Holiday houses 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 Granary Northport . Rustic Modern Seclusion

Summer dates opening up mid February! 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 2. Absolutely no cats are allowed. We do not have a TV, but we do have fiber optic high speed internet.

Suttons Bay Village Apartment

Private studio apartment in the Village of Suttons Bay. One half block off Main Street, just across from the beach and marina. Walking distance to restaurants, shopping and movie theater. Grab your bike and head down the TART Trail to Traverse City and take the BATA Bus back or just stroll through our quaint unique downtown shops. Travel to local wineries, Leland's Fishtown and Sleeping Bear Dunes. Bicycle storage available in lower level with owner approval. No pets please.

The Bear Cub Aframe

We have a beautiful built 1000 sq ft Aframe! Recently installed a 100 inch theater system in the livingroom! Cabin is in Lakes of the North, which offers a perfect getaway for the outdoorsman. Side by Side trails! We offer 2 kayaks to use, cornhole boards & bags, trail riding your UTV/ORV, hiking, rafting at Jordan Valley Outfitter, snowmobiling. & many fine dining restaurants, several ski resorts and short day trips! Additionally, a 90 jet hottub for ultimate relaxation!

Sunset Lodge -b*COTTAGE SUITE

COTTAGE SUITE at Sunset Lodge: King 2-room apartment-suite on 2nd floor of quaint 1890s cottage. Private exterior entrance; no shared interiors. Bedroom with King bed, bath, living room/kitchenette. Wi-Fi & smart TV. Ceiling fans, floor fans & space heaters. No A/C or central heat. Wide lawn with lake view. Easy walk to quaint village of Omena. Near Suttons Bay, Northport, Leland. 20 mi. to Sleeping Bear Dunes. Your base to explore beautiful Leelanau Peninsula!

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.