Cottage holiday rentals in Leland

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Top-rated cottage rentals in Leland

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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, 333 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
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
A light-filled living area features a large, plush sectional sofa adorned with various textured cushions. Large windows provide expansive views of the outdoors, framed by sheer and patterned curtains. A wooden coffee table and a small accent stool complement the space, creating a cozy environment for relaxation.
Cottage in Suttons Bay
4.9 out of 5 average rating, 145 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
A charming cottage is positioned on a gentle slope, surrounded by lush greenery. A gravel pathway leads to the property, with a paved driveway visible alongside. Overcast skies are present, creating a serene atmosphere in this scenic rural setting.
Cottage in Suttons Bay
5 out of 5 average rating, 134 reviews

The Bird & Vine Cottage in Leelanau County, Mi.

A beautifully appointed cottage in the middle of Michigan's Leelanau county wine country. Suttons Bay is five minutes away and downtown Traverse City is 10 minutes. The Leelanau bike trail is just down the road for all of you bicycle enthusiasts. Our place is a great central point for excursions to Sleeping Bear Dunes, Kayaking on the Crystal River, having a meal in historic Fishtown, wine tasting, ciders and breweries and so many more unique things to do on the Leelanau peninsula.

Guest favourite
The cottage features a bright yellow exterior surrounded by lush greenery. A small wooden deck holds a table with two chairs, inviting relaxation in nature. A charcoal grill is positioned nearby, with a window revealing the cozy interior. Fall leaves blanket the ground.
Cottage in Honor
4.89 out of 5 average rating, 266 reviews

Lemon Drop Cottage

This place is a winter and summer wonderland. Our cottage is a small 50's style with much character tucked away in the woods. We’re surrounded by the 70,000 acre Sleeping Bear Dunes. There’s plenty of skiing, canoeing, hiking and fishing, peace and quiet. We're on the boarder of Benzie and Leelanau Counties, the best of wine regions this side of the Mississippi and a true artisanal food destination It's a short drive to Honor, Empire or Glen Arbor. Traverse City is 25 miles east.

Superhost
A snug living area features wooden walls and beams, complemented by a comfortable seating arrangement. A television and a small heater are present, alongside a decorative coffee table. Natural light filters through two windows, which are adorned with white drapes.
Cottage in Maple City
4.84 out of 5 average rating, 144 reviews

Sleeping Bear Cottage #2

More than ordinary, this property is the perfect getaway destination with endless starry nights and s'mores by the fire. Located right off M22 and the Heritage Trail, this 1930's Belaire style cabin features exposed log beam work and rustic finishes throughout to compliment the woods that surround the property. Each cabin has 2 kayaks with a pull transporter on wheels, designated bonfire pit and charcoal grill. Bass lake is accessible across the street down a short path.

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.

Top guest favourite
The entrance of the cottage features a covered porch with wooden pillars and stone accents. Two flower baskets hang at either end, adding natural color. A rustic bench is positioned beside a warm wooden door, set against a backdrop of lush green trees.
Cottage in Northport
5 out of 5 average rating, 107 reviews

Applewood Cottage

Applewood Cottage is a true "Up North" retreat within walking distance to the Village of Northport. 2 bedrooms (queen in each) and sleeper sofa in living room. Inside beautiful knotty pine walls and ceilings; gas fireplace, full kitchen. Outside a large patio overlooking the woods with gas grille. Barrier free. Applewood and its sister cabin, the Cherrywood, are attached properties. Rent both for a larger event! They are part of the Homewood Cottage Association.

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.

Top guest favourite
A modern cottage exterior is surrounded by tall trees, showcasing a combination of natural brown and green colors. A covered entryway leads to a large window, while the gravel driveway offers access to the space. The peaceful setting is indicative of a private retreat.
Cottage in Glen Arbor
4.97 out of 5 average rating, 153 reviews

West Harbor Hideaway

This cozy, one bedroom cottage with modern farmhouse design sits on a nicely wooded and private lot just 1/4 mile west of Glen Arbor. Convenient walking or biking access to all of town's shops and restaurants as well as the beach and Heritage Bike Trail. In the heart of the Sleeping Bear Dunes National Lakeshore, this is the perfect starting off spot for you to enjoy all the beauty Leelanau County has to offer.

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.

Top guest favourite
A cozy living area features a leather sofa, a small side table, and a bookshelf filled with various books and decorative items. Two sliding wooden doors lead to a spacious bedroom, adding warmth to the space with soft, ambient lighting.
Cottage in Cedar
4.99 out of 5 average rating, 100 reviews

Cedar Suites, The Little House

Open the bright red door to the fully equipped kitchen, cozy living room with desk and game table, dining area, full baths, a bunk room, and a primary bedroom. Leather sofa, 57" Smart TV, central A/C, library & games, Spectrum WiFi, new beds and linens. Walk to the river, tennis courts, park, convenience store, and shops. Five minutes to the National Lake Shore beaches.

Popular amenities for cottage rentals in Leland

Quick stats about cottage rentals in Leland

  • Nightly prices starting at

    Leland holiday rentals start at $698 SGD per night before taxes and fees

  • Verified guest reviews

    Over 130 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Leland rentals

  • 5 Average rating

    Leland stays are highly rated by guests – averaging 5 out of 5!

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