Holiday rentals in Leland

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Top-rated holiday rentals in Leland

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

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Guest favourite
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
4.89 out of 5 average rating, 56 reviews

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.

Top guest favourite
A custom craftsman home is displayed with a large deck featuring several bright chairs and surrounded by landscaped greenery. The expansive windows provide outdoor views and allow natural light to fill the interior. Towering trees in the background create a serene, wooded atmosphere.
Cabin in Suttons Bay
4.97 out of 5 average rating, 288 reviews

Suttons Bay Therapy - HotTub/GameRoom/FirePlace/AC

Stunning, secluded, custom built craftsman home with over 2 acres just north of the charming Village of Suttons Bay. Open concept living, Grande Hot Springs hot tub, outdoor fire pit, & main level master suite. Very close to wineries such as 45 North, Aurora Cellars, and Tandem Ciders. A short drive from the beach, TART trail, shops, and restaurants of downtown Suttons Bay. Feel the tranquility of Leelanau County while still being close to Traverse City, Sleeping Bear dunes, Northport, & Leland.

Top guest favourite
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.

Guest favourite
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 favourite
A serene stretch of sandy beach lines the edge of Lake Michigan's Grand Traverse Bay, with gentle waves lapping at the shore. The contemporary home stands in the background, surrounded by a mix of trees and open space under a cloudy sky.
Home in Northport
5 out of 5 average rating, 104 reviews

Moondance Shores

Stunning modern home with 150 feet of pristine private beach at the edge of Lake Michigan's Grand Traverse Bay. Come restore your body and spirit at our new house nestled on 2 acres of sandy woodland with access to great cycling and hiking trails. With toasty radiant floor heating and high speed wifi, this home can be your sanctuary for work or creative reflection. Enjoy the modern wood-burning fireplace and outdoor sauna, Peloton bike, yoga supplies and extraordinary lake views.

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 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 favourite
The mini cabin entrance is framed by a charming overhang adorned with string lights, creating a warm evening glow. A stone pathway leads to the door, bordered by various plants and decorative elements, inviting guests to explore the inviting outdoor space.
Place to stay in Suttons Bay
4.97 out of 5 average rating, 105 reviews

Joe’s Sunset Cabin/ Glamping experience

Come on in Glamping enthusiast, make yourself at home in our small but adorable 12 by 24 rustic mini cabin. Solar powered lights and electric plug-ins and lights with gas stove and fridge. Queen size futon on main floor , Hot shower outside under the beautiful sky and no more Porta potty located outside. Toilet is now inside! Surrounded by a beautiful hardwood forest. Be one with nature. Sitting just up the hill from our mini donkeys and our 4 adorable boy alpacas.

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
Chalet in Glen Arbor
4.92 out of 5 average rating, 145 reviews

Clarity House, Downtown Glen Arbor, Hot Tub

Hidden in the heart of Glen Arbor, Clarity House is a modern chalet cabin with 3 bedrooms & 3 full baths; dramatic open concept kitchen/great room; Polished concrete floors (with in-floor heat); large island is central gathering spot with focal points to oversized south/east/west-facing windows for max daylight; 24ft ceiling; stylish design and furnishings. Peaceful outdoor patio with fire pit and hot tub feels “in the woods”, despite being in the center of town!

Guest favourite
The exterior of a charming two-story building is surrounded by lush greenery and colorful flowers. A spiral staircase leads to an upper level, with large windows allowing natural light to fill the space. The bright blue sky enhances the serene atmosphere.
Flat in Leland
4.87 out of 5 average rating, 100 reviews

Attic Studio

Wind your way up the spiral staircase to find this hidden Leland gem. Indulge in the many restaurants, eateries and Leland Mercantile grocery & deli. Launch your canoe, kayak or paddle boards from our private lawn & enjoy the shared patio outback. Walk two blocks to Lake Michigan beach access or the Historic Leland Fishtown. This Studio offers a carry in Kitchen, microwave, toaster, apartment size fridge, trundle bed and large bathroom.

Guest favourite
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.

Popular amenities for Leland holiday rentals

When is the best time to visit Leland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$280 SGD$231 SGD$287 SGD$317 SGD$420 SGD$484 SGD$554 SGD$627 SGD$468 SGD$505 SGD$477 SGD$511 SGD
Avg. temp-8°C-7°C-2°C5°C12°C17°C19°C18°C15°C8°C1°C-4°C

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 holiday rentals in Leland

  • Total holiday rentals

    Explore 50 holiday rentals in Leland

  • Nightly prices starting at

    Leland holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,120 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Leland holiday rentals include wifi 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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