Vacation rentals in Leland

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Top-rated vacation rentals in Leland

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

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Top guest favorite
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
4.99 out of 5 average rating, 258 reviews

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!

Guest favorite
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.
Guesthouse in Lake Leelanau
4.95 out of 5 average rating, 555 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!

Top guest favorite
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
5 out of 5 average rating, 130 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 favorite
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 favorite
The exterior of a quaint cabin is showcased, featuring wood shingles on the walls and a sloped roof. A seasonal porch is visible, with a comfortable chair positioned nearby. Steps lead up to the entrance, emphasizing the cabin's rustic charm and serene surroundings.
Tiny home in Frankfort
4.94 out of 5 average rating, 193 reviews

Cabin Unwind, tucked into the woods

This quiet TINY (144sq ft) gem, privately tucked away and yet very accessible, Cabin Unwind, has a seasonal porch, queen sized bed, a few 'kitchen appliances' and GREAT wifi. The HOUSE SHARED bathroom has it's own side entrance, across from the Cabin. There is a SUMMER SHARED porta-potty and proper shower, right close by, as well. WINTER GUESTS, please note...DON'T come down the driveway without PROPER WINTER tires! Leave your car at the turnaround and I'll gladly shuttle you and your gear.

Top guest favorite
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, 222 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.

Top guest favorite
A scenic view captures a rolling landscape featuring vibrant autumn foliage in shades of orange and yellow. A clear blue sky stretches overhead, while a dirt path meanders through the grassy field. Distant trees display additional fall colors, creating a peaceful rural setting.
Guest suite in Beulah
4.98 out of 5 average rating, 101 reviews

Hobby farm with epic views!

Bright and cozy one bedroom space with epic views - plus full kitchen and laundry Enjoy your morning coffee while taking in the Platte River Valley. Centrally located between Honor and Beulah. Be at the beach in Sleeping Bear Dunes National Lakeshore in 10 minutes. Close to spots for kayaking, biking, hiking, and skiing. No additional cleaning fee. Flycatcher Farm is a hobby farm with seasonal produce and a farm stand. Planning a special occasion, ask the hosts how they can help.

Top guest favorite
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, 204 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 favorite
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, 331 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 favorite
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
5 out of 5 average rating, 247 reviews

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.

Top guest favorite
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, 307 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 favorite
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, 301 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.

Popular amenities for Leland vacation rentals

When is the best time to visit Leland?

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Avg. priceG$45,817 GYDG$37,867 GYDG$47,072 GYDG$51,884 GYDG$68,830 GYDG$79,291 GYDG$94,563 GYDG$84,312 GYDG$70,295 GYDG$65,692 GYDG$52,303 GYDG$48,328 GYD
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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Leland?

    Yes! Work meets play with ease at over 20 vacation rentals in Leland featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in house rentals in Leland?

    Experience the best of Leland with our house rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Leland have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Leland. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Leland have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Leland. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Leland?

    Leland has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Leland?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Leland

  • Total vacation rentals

    Explore 40 vacation rentals in Leland

  • Nightly prices starting at

    Leland vacation rentals start at G$18,829 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,080 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Leland vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Leland rentals

  • 4.9 Average rating

    Leland stays are highly rated by guests—averaging 4.9 out of 5!

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