Holiday rentals in Cleveland

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.!

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.

Riverfront Home with Sauna | 5 min to Glen Arbor

Escape to this charming, private cottage on the Crystal River! Just minutes from downtown Glen Arbor, public beaches, Sleeping Bear Dunes National Lakeshore, and the Homestead Resort. Built in the 1990s and fully renovated in 2022, blending modern comforts with timeless charm. Surrounded by natural beauty, this cozy retreat offers the perfect setting for relaxation, outdoor adventure, and exploring the best of northern Michigan.

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.

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.

New build in the heart of Glen Arbor

Nestled between Lake Michigan and Glen Lake in the heart of Glen Arbor. Our 3 bedroom, 1.5 bath home was built in 2021 with efficiency and comforts of home in mind. Featuring a large deck and bonfire pit area surrounded by trees. One block from downtown Glen Arbor and only a few blocks from the lakes this is the perfect destination for your next Northern Michigan adventure