.

Family · Location · Hot tub

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.

Family · Location · TV