Vacation rentals in Leland

5 out of 5 average rating, 230 reviews

An interior view of the tiny house showcases a blend of rustic and modern design elements. Exposed brick walls and wooden accents complement a sitting area with a dark sofa. A staircase leads to a loft, while large windows invite natural light and forest views.

Tiny home in Lake Ann

The Underwood Tiny House - with private hotub

Fall into the rabbit hole to experience our unique twist on a Wonderland inspired tiny house. Boasting a Queen size bed, a full kitchen and bathroom, and everything in between, you are bound to have a relaxing getaway... with a little bit of adventure! The spacious deck (with hot tub) overlooks the forest, and it is the perfect place to enjoy a cup of coffee or a glass of wine. The Underwood Tiny House has been created to give each person who walks through its door an experience like none other!

Guesthouse in Lake Leelanau

An open living space features warm wood accents and large windows that allow natural light to flood the area. A compact kitchen is positioned against one wall, with a cozy sofa and chairs arranged for relaxation. An alternating staircase leads to the sleeping area.

4.96 out of 5 average rating, 537 reviews

Minnow: Fab Eco Guesthouse

Stylish, one room living in gorgeous, central Leelanau- bustling village of Lake Leelanau, close to Leland. Our guesthouse is light & bright , overlooking the beauty of the gardens from a warm & cozy space. We welcome visitors & hope you find comfort in our eco-friendly, solar powered tiny home. A big comfy sofa, snug loft bed, soft sheets, walk-in shower, mini fridge. Great main rd location in village center, easy walk to wineries, restaurants, & grocery. Perfect base for relaxing & exploring!

5 out of 5 average rating, 115 reviews

Barn in Lake Leelanau

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!

4.85 out of 5 average rating, 149 reviews

The tiny house features a charming, rustic exterior with wood siding and a steeply pitched gabled roof. A welcoming porch is adorned with two red outdoor chairs, positioned in front of a large window that allows natural light inside. A garden of wildflowers and stones borders the house.

Tiny home in Northport

Leelanau Secluded Tiny House Northport

Newly built tiny house 2 miles south of Northport. Nestled in the woods overlooking a pond and surrounded by an organic vineyard/farm. Short walk to organic winery, 5 min drive to Northport, 15 min to Leland, and 20 min to Sutton’s Bay. Many beautiful beaches close by! Sleeps 4 total, 2 on a queen sized bed in loft and 2 on a futon on main floor. There is running water inside, hot & cold, but there is not a toilet or shower inside. Outside is a very clean portable restroom and outdoor shower.

5 out of 5 average rating, 293 reviews

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

The Granary Northport . Rustic Modern Seclusion

Summer dates opening up mid February! 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 2. Absolutely no cats are allowed. We do not have a TV, but we do have fiber optic high speed internet.

Guest suite in Suttons Bay

A boulder with a plaque designates Vic Stiemel Park, surrounded by lush green grass and trees. A picnic table is positioned in the background, reflecting a serene and natural setting, while sunlight filters through the leaves, creating gentle shadows on the ground.

4.98 out of 5 average rating, 195 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.

5 out of 5 average rating, 230 reviews

The exterior of a round, earth-toned home is surrounded by lush greenery and landscaped flower beds. A stone pathway leads to the entrance, where outdoor seating and a grill are positioned. The home features a circular roof and large windows, harmonizing with the natural setting.

Dome in Glen Arbor

The Round Haven with Big Glen Lake Access

Experience living in the round. This recently renovated home is a super energy efficient 30 ft diameter circle. We are situated in the heart of Sleeping Bear National Lakeshore and a 300 ft walk to a secluded public access on Big Glen Lake. A place to adventure, relax and restore: this home is designed for sustainability and comfort. The perfect home base to explore the wonder of Sleeping Bear and surrounding quaint towns. We hope you find inspiration and rejuvenation.

4.96 out of 5 average rating, 137 reviews

A brown and white Springer Spaniel lies comfortably among green foliage, with a serene expression. The background features a gravel pathway lined with stones and trees, suggesting a quiet outdoor setting.

Apartment in Suttons Bay

Private, peaceful country setting.

Our charming free-standing apartment offers a private entrance with convenient parking in front. We are located in the center of Leelanau County's Wine Country; a birding, cycling and hiking, paradise. We are within close proximity to Sleeping Bear Dunes National Park and surrounded by miles of pristine Lake Michigan shoreline. There are abundant restaurants of varied ethnicity and quaint shops in the County and even more just 20 miles south in Traverse City.

