Vacation rentals with outdoor seating 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.

The Guest House at Blossom Gardens

Private, separate-from-main-house bedroom suite with full bath in the heart of Leelanau County and surrounded by hundreds of acres of tranquility. We are located on a secondary road, favored by cyclists for its winding beauty and open pastureland. Right out your door, you have a deck and Pergola. It’s perfect for one or two people looking for a centrally located, comfortable, affordable, clean and quiet spot from which to explore Traverse City, Leelanau, Old Mission Peninsula and beyond.

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 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.

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.

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.

Seeblick Haus- Modern cabin with water views

Seeblick Haus is a small vacation home for 4 people on a secluded, very private site in Northport. The open floor plan of the house is designed around the natural setting of the property and facilitates a 270 degree view of Grand Traverse bay and the surrounding orchards. Large windows offer the experience to be close to nature through all seasons and the wrap-around porch extends the living space to the outdoors.

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.