Holiday houses in Leelanau Peninsula

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Top-rated holiday rentals in Leelanau Peninsula

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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, 334 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.

Top Guest favourite
A custom craftsman home is displayed with a large deck featuring several bright chairs and surrounded by landscaped greenery. The expansive windows provide outdoor views and allow natural light to fill the interior. Towering trees in the background create a serene, wooded atmosphere.
Cabin in Suttons Bay
4.97 out of 5 average rating, 290 reviews

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.

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 welcoming entrance features a white door framed by lush greenery and colorful flowers. A doormat with the word 'Welcome' is positioned in front, while a stone path leads to the doorway, surrounded by neatly arranged landscaping.
Guest suite in Suttons Bay
4.98 out of 5 average rating, 225 reviews

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.

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.

Guest favourite
Home in Lake Leelanau
4.92 out of 5 average rating, 293 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 charming log cabin is surrounded by vibrant autumn foliage, with colorful leaves scattered across the manicured lawn. A stone pathway leads towards the entrance, framed by a beautiful garden featuring blooming flowers amidst the rustic wood exterior.
Cabin in East Jordan
5 out of 5 average rating, 226 reviews

Cheerful Six Mile Lake Log Cabin.

Enjoy the coziness of a bygone era while staying in this 1940s quaint, storybook log cabin. The Hawks Nest has been lovingly restored to its original glory while having all the modern-day amenities woven through its clean 380 sq. ft. space. Retreat to the spacious covered porch to relax and view the acre-and-half property leading down to 100ft of 6Mile Lake frontage. Star gaze while relaxing in the comfortable, Amish-built gilding chairs around the spacious, paver fire pit area .

Top Guest favourite
A cabin is nestled among lush green trees, featuring a sloped roof and a combination of wood and green siding. Large windows allow natural light to illuminate the interior. Surrounding foliage creates a serene and private atmosphere.
Cabin in Harbor Springs
5 out of 5 average rating, 357 reviews

The Rhubarbary Ruins - with an outdoor sauna

We have just added an outdoor sauna to this fabulous cabin in the woods behind our house. Although there is only 1 proper bedroom there is a sleeping loft with a queen size bed and window overlooking the hardwood forest. We also have a pull-out couch. Guests have complete privacy and everything provided for a comfortable stay This is a cabin with peaceful relaxation in mind....no loud parties or anything of that nature. Come and enjoy northern Michigan's beauty in all seasons.

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, 165 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.

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, 103 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 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 out of 5 average rating, 317 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.

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, 130 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.

Popular amenities for Leelanau Peninsula holiday rentals