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!

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.

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!

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.

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.

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

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.

Joe’s Sunset Cabin/ Glamping experience

Come on in Glamping enthusiast, make yourself at home in our small but adorable 12 by 24 rustic mini cabin. Solar powered lights and electric plug-ins and lights with gas stove and fridge. Queen size futon on main floor , Hot shower outside under the beautiful sky and no more Porta potty located outside. Toilet is now inside! Surrounded by a beautiful hardwood forest. Be one with nature. Sitting just up the hill from our mini donkeys and our 4 adorable boy alpacas.

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.

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.