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!

Creekside Hideaway

Adorable two bedroom above-garage apartment in beautiful Leelanau County, right in the heart of Sleeping Bear Dunes. Set back on 10 wooded acres and right on Shetland Creek, this location is perfect for an up north getaway! Close to wineries, golf courses with Lake Michigan, Lime Lake and Little Traverse Lake all right nearby. Just a short drive to Glen Arbor and Leland. The Heritage Trail is also down the road. Spend the day exploring then relax by the creek in the evening with a glass of wine!

Suttons Bay Therapy - HotTub/GameRoom/FirePlace/AC

Stunning, secluded, custom built craftsman home with over 2 acres just north of the charming Village of Suttons Bay. Open concept living, Grande Hot Springs hot tub, outdoor fire pit, & main level master suite. Very close to wineries such as 45 North, Aurora Cellars, and Tandem Ciders. A short drive from the beach, TART trail, shops, and restaurants of downtown Suttons Bay. Feel the tranquility of Leelanau County while still being close to Traverse City, Sleeping Bear dunes, Northport, & Leland.

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!

Moondance Shores

Stunning modern home with 150 feet of pristine private beach at the edge of Lake Michigan's Grand Traverse Bay. Come restore your body and spirit at our new house nestled on 2 acres of sandy woodland with access to great cycling and hiking trails. With toasty radiant floor heating and high speed wifi, this home can be your sanctuary for work or creative reflection. Enjoy the modern wood-burning fireplace and outdoor sauna, Peloton bike, yoga supplies and extraordinary lake views.

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.

Applewood Cottage

Applewood 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. Applewood and its sister cabin, the Cherrywood, are attached properties. Rent both for a larger event! They are part of the Homewood Cottage Association.

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.

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.