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
Tiny home in Lake Ann
4.99 out of 5 average rating, 281 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!

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, 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.

Top guest favorite
Aerial view showcases a retreat-style home nestled amidst lush greenery, bordered by open fields. The property features serene fishing ponds surrounded by trees, with Lake Leelanau visible in the distance, creating a natural, tranquil setting.
Home in Lake Leelanau
5 out of 5 average rating, 108 reviews

Lake Leelanau Therapy-HotTub/FirePit/Ponds/AC

Embrace nature in the heart of Leelanau County, Michigan, just a stone's throw away from Traverse City, Leland, and Suttons Bay. Lake Leelanau Therapy is more than a house – it's an experience. This spacious 3,100 sq. ft. retreat style home which sleeps 12 is designed for those seeking the perfect blend of comfort and nature's serenity. The wrap-around deck provides plenty of entertaining space, overlooking the stocked fishing ponds fed by a natural artesian well and a 2 acre open yard.

Guest favorite
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 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, 257 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 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 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, 316 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 favorite
A modern kitchen is presented with white cabinetry and a granite countertop. Open shelving displays colorful dishware, while a white refrigerator stands prominently. The kitchen layout includes ample space for movement and is illuminated by recessed lighting.
Apartment in Suttons Bay
4.97 out of 5 average rating, 146 reviews

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.

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, 302 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.

Guest favorite
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
4.91 out of 5 average rating, 164 reviews

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.

Top guest favorite
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
4.93 out of 5 average rating, 222 reviews

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).

Top guest favorite
A modern kitchen island features a gray countertop and a decorative tray at its center. Four black bar stools with gold legs provide seating. Light wood flooring complements the bright, airy atmosphere created by nearby windows.
Condo in Cedar
4.9 out of 5 average rating, 147 reviews

Leelanau Townhouse Retreat at Sugarloaf

Excellent site for couples or families, enjoy access to hiking, swimming, golf, scenic views and access to shopping and other amenities in nearby Leland or Glen Arbor. Several wineries are also nearby. The pool is open from Memorial Day through Labor Day weekend. Two golf courses are immediately adjacent to the association property--Sugarloaf the Old Course and Manitou Passage.

Popular amenities for Leland vacation rentals

When is the best time to visit Leland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$45,815 GYDG$37,866 GYDG$47,071 GYDG$51,882 GYDG$68,828 GYDG$79,288 GYDG$90,794 GYDG$102,718 GYDG$76,568 GYDG$82,635 GYDG$78,032 GYDG$83,681 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 30 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 $40 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 wifi?

    Absolutely! We offer over 30 house rentals with wifi in Leland. Enjoy a tailored experience with all the comforts you desire.

  • 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.

  • Are there family-friendly house rentals in Leland?

    Leland has more than 30 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 10 homes with a bbq area, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Leland

  • Total vacation rentals

    Explore 50 vacation rentals in Leland

  • Nightly prices starting at

    Leland vacation rentals start at G$8,368 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,120 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 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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