Vacation rentals in Leland

5 out of 5 average rating, 233 reviews

A modern tiny house nestled in a forest, surrounded by tall trees and lush greenery. The dark exterior contrasts with natural woodland elements. A spacious deck is visible, equipped with seating, inviting relaxation amidst nature.

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!

4.87 out of 5 average rating, 45 reviews

The exterior of the house is characterized by natural wood cladding, featuring a clean design with a large entryway. The warm tones of the wooden panels are complemented by minimal landscaping elements, creating a welcoming appearance.

Home in Leland

Modern Courtyard Home Featuring Art + Light

The Box Haus is a modern style home in the heart of the village of Leland. The space has 3 spacious bedrooms & 2.5 Bathrooms. All on a single level with finished concrete flooring with open layout. The open room includes kitchen, dining and living areas. Floor to ceiling windows with lots of natural light. Tan, read, or simply take a siesta on the deck at the private & cozy courtyard. Everything is close. Walk or ride to beaches, village dining, and shopping, Fish Town and Leland Harbor.

Guesthouse in Lake Leelanau

A cozy living area features a mix of natural wood panels and large windows providing ample light. A comfortable sofa, colorful accent pillows, and chairs accommodate relaxation. A small dining table is neatly arranged, and a TV sits atop a low media console in this inviting space.

4.96 out of 5 average rating, 543 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, 118 reviews

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

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, 153 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.

Guest suite in Suttons Bay

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.

4.99 out of 5 average rating, 200 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.

4.91 out of 5 average rating, 103 reviews

A vibrant exterior shows a tasting room with a bright green facade and wooden signage. A rainbow flag indicates an open status. Colorful flowers and soft landscaping lead up to the building. A shaded patio umbrella is visible in the background, adding a welcoming atmosphere.

Farm stay in Northport

Organic Vineyard and Farm Oasis

Stay on Leelanau’s only organic vineyard and farm (Green Bird Organic Cellars). A cozy, romantic space next to the vines, apple trees, sheep and chickens. This one-of-a-kind stay puts you close to everything in Northport & Leland, while allowing you to enjoy the natural beauty of our family-run winery. The space has a private entrance, a lofted bed with a ladder (best for folks with full-mobility), a living/dining area, a fridge/microwave/keurig and a full bathroom with a shower.

5 out of 5 average rating, 234 reviews

The exterior of a round, recently renovated home is surrounded by lush greenery and colorful flowers. Large windows offer views into the living space, while an inviting patio features seating and a grill. The unique architecture blends harmoniously with the natural landscape.

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.

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

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.

4.92 out of 5 average rating, 154 reviews

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

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.

5 out of 5 average rating, 105 reviews

A modern vacation home is situated atop a snowy hill, surrounded by trees and open fields. Large windows reflect warm light from within, offering a stark contrast to the cool tones of the winter landscape. The structure's minimalist design contributes to its serene setting.

Home in Northport

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.

4.93 out of 5 average rating, 214 reviews

A serene view of Lake Michigan during sunset is displayed, with the sky painted in warm hues of orange and pink. Several adirondack chairs are positioned on a grassy area, facing the tranquil water, inviting relaxation and contemplation.

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).

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Leland vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Leland

4.86 out of 5 average rating, 14 reviews

A rustic cabin features a wooden structure with a balcony and large windows. Vibrant red foliage is visible in front of the home, alongside Adirondack chairs arranged around a fire pit. Lush green trees create a serene atmosphere surrounding the property.

Home in Leland

Timber's Treehouse

5 out of 5 average rating, 91 reviews

A rustic cabin exterior features a welcoming porch with wooden beams and stone support columns. A comfortable bench is positioned on the porch, and a stone chimney is visible on the roof. Surrounding trees provide a natural backdrop, enhancing the retreat's serene setting.

Cottage in Northport

Cherrywood Cottage

4.98 out of 5 average rating, 42 reviews

A charming cottage is situated amidst lush greenery, featuring a spacious front deck with comfortable seating arrangements. The sloping roofline adds character, while large windows provide natural light to the inviting interior. Surrounding trees enhance the sense of privacy and tranquility.

Cottage in Northport

Lake Michigan Cottage

Guesthouse in Lake Leelanau

A quaint guest cottage features a dark blue exterior with white trim, complemented by a wooden porch. Two colorful chairs are situated on the porch, while flower pots add a touch of greenery. The surrounding area is marked by grass and gravel pathways.

4.84 out of 5 average rating, 44 reviews

Birch and Cedar Guest Cottage (Cedar)

5 out of 5 average rating, 16 reviews

The kitchen features a large island with six leather-covered stools, providing ample seating. Modern amenities are highlighted by stainless steel appliances and a stylish range hood. White subway tiles and natural light from nearby windows enhance the welcoming atmosphere.

Home in Lake Leelanau

Hillside Bungalow - hot tub, coffee bar, firepit!

4.84 out of 5 average rating, 74 reviews

A wooden dock extends into the calm waters of North Lake Leelanau, reflecting the warm hues of sunset. Two Adirondack chairs sit on the dock's edge, inviting relaxation while enjoying the serene view over the lake.

Cabin in Lake Leelanau

Classic Lakefront Camp

Apartment in Lake Leelanau

A cozy room features two striped armchairs facing a wooden table set with placemats. A lamp stands on the table, illuminating the space. A wall of storage cabinets and a door enhance the room's functionality. Natural light enters through the window, complemented by wooden flooring.

4.98 out of 5 average rating, 49 reviews

The Studio at Provemont Pointe - Lake Leelanau