Holiday rentals with a fire pit in Leelanau County

The "Cherry Cottage", A Vintage Barn Conversion

Brand new custom construction! Nestled on a historic family farm, the Cherry Cottage is a one-of-a-kind, newly converted barn, fusing vintage charm with clean, modern amenities. Two private bedrooms surround a double-height living space, a spacious full bathroom, and a kitchen. Guests are immersed in the beauty of the Leelanau Peninsula and can enjoy the park-like setting of the cottage. Leland, Lake Leelanau, numerous wineries, beaches, hiking and so much more are just a 5-minute drive away!

Leelanau Secluded Tiny House Northport

Newly built tiny house 2 miles south of Northport. Nestled in the woods overlooking a pond and surrounded by an organic vineyard/farm. Short walk to organic winery, 5 min drive to Northport, 15 min to Leland, and 20 min to Sutton’s Bay. Many beautiful beaches close by! Sleeps 4 total, 2 on a queen sized bed in loft and 2 on a futon on main floor. There is running water inside, hot & cold, but there is not a toilet or shower inside. Outside is a very clean portable restroom and outdoor shower.

Dome in Suttons Bay with amazing views!

Amazing Views -- Unique Architecture -- Great Location One of the best views on Leelanau Peninsula. Mini-Dome (guest house) sharing 5+ acre property with Big Dome (main house). Conveniently located near the M-22 scenic route, 1 mile from the bike Trail, and within 4 miles of 6 wineries. The interior was newly renovated in 2019. The Mezzanine has 2 queen beds (shared space). You'll love this unique and romantic escape. 2022 Stats: 3 engagements, 6 Anniversaries, 5 birthdays, 4 pre-weddings

1 Bdrm Private Apartment (Milk Chocolate) at GDC

Our Milk Chocolate suite is a large 1 bedroom apartment located above our gelato shop in Empire, Mi! From it's large breezy balcony, you can sip coffee and plan a Leelanau adventure. The apartment is decorated in a colorful mid-century modern style. The bedrooms and living room both have smart tvs. There's a full kitchen stocked with the essentials and we provide toiletries and beach towels/blanket/chairs. It's a great base camp to explore the area and just a few blocks from Empire beach!

Organic Vineyard and Farm Oasis

Stay on Leelanau’s only organic vineyard and farm (Green Bird Organic Cellars). A cozy, romantic space next to the vines, apple trees, sheep and chickens. This one-of-a-kind stay puts you close to everything in Northport & Leland, while allowing you to enjoy the natural beauty of our family-run winery. The space has a private entrance, a lofted bed with a ladder (best for folks with full-mobility), a living/dining area, a fridge/microwave/keurig and a full bathroom with a shower.

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.

Private, peaceful country setting.

Our charming free-standing apartment offers a private entrance with convenient parking in front. We are located in the center of Leelanau County's Wine Country; a birding, cycling and hiking, paradise. We are within close proximity to Sleeping Bear Dunes National Park and surrounded by miles of pristine Lake Michigan shoreline. There are abundant restaurants of varied ethnicity and quaint shops in the County and even more just 20 miles south in Traverse City.

The Gristmill Apartment

My house is the first house north of Cherrybend on the bay side. My place is close to the beach, restaurants and dining, parks, art and culture, and great views. You’ll love my place because of the location, the ambiance, the neighborhood, the outdoors space, and the people. My place is good for couples, solo adventurers, and business travelers. I am on premise and available to answer any questions. I live in the main house.

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.