4.91 out of 5 average rating, 151 reviews

A cozy dining area features a small white drop-leaf table paired with two white chairs. Exposed wooden walls add rustic charm, while natural light filters through the nearby window adorned with sheer curtains.

Tiny home in Suttons Bay

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.

4.92 out of 5 average rating, 213 reviews

A stone pathway leads towards the serene water of Lake Michigan, framed by lush greenery and vibrant flowers. The soft colors of a sunset are visible on the horizon, enhancing the natural beauty of the seascape.

Guest suite in Northport

Lakefront Lodging - A Nature Lover's Delight!

The 'Classic King' at Sunrise Landing has a king bed in a simple, yet cozy studio space. Featuring vintage tongue and groove cedar walls, a sitting area, microwave, fridge, flat screen TV, and, of course, sits just a step away from a great view of the sun rising over our private beach on lake Michigan. (Please note: This is not a full kitchenette, just a mini fridge and microwave in the studio unit).

4.93 out of 5 average rating, 273 reviews

An outdoor living area features expansive glass doors that frame views of lush greenery. Seating includes a sectional sofa and a dining table, accommodating up to 12 guests. A grill is positioned nearby, with plants adding a touch of nature to the space.

Home in Lake Leelanau

Birch, The Collaboration House

Birch Le Collaboration House was designed as the ultimate Hygge Supply Home. Established to showcase our sustainable partners and modern design, the home offers a unique experience integrating architecture and nature. Centrally located near quaint towns, beaches, wineries and hiking, the home is a great gathering spot in any season to entertain family and friends.

4.91 out of 5 average rating, 259 reviews

Vibrant rows of grapevines stretch across a landscaped vineyard, leading to a backdrop of autumn-colored trees. Rich hues of red, orange, and yellow foliage line the horizon under a clear blue sky, complementing the greenery of the vineyard.

Cabin in Suttons Bay

The Cottage at Silver Leaf Vineyard

Silver Leaf Vineyard & Winery invites you to enjoy a secluded stay in our rustic cottage. The cozy log cottage boasts spectacular views of our vineyard and neighboring cherry orchard. We are located in the heart of Leelanau Peninsula which was voted one of the top 3 appellations (official wine growing region) in the country by USA Today.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Leland vacation rentals

Laptop-friendly workspace

Other great vacation rentals in Leland

4.86 out of 5 average rating, 14 reviews

A charming two-story home is seen during twilight, with warm lights illuminating the balcony and windows. The surrounding trees frame the house, and a fire pit is positioned in the foreground, creating a cozy outdoor setting.

Home in Leland

Timber's Treehouse

5 out of 5 average rating, 91 reviews

A welcoming entrance features a cozy porch with stone pillars and vibrant flower pots. Lush greenery surrounds the area, and a smooth pathway leads towards the inviting cabin. The exterior showcases warm wooden tones and a well-maintained ambiance, enhancing the natural setting.

Cottage in Northport

Cherrywood Cottage

5 out of 5 average rating, 41 reviews

A wooden staircase leads through lush greenery down to a private beach. The serene blue water of Lake Michigan is visible in the distance, framed by trees on either side. The sandy shore creates a calm and inviting atmosphere.

Cottage in Northport

Lake Michigan Cottage

Guesthouse in Lake Leelanau

A welcoming porch area features two white chairs adorned with colorful cushions, positioned beside a small round table. A potted hanging plant adds a touch of greenery. The exterior is painted in a deep hue, complemented by a light wooden trim.

4.84 out of 5 average rating, 38 reviews

Birch and Cedar Guest Cottage (Cedar)

5 out of 5 average rating, 16 reviews

A rustic bedroom features warm, wooden walls and ceilings, complemented by a spacious bed dressed in light linens. A stylish chandelier provides soft lighting, while a television is mounted on one wall. A seating area includes a leather chair and a wooden dresser, adding to the cozy ambiance.

Loft in Leland

"The Nest" - Loft Apartment, Downtown Leland

Apartment in Lake Leelanau

A decorative plate hangs on a white tiled wall, featuring a colorful illustration of children enjoying pizza. A pendant light above casts a soft glow, highlighting the plate's cheerful design and the clean lines of the surrounding tiles.

4.98 out of 5 average rating, 47 reviews

The Studio at Provemont Pointe - Lake Leelanau

4.94 out of 5 average rating, 16 reviews

A serene beach scene captures the horizon where the sun sets over calm waters. Soft sand is visible in the foreground, while gentle waves reflect the warm colors of the sunset, blending orange, pink, and blue hues in the sky.

Home in Leland

William & Main - Family Home in Downtown Leland!