Holiday rentals in Cleveland

Hawks Nest Hideaway | 2BR | Screened In Deck

Welcome to your home away from home while exploring the natural beauty of northern Michigan. This newly renovated 2-bed/2-bath condo has been thoughtfully designed with comfort and style in mind. Hangout in the family room with ample seating and a smart TV with cable and streaming apps. Relax on the screened-in patio among the pines, with peek-a-boo views of Lake Michigan. Enjoy home cooked meals in a fully stocked kitchen. Location is perfect for easy access to everything the area has to offer!

Cheerful cottage with amazing beachfront hangout

This special place is close to everything, making it easy to plan your visit. It is 5 minutes to downtown TC and within 15-20 to the Old Mission and Leelanau Peninsula wineries! The home is located directly on West Grand Traverse Bay. It has 3 bedrooms, and will sleep 6 comfortably. The expansive deck has breathtaking views of power island. It has ample outdoor patio furniture and a fireable to create ambiance. Below is an amazing beachfront entertainment area with 2 TV's, an outdoor bathroom.

Secluded Dome House w/view of Glen Lake. Sauna

Enjoy the sounds of nature and a view of Glen Lake when you stay in this unique Dome House. It is secluded but close to Glen Arbor, Crystal River, Palmer woods MTB trails, Glen Lake, and hikes on Sleeping Bear Sand Dunes. The house is perched up on a hill with a wrap around deck to enjoy the views and an outdoor fire pit also with a view of Glen Lake. Or enjoy the view from inside with the wood stove. Within a 5 min drive you can get to a public access for Glen lake or Lake Michigan.

Great Location-Kid Friendly-M22-SleepingBear-Beach

Discover the perfect large family, multi family, couples, girls/guys retreat at the Sleeping Bear Den. 🌲 Private house tucked back in 7.2 acres of woods 👶 Designed for Families 🏖️ Close to beaches ☀️ Sleeping Bear Sand Dunes 🚘 M22 🍁 Experience Fall Colors 🍷 Perfect for Wine Tours ⛳️ Ideal Golf Getaway ❄️ Skiing and Snowmobiling Heaven 🚲 Palmer Woods Forest Reserve for hiking & biking 🌆 Traverse City *You must have an AWD vehicle in the winter for the long, uphill driveway.

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!

Meadow Cabin at Parcel

Featured in Domino Magazine: “Midwest on the Outside, Copenhagen on the Inside.” The Meadow Cabin sits amongst a flowering and native meadow. It is our largest cabin, with room for six people. Cedar siding and expansive windows at the Meadow Cabin combine the spirit of a Scandinavian retreat with a nod to regional Northern Michigan architecture. Two main-floor bedrooms, a second-story loft bedroom, two bathrooms, and a big open living + kitchen space make up the Meadow Cabin.

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.

Vacationland | Fisher Lake Cottage + Big Glen

Waking up to still water with a mountain-like view across the lake. This designer-renovated ranch sits on 100ft of pristine Fisher Lake — connecting directly to Big Glen Lake. Reclaimed tamarack barn floors, a screened pavilion with wood-burning fireplace, private dock, and kayaks included. Minutes from Glen Arbor, Sleeping Bear Dunes, and the Crystal River paddle. This is Northern Michigan at its best. Welcome to Vacationland.

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.

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.

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.

Leelanau Day Tripper - Modern Barndominium Retreat

Welcome to your Northern Michigan Escape: Discover a modern barndominium in the heart of Leelanau County — perfectly positioned between Lake Michigan’s white sand beaches, the Sleeping Bear Dunes, and 23 local wineries. Whether you’re sipping wine under the stars, pedaling scenic trails, or relaxing with family, Leelanau Day Tripper is your stylish and serene basecamp for adventure.