Vacation rentals in Leland

The Underwood Tiny House - with private hotub

Fall into the rabbit hole to experience our unique twist on a Wonderland inspired tiny house. Boasting a Queen size bed, a full kitchen and bathroom, and everything in between, you are bound to have a relaxing getaway... with a little bit of adventure! The spacious deck (with hot tub) overlooks the forest, and it is the perfect place to enjoy a cup of coffee or a glass of wine. The Underwood Tiny House has been created to give each person who walks through its door an experience like none other!

Two Fish Stay, Downtown, Overlooking Lake Michigan

Two Fish Stay is located in downtown Leland, just steps away from historic Fishtown, Leland harbor and beaches. The space offers beautiful sunset views of Lake Michigan and the Manitou Islands. Leland was chosen the second ‘Best Place to Watch a Sunset’ in North America by USA TODAY in 2013. Two Fish Stay is a charming 1400 sq. ft. walk-up above a thriving retail business, in a historic building. Fishtown is a well-preserved collection of 19th-century fishing shanties, smokehouses and fish tugs.

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.

Lake Leelanau 2 Bdrm Cozy Cottage

Welcome to your own private, quiet slice of heaven on beautiful South Lake Leelanau. This cottage is in the perfect location situated between TC, Suttons Bay, Leland & Empire. Enjoy watching the sunrise each morning as you sip your morning coffee and plan your days’ adventures. The house has a private dock, 2 small queen bedrooms, fireplace, & spacious fully equipped kitchen. 1 closet, cottage is 600 sqft. No boats, parties or pets or smoking allowed. Not well suited for infants or toddlers.

Quaint Home near Fishtown Leland

Nestled in the heart of downtown Leland, you are a short walk to sugar-sand beaches, artisan shops, boutiques, eateries, coffee shops, wineries, breweries, tennis courts, ball fields, hiking trails, golf courses and wedding venues. Just steps from the Leland river for kayaks, paddle boards, boat launches, rentals and that fresh morning swim. Enjoy quick access to six Lake Leelanau and Lake Michigan beaches. A perfect spot for couples or families looking to explore the many wonders of Leelanau!

Minnow: Fab Eco Guesthouse

Stylish, one room living in gorgeous, central Leelanau- bustling village of Lake Leelanau, close to Leland. Our guesthouse is light & bright , overlooking the beauty of the gardens from a warm & cozy space. We welcome visitors & hope you find comfort in our eco-friendly, solar powered tiny home. A big comfy sofa, snug loft bed, soft sheets, walk-in shower, mini fridge. Great main rd location in village center, easy walk to wineries, restaurants, & grocery. Perfect base for relaxing & exploring!

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!

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.

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.

Birch Le Collaboration House

Birch Le Collaboration House was designed as the ultimate Hygge Supply Home. Established to showcase our sustainable partners and modern design, the home offers a unique experience integrating architecture and nature. Centrally located near quaint towns, beaches, wineries and hiking, the home is a great gathering spot in any season to entertain family and friends.

NorthShore, Modern Cabin 656

North Shore is Leelanau's best private/modern bungalow! Walk to the beach and marina. Barb's Bakery is right around the corner. Gourmet dining options, craft beer pubs, art galleries are all just a short walk away! Boasting 2 master suites and a queen bed for the 5th traveler, gourmet kitchen, and cozy fireplace - this one checks all the boxes!