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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Top guest favourite
A charming entrance adorned with snow-covered lamp posts marked by festive red bows leads to a tiny house nestled among snow-dusted trees. The path is flanked by a snowy landscape, creating a serene and inviting atmosphere.
Tiny home in Lake Ann
4.99 out of 5 average rating, 265 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 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.
Home in Suttons Bay
4.97 out of 5 average rating, 274 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.

Superhost
A large, two-story condo is set against a backdrop of lush green grass. The building features multiple balconies with sliding doors, framed by neatly landscaped shrubs and trees. The exterior is clad in dark siding, complemented by a well-maintained roof.
Apartment in Cedar
4.88 out of 5 average rating, 129 reviews

Golf course view, close to the beach

Efficient condo on the Old Course at Sugarloaf. Updated kitchen, modern furniture (high quality mattress), sleeