Holiday houses in Leland Township

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!

The Relaxed Ranch

Welcome to our cozy 3-bed, 1-bath retreat in beautiful Frankfort, Mi! Entire 1300 sq ft upper level(tenants reside in the bottom level) is perfect for families or small groups, nestled on a serene 10-acre lot. Inside, enjoy a well-appointed living area, fully equipped kitchen, and three inviting bedrooms. A perfect getaway close to everything!! *note we do use the dressers and bedroom closets for storage, so they aren’t available, but there is plenty of other space available for your storage!

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!

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 Leelanau Therapy-HotTub/FirePit/Ponds/AC

Embrace nature in the heart of Leelanau County, Michigan, just a stone's throw away from Traverse City, Leland, and Suttons Bay. Lake Leelanau Therapy is more than a house – it's an experience. This spacious 3,100 sq. ft. retreat style home which sleeps 12 is designed for those seeking the perfect blend of comfort and nature's serenity. The wrap-around deck provides plenty of entertaining space, overlooking the stocked fishing ponds fed by a natural artesian well and a 2 acre open yard.

Soo House

Soo is a very fun cedar shake cabin on 15 forested acres, surrounded by trails, a loon call from Glen Arbor. This scandi-eclectic, cozy spot is a dappled dirt road away from Port Oneida/Good Harbor Bay Beaches and Pyramid Point. Soo stewards a half-mile of private trails on the property itself and borders 27+ miles of maintained MTB/hike/ski trails via the Palmer Woods and Krumwiede Forest Reserves. Soo is the unique family basecamp for your Sleeping Bear Nat'l Lakeshore adventures!

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.

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.

Cherrywood Cottage

Cherrywood Cottage is a true "Up North" retreat within walking distance to the Village of Northport. 2 bedrooms (queen in each) and sleeper sofa in living room. Inside beautiful knotty pine walls and ceilings; gas fireplace, full kitchen. Outside a large patio overlooking the woods with gas grille. Barrier free. Cherrywood and its sister cabin, Applewood, are attached properties. Rent both for a larger event! They are part of the Homewood Cottage Association.

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.

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.