Holiday rentals in Leland Township

Modern Courtyard Home Featuring Art + Light

The Box Haus is a modern style home in the heart of the village of Leland. The space has 3 spacious bedrooms & 2.5 Bathrooms. All on a single level with finished concrete flooring with open layout. The open room includes kitchen, dining and living areas. Floor to ceiling windows with lots of natural light. Tan, read, or simply take a siesta on the deck at the private & cozy courtyard. Everything is close. Walk or ride to beaches, village dining, and shopping, Fish Town and Leland Harbor.

New! Award-Winning Chameleon House & Hot Tub

Welcome to the one and only award-winning Chameleon House -- a 32-foot-high, 9-level modern-industrial masterpiece designed by San Francisco’s renowned Anderson Anderson Architects. This published, trophy-worthy home is unlike anything else, both an architectural landmark and a living work of art. The innovative translucent polyethylene siding reflects and mimics the surrounding landscape and sky, transforming with the seasons. Inside, warm birch wood panels soften the sleek steel construction.

Luxe Suttons Bay Barn w/ Hot Tub-Games-Fire Pit

Gather your crew at this renovated luxury barn perched on a wooded bluff with serene creek views. Three spacious levels offer 4 bedrooms (4 queens, 2 kings) and 4 full baths—plenty of room to spread out in style. The open-concept main floor is perfect for hosting and connecting, while the basement lounge/game room adds extra fun. The 10 person hot tub is always a favorite. Across from Starry Night Barn & Studios and 5 minutes to downtown Suttons Bay in the heart of Leelanau Wine Country.

New A-Frame in wine country

Welcome to Owl Ridge A-Frame! This NEW cabin sits on 8 wooded acres and features a modern, comfortable design with custom finishes. The large, open concept gathering space has room for your whole group to be together. Enjoy a fire pit, outdoor dining and acres of rugged woods to explore. Within 4 miles of 5 wineries. 5 minutes to Lake Leelanau, 7 minutes to Suttons Bay, 12 minutes to Leland and 30 minutes to Traverse City. Enjoy beaches, hiking, dining, shopping and endless Leelanau charm.

Lake Michigan Beachfront Retreat

Beachfront double A-frame retreat. Private sandy beach. Views of Pyramid Point, Sleeping Bear Dunes & the islands. Beautifully landscaped grounds. Spacious but cozy 2800 sq ft home. 1600 sq ft deck with grill and lounges. Unique architecture with soaring ceilings and cedar-clad walls. Thoughtfully decorated with vintage & contemporary furniture, fine art & ceramics. Easy access to Leland, Northport, Omena, Suttons Bay & Glen Arbor. No weddings or other events / parties are permitted.

The Sweetbriar

This beautifully remodeled 100-year-old home was taken down to the studs and is now essentially brand new. The stunning new kitchen features gas cooking and new appliances, perfect for cooking and entertaining. The spacious, brand-new bathroom boasts a luxurious walk-in shower and soaking tub for ultimate relaxation. Smart TVs, high-speed Wi-Fi, and a cozy gas fireplace ensure your comfort. Don’t miss the screened-in porch—it’s the perfect spot to unwind and enjoy the surroundings!

Vineyard Cottage | Barrel Sauna on a Vineyard!

The Vineyard Cottage is a charming 4-bedroom home located in the heart of Leelanau's wine country by Aurora Cellars. This property overlooks estate vineyards, the boutique winery, and beautiful rolling countryside. Enjoy our barrel sauna with panorama views! Aurora Cellars is open year round, so stroll over and have a glass of wine or flight during your stay and enjoy the beautifully manicured property and vineyard trails or explore Leelanau County from this centrally located oasis.

Leland Home + Pickleball Ct. + 2200ft +Backyard

Our newer, cozy home is roughly one mile from downtown Leland. Enjoy outdoor lawn games in the park like setting on this several acre parcel. We are minutes away from the best beaches, hiking trails and restaurants in Leelanau County. After a day of exploring the scenic area come back to the cozy retreat in the privacy of your own home. Or perhaps, challenge your friends to a pickleball match on your own court. Either way, this is the place for you to create unforgettable memories.

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.

Hygge Sunrise Lane

Sunrise Lane is the OG - the first home built by Hygge Supply. The home sits on a tranquil stretch of preserved wetland that leads to lakeside access to stunning Lake Leelanau. The floor-to-ceiling windows allow you to feel one with the outdoor surroundings. Views of tamarack trees, cattails, and wetland flowers, the wildlife thrives on this protected piece of property, so expect to see deer, rabbits, squirrels, birds, fireflies, and an occasional bobcat sighting.

Hillside Bungalow - hot tub, coffee bar, firepit!

Welcome to the Hillside Bungalow - a cozy oasis featuring a hot tub, outdoor deck space, firepit, modern fully-equipped kitchen, and coffee bar with a mid-century modern design. Ideally located to visit any of the 16 wineries within 10 miles, drive to a nearby beach, rent some kayaks, go for a hike, bike nearby trails, and peruse the local charming towns - an overall ideal retreat to explore the Leelanau Peninsula and surrounding areas!