Holiday houses 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!

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

Suttons Bay, Stoney Point Retreat

Enjoy beautiful Stoney Point! Bike and walk quiet country roads through woods, fields, and orchards with surprising views of Grand Traverse Bay. A small local park is 1/2 block away with great vistas, swimming and an easy kayak launch. Suttons Bay with its beaches, marinas, restaurants and unique shops is a 3 mile ride along the shore. Enjoy a quick bike ride into town to access the Leelanau trail. Visit nearby orchards, wineries, Fishtown and Sleeping Bear Dunes/National Lakeshore.

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!

Cheerful Six Mile Lake Log Cabin.

Enjoy the coziness of a bygone era while staying in this 1940s quaint, storybook log cabin. The Hawks Nest has been lovingly restored to its original glory while having all the modern-day amenities woven through its clean 380 sq. ft. space. Retreat to the spacious covered porch to relax and view the acre-and-half property leading down to 100ft of 6Mile Lake frontage. Star gaze while relaxing in the comfortable, Amish-built gilding chairs around the spacious, paver fire pit area .

Provemont Cottage | Downtown Lake Leelanau

The Provemont Cottage is a charming 3-bedroom home in the beautiful village of Lake Leelanau. This property is perfect for a getaway in the heart of Leelanau County, with prime access to area attractions like wineries, beaches, Fishtown, and the Sleeping Bear Dunes. Local amenities such as restaurants, a cafe, wineries, and distillery are within walking distance. Located near Lake Leelanau, boaters will appreciate ample parking and the close proximity to two boat launches.

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.

Attic Studio

Wind your way up the spiral staircase to find this hidden Leland gem. Indulge in the many restaurants, eateries and Leland Mercantile grocery & deli. Launch your canoe, kayak or paddle boards from our private lawn & enjoy the shared patio outback. Walk two blocks to Lake Michigan beach access or the Historic Leland Fishtown. This Studio offers a carry in Kitchen, microwave, toaster, apartment size fridge, trundle bed and large bathroom.

Lincoln Lodge: Secluded~Wineries~Dog Friendly

🌲 Secluded 4-Acre Hardwood Retreat 🐶 Pet-Friendly for Family & Friends 🏞️ Covered Porch with Wildlife Views 🌅 Floor-to-Ceiling Nature Windows 💻 Fast 300 Mbps Wi-Fi Hosted by Catered Stays Rentals, we cater to the ideal guest experience, ensuring your comfort and satisfaction. Enjoy a secluded 4-acre property immersed in nature, perfect for both relaxation and adventure. Explore nearby attractions, unwind, and create lasting memories.

Red Twig Studio

Beautiful apartment, new construction with great amenities. Kureg , small fridge and a microwave...NO stove. Wooded area, in the middle of Wine Country; near beaches for kayaking; canoeing; paddle boarding; swimming; hiking and biking; casino. Central Leelanau Peninsula, hardly 2 minutes from the nearest beach.Just minutes away from Leland and Fishtown, charter fishing and shopping; several golf courses. Sleeping Bear Dunes nearby.

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.