Waterfront holiday rentals in Leelanau County

Cottage with Fireplace at Anchor Inn

1940s beach side Inn looking to fulfill your vintage lake cottage dreams! We're on the west bay of Traverse City on M22. Your gateway to the villages of Leelanau and only 8 minutes from downtown. This listing is for a duplex style cottage. Want to watch the sunrise on a private beach? A midnight swim in Lake Michigan? Come stay at the vintage Anchor Inn and feel free to use our sauna, kayaks, firepits, beach chairs, firewood, charcoal grills, playground, cornhole, e-bike rentals, and much more!

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.

OMENA Garden Safari Studio - Unique and tranquil

Peaceful setting in spectacular Omena, Leelanau County with a short drive to Sutton's Bay, Northport and Leland. Ground floor studio w/ outside private entrance, large private yard & 2 minute walk to Omena Bay (Lk. Michigan) and our small lake across the street. Walk to Knot Just a Bar, Leelanau Cellars, V Gallery & Omena Country store. Seasonal listing, open late May to mid Oct. Minimum 2 nights, holidays -3. Private car necessary to get around. Enough parking for small boat w/ trailer.

Cozy Cottage, shared lake frontage on the bay

Welcome to the Little Dipper hosted by Wander North Rentals! This cozy cottage has all the Up North Michigan vibes of your dreams. Its is perfect for couples or small families to enjoy the amazing beaches, walk through the woods, swim in the bay, eat at the local restaurants, and spend the evening staring at the stars. This cottage is a truly magical place where the city lights don't touch the stars in the night sky. Come see all that Leelanau County, and the Little Dipper, has to offer.

Private BeachM22! wine country Amazing Fall Colors

Your family will love to relax here! Best beach in the area, great for small swimmers and big swimmers alike. Warm and shallow, and the cottage is recently updated with all the comforts of home. Close to some of the world best wineries, skiing and ice fishing. Spend days kayaking with provided kayaks. New beds, organic bamboo bedding, fully stocked kitchen, and a beach side fire pit will help you create lasting memories for years to come. Pets allowed with pet fee, please read rules

Private Waterfront Cottage | Lake Michigan Beach

Welcome to our charming knotty pine cottage nestled on the shores of Lake Michigan! Located on a private beach, this cozy retreat offers breathtaking views and a peaceful atmosphere, perfect for a relaxing getaway. This cottage features two bedrooms and one bath, ideal for a small family. The living area is warm and inviting, with knotty pine walls that create a cabin-like feel. Relax and enjoy the stunning views of the lake through the large windows, or enjoy the private beach!

Lake Leelanau 2 Bdrm Cozy Cottage

Welcome to your own private, quiet slice of heaven on beautiful South Lake Leelanau. The cottage is in the perfect location situated between TC, Suttons Bay, Leland and 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, and spacious fully equipped kitchen. One closet. No boats, parties or pets or smoking allowed. Not well suited for infants or toddlers.

Meadow Cabin at Parcel

Featured in Domino Magazine: “Midwest on the Outside, Copenhagen on the Inside.” The Meadow Cabin sits amongst a flowering and native meadow. It is our largest cabin, with room for six people. Cedar siding and expansive windows at the Meadow Cabin combine the spirit of a Scandinavian retreat with a nod to regional Northern Michigan architecture. Two main-floor bedrooms, a second-story loft bedroom, two bathrooms, and a big open living + kitchen space make up the Meadow Cabin.

45 Degrees North Retreat - Bayside Loft

Enjoy year-round nature and activities that the Leelanau Peninsula offers! Boasting 25 wineries, oodles of walking and biking trails, and beautiful Michigan beaches, the Bayside Loft is 3 minutes from Suttons Bay and 20 minutes from Traverse City. This peaceful space has fast WiFi, view/sounds/access to the west arm of the Grand Traverse and Suttons Bays, seasonal access to our fire pit and two kayaks, boat mooring ball, games, and other TV entertainment options.