Holiday 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.

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

Suttons Bay, Stoney Point Retreat

Enjoy beautiful Stoney Point! Bike and walk quiet country roads through woods, fields, and orchards with surprising views of Grand Traverse Bay. A small local park is 1/2 block away with great vistas, swimming and an easy kayak launch. Suttons Bay with its beaches, marinas, restaurants and unique shops is a 3 mile ride along the shore. Enjoy a quick bike ride into town to access the Leelanau trail. Visit nearby orchards, wineries, Fishtown and Sleeping Bear Dunes/National Lakeshore.

Sleeping Bear Stunner - private, gorgeous views

Welcome to Blue Kettle Cottage. Updated home on 4 acres of private land adjacent to 480 acres of Sleeping Bear Dunes National Lakeshore land. Close to Glen Arbor and Empire. Two generous bedrooms, one bathroom, outdoor shower, beautiful patio with couch and table and fire pit area. The Kettles Trail is your backyard and accessible all year long for hiking, snowshoeing and cross-country skiing. If you are bringing a dog, please read the pet rules and rates before booking.

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.

Modern West Bay Cabin

Newly built modern inspired cabin situated along M22 between Traverse City and Suttons Bay. This custom-built home offers sunrise views over West Harbor Bay and private beach access across the street. Minutes from the best wineries and restaurants the north has to offer. The bright interior and vaulted ceilings create a warm space to gather. The cabin sleeps 6-8 and offers unique built in beds and outdoor shower for a rinse after a long day at the beach.

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.