Family-friendly holiday rentals in Leland

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 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.

Cozy, Rustic Little Cottage in the Woods

Cozy, rustic tiny cottage in the woods is located about 6 miles (10 minutes) North of Suttons Bay town center and 9 miles (15 minutes) South of Northport. Downtown Traverse City is 22 miles or (35 minute) drive. Location is close to many beaches, restaurants, wineries, microbreweries, and Sleeping Bear Dunes National Lakeshore. It is a great place for couples seeking a quiet romantic getaway or a single outdoor adventurer.

Lakefront Lodging - A Nature Lover's Delight!

The 'Classic King' at Sunrise Landing has a king bed in a simple, yet cozy studio space. Featuring vintage tongue and groove cedar walls, a sitting area, microwave, fridge, flat screen TV, and, of course, sits just a step away from a great view of the sun rising over our private beach on lake Michigan. (Please note: This is not a full kitchenette, just a mini fridge and microwave in the studio unit).

Leelanau Modern Farm Cottage-NEW HOT TUB 2025

NEW FOR 2025: Nordic hot tub! Our farm is the perfect getaway from the busy life. A mix of historical farmhouse and modern style, we are just minutes from the Sleeping Bear Sand Dunes, Traverse City and historic Fishtown. Stay at our cottage for a rejuvenating week of gorgeous views and simple living in the summer or, book for a quick getaway during color tour, wintry weekends or blossom season.

J2 Farm Guest House

Find us on Insta @cedarnorthtc. Peaceful romantic get away in beautiful Leelanau countryside. Gentleman/lady farm with dairy goats and cow. Private, airy guest house with separate entrance, but within our home. Galley kitchen and loft for extra sleeping room are cozy additions. There are five additional places to stay through Airbnb on our property at Cedar North, check them out as well.