Holiday houses in Leelanau Peninsula

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Top-rated holiday rentals in Leelanau Peninsula

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

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Top Guest favourite
The exterior of the Cherry Cottage features a welcoming entrance with a bright blue door, surrounded by a mix of flowers and greenery. The building displays a combination of traditional wood accents and modern siding, with an American flag gently blowing in the breeze.
Barn in Lake Leelanau
4.99 out of 5 average rating, 133 reviews

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!

Top Guest favourite
A striking black structure showcases large glass garage doors, reflecting the bright blue sky and vibrant autumn foliage. Mature trees with colorful leaves frame the scene, adding to the natural beauty of the expansive view of the surrounding landscape.
Dome in Suttons Bay
4.96 out of 5 average rating, 120 reviews

Dome in Suttons Bay with amazing views!

Amazing Views -- Unique Architecture -- Great Location One of the best views on Leelanau Peninsula. Mini-Dome (guest house) sharing 5+ acre property with Big Dome (main house). Conveniently located near the M-22 scenic route, 1 mile from the bike Trail, and within 4 miles of 6 wineries. The interior was newly renovated in 2019. The Mezzanine has 2 queen beds (shared space). You'll love this unique and romantic escape. 2022 Stats: 3 engagements, 6 Anniversaries, 5 birthdays, 4 pre-weddings

Top Guest favourite
A wooden deck overlooks a scenic view, featuring a round table placed between two woven chairs. A potted plant sits on the table alongside two glass bottles. Bare trees and open space are visible in the background.
Home in Suttons Bay
4.99 out of 5 average rating, 117 reviews

Tranquil 3-bedroom lakeview retreat with hot tub

This spacious, newly-remodeled hillside home offers your family a tranquil space to relax and enjoy all that Northern Michigan has to offer. Just one mile north of the charming village of Suttons Bay, you will be within minutes of Grand Traverse Bay, the gorgeous Suttons Bay beaches, many local wineries and breweries, the TART bike trail, and Sleeping Bear Dunes Lakeshore. When you are done adventuring, you can relax and enjoy the Lake views from the large deck or the 6-person hot tub.

Guest favourite
A bright dining area features a wooden table surrounded by white chairs, illuminated by natural light from large windows. A view of lush greenery is visible through the window, while decor elements include framed artwork and a decorative object on the wall.
Cottage in Lake Leelanau
4.9 out of 5 average rating, 101 reviews

Stream-side Cottage by Lake Leelanau Beachfront

Our cottage is a beautiful stream-side retreat, a short walk from a quiet Lake Leelanau beachfront. This quaint mid-century style 2 bedroom has many modern updates while keeping its 1950s charm. Enjoy the relaxing cottage vacation atmosphere with beach toys, kayaks, stand-up-paddle board, canoe, private fire pit, and outdoor shower. Located in the heart of Leelanau County, this is the perfect location to explore the amazing restaurants, wineries, and golf courses the area has to offer.

Top Guest favourite
Cottage in Suttons Bay
4.9 out of 5 average rating, 153 reviews

Private BeachM22! Close to wineries and skiing!

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, 294 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 light and airy bedroom features a spacious bed adorned with crisp white linens. Natural light floods in through two windows, complemented by soft beige curtains. Matching bedside lamps illuminate the room, while a decorative pillow adds a subtle touch of color against the simple backdrop.
Cottage in Lake Leelanau
4.91 out of 5 average rating, 186 reviews

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.

Top Guest favourite
The mini cabin entrance is framed by a charming overhang adorned with string lights, creating a warm evening glow. A stone pathway leads to the door, bordered by various plants and decorative elements, inviting guests to explore the inviting outdoor space.
Place to stay in Suttons Bay
4.97 out of 5 average rating, 108 reviews

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.

Guest favourite
The cabin features a warm wooden exterior, surrounded by lush greenery and towering trees. The structure includes an attached garage with two doors, steps leading to a welcoming entrance, and flower pots adorning the front. A winding path offers access to the surrounding nature.
Cabin in Suttons Bay
4.88 out of 5 average rating, 108 reviews

Dog Friendly Woodland Retreat, Walking Trails

Welcome to Finnwood hosted by Wander North Rentals! Finnwood is the ultimate destination for a pure Michigan vacation. Enjoy a truly relaxing retreat at this minimalist getaway nestled among ten acres of maple trees. Located 4 miles south of Suttons Bay, minutes from Lake Leelanau, Lake Michigan, TART Trails, quaint beaches and in the middle of Michigan wine country, you can enjoy a quiet getaway and all that Leelanau Peninsula and northern Michigan have to offer.

Top Guest favourite
The exterior of the apartment features a modern design with a sloped roof and wood accents. Two red adirondack chairs are positioned near the entrance, surrounded by carefully arranged landscaping including rocks and plants. Trees stand in the background, enhancing the natural setting.
Guesthouse in Suttons Bay
4.98 out of 5 average rating, 303 reviews

Red Twig Studio

Beautiful apartment, new construction with great amenities. Kureg , small fridge and a microwave...NO stove. Wooded area, in the middle of Wine Country; near beaches for kayaking; canoeing; paddle boarding; swimming; hiking and biking; casino. Central Leelanau Peninsula, hardly 2 minutes from the nearest beach.Just minutes away from Leland and Fishtown, charter fishing and shopping; several golf courses. Sleeping Bear Dunes nearby.

Guest favourite
An interior view of the cozy cottage features a wooden ladder leading to the loft area. A light-colored sofa with decorative pillows is positioned next to a small white coffee table. The kitchen area showcases a stainless-steel range, modern appliances, and open shelving against rustic wooden walls.
Tiny home in Suttons Bay
4.91 out of 5 average rating, 164 reviews

Cozy, Rustic Little Cottage in the Woods

Cozy, rustic tiny cottage in the woods is located about 6 miles (10 minutes) North of Suttons Bay town center and 9 miles (15 minutes) South of Northport. Downtown Traverse City is 22 miles or (35 minute) drive. Location is close to many beaches, restaurants, wineries, microbreweries, and Sleeping Bear Dunes National Lakeshore. It is a great place for couples seeking a quiet romantic getaway or a single outdoor adventurer.

Top Guest favourite
Home in Northport
5 out of 5 average rating, 111 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 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.

Popular amenities for Leelanau Peninsula holiday rentals

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