Holiday rentals in Leelanau County

Pineview Place - Suttons Bay

Make Memories...nestled among wispy pines just 2 miles south of Suttons Bay is Pineview Place! A retreat complete with 3 King Bedroom Suites each with a private full bath! Open plan living, kitchen, dining area. Cozy fireplace in 4 seasons room, sip coffee on the front porch, roast marshmallows at the firepit or soak away a busy day in the hot tub! Explore nearby Leelanau Wineries, hike/bike nearby TART Trail, Sleeping Bear Dunes, petoskey stone hunting and more. Accepting holiday reservations.

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.

Spectacular Suttons Bay Stay - Game Room, Kayaks,

Welcome to your perfect Up getaway! This inviting home in beautiful Suttons Bay offers a mix of comfort, fun, and relaxation — ideal for families, groups, or anyone looking to unwind by the water. Inside, you’ll find thoughtful amenities including Smart TVs with Roku, Amazon Prime Video, Disney+, HBO Max, and Netflix, plus a dedicated game room complete with air hockey and games for kids. The sunroom provides a bright, cozy space to read or relax, and the two-level deck offers beautiful views a

Walk to Downtown Suttons Bay | Wine Trail Retreat

In one of Northern Michigan’s premiere small towns, this modern, upstairs condo (20 steps) has a private patio, is across from the beach, steps away from restaurants, fabulous boutiques and movie theater. Wineries, breweries and the Leelanau Tart Trail for walking or cycling are mins away. Leland’s Fishtown, Northport and Traverse City are close by towns to explore. The location is perfect, the condo spacious and beautifully decorated, neither will disappoint:) We can’t accommodate children:(

New! Award-Winning Chameleon House & Hot Tub

Welcome to the one and only award-winning Chameleon House -- a 32-foot-high, 9-level modern-industrial masterpiece designed by San Francisco’s renowned Anderson Anderson Architects. This published, trophy-worthy home is unlike anything else, both an architectural landmark and a living work of art. The innovative translucent polyethylene siding reflects and mimics the surrounding landscape and sky, transforming with the seasons. Inside, warm birch wood panels soften the sleek steel construction.

Luxe Suttons Bay Barn w/ Hot Tub-Games-Fire Pit

Gather your crew at this renovated luxury barn perched on a wooded bluff with serene creek views. Three spacious levels offer 4 bedrooms (4 queens, 2 kings) and 4 full baths—plenty of room to spread out in style. The open-concept main floor is perfect for hosting and connecting, while the basement lounge/game room adds extra fun. The 10 person hot tub is always a favorite. Across from Starry Night Barn & Studios and 5 minutes to downtown Suttons Bay in the heart of Leelanau Wine Country.

Private BeachM22! Close to wineries, Sand Dunes

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

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!

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.

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.

Hillside Bungalow - hot tub, coffee bar, firepit!

Welcome to the Hillside Bungalow - a cozy oasis featuring a hot tub, outdoor deck space, firepit, modern fully-equipped kitchen, and coffee bar with a mid-century modern design. Ideally located to visit any of the 16 wineries within 10 miles, drive to a nearby beach, rent some kayaks, go for a hike, bike nearby trails, and peruse the local charming towns - an overall ideal retreat to explore the Leelanau Peninsula and surrounding areas!

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 cabin's contemporary design features an open floor plan, and the house is designed around the property's natural setting to provide a 270-degree view of Grand Traverse Bay and the surrounding orchards. Large windows offer a sense of being close to nature in all seasons, and the wrap-around porch extends the living space outdoors.