Holiday rentals in Leelanau County

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Top-rated holiday rentals in Leelanau County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A single-story cottage features a welcoming entrance with a pathway leading to a wooden deck. Adjoining the deck are several Adirondack chairs, and blooming flowers are planted along the cottage's exterior. A lush green area surrounds the building, with mature trees in the background.
Cottage in Suttons Bay
4.98 out of 5 average rating, 360 reviews

Cozy Cottage in Leelanau County

Beautiful farm setting nestled in the heart of Leelanau County. Completely renovated in 2018, the cottage sits just beyond the owners home. Enjoy a quiet getaway or fun filled days taking in all the area has to offer. Located between Traverse City & Suttons Bay, minutes from Lake Michigan, Lake Leelanau, TART (bike)Trail, Sleeping Bear Dunes, public beaches, parks, & Michigan’s wine country. Award winning wineries& breweries close, as well as a wide range of restaurants, retail & galleries.

Guest favourite
An open-plan living and dining area is displayed, featuring a large wooden dining table surrounded by dark chairs. A cozy seating arrangement with light-colored furniture is positioned near a stone fireplace. Natural light filters through the windows, highlighting the room's warm tones.
Home in Suttons Bay
4.97 out of 5 average rating, 107 reviews

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.

Superhost
Home in Suttons Bay
5.0 out of 5 average rating, 10 reviews

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

Guest favourite
A cozy outdoor fire pit is surrounded by seating on a sandy beach. Soft blue chairs offer a comfortable spot to relax, while the warm glow of the fire creates an inviting atmosphere. In the background, a midcentury modern home is visible through the trees.
Home in Northport
4.96 out of 5 average rating, 49 reviews

Private Lake Michigan beach, fire pit, game room

Welcome to Dune Ranch hosted by Wander North Rentals! Dune Ranch is a midcentury modern home tucked away on the Northern Michigan coastline. Begin every morning with a cozy blanket and coffee on the deck and end every night with breathtaking sunsets over the lake as you wander miles of pristine dunes and beach. The possibilities for outdoor activities are endless including swimming, hiking, and stargazing. Enjoy an escape from the world where sky meets water and the days are endlessly relaxing.

Guest favourite
Home in Northport
4.94 out of 5 average rating, 16 reviews

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.

Guest favourite
The exterior of a rustic barn-style home is shown, surrounded by lush greenery and tall trees. A set of stairs leads to a spacious wrap-around deck, enhancing the inviting entrance. A gravel path provides access to the property, highlighting its natural setting.
Barn in Suttons Bay
4.97 out of 5 average rating, 129 reviews

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.

Guest favourite
Cottage in Suttons Bay
4.89 out of 5 average rating, 168 reviews

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

Top guest favourite
Home in Lake Leelanau
4.92 out of 5 average rating, 303 reviews

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!

Top guest favourite
A cozy bedroom features a queen bed with a white quilt and decorative accent pillows. Two framed wall hangings on each side display cheerful text. Nightstands with lamps are placed on either side, complementing the room's fresh, bright aesthetic.
Cottage in Lake Leelanau
4.91 out of 5 average rating, 183 reviews

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.

Top guest favourite
The cabin is nestled among tall grasses and wildflowers, with a large tree providing shade. Its dark exterior contrasts with the vibrant colors of the surrounding nature. The roof is metallic, and multiple windows reflect the greenery of the wooded area in the background.
Cottage in Northport
5.0 out of 5 average rating, 337 reviews

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.

Top guest favourite
The house is situated amidst tall grass, featuring a modern design with large glass windows that reflect the warm glow from within. The open layout invites views of the surrounding trees and natural setting, creating a harmonious connection with the outdoors.
Home in Northport
4.99 out of 5 average rating, 120 reviews

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.

Guest favourite
A cozy living room features a sectional couch positioned around a coffee table. A white brick fireplace serves as a focal point. Natural light filters through windows, highlighting wall decor and woven baskets. A textured area rug covers the hardwood floor, contributing to the inviting ambiance.
Cottage in Cedar
4.94 out of 5 average rating, 142 reviews

Cozy Good Harbor Cottage with hot tub & fireplace

Welcome to our thoughtfully designed 1940's cottage in the woods just minutes from Good Harbor Beach. This quiet retreat gives you access to the wine, food, and nature the Leelanau Peninsula is known for. Enjoy the outdoor fire pit, charcoal grill, fast wifi, Smart TV, and well-appointed kitchen. Sound travels so please be respectful of our neighbors. Sorry, no parties or events. All are welcome.

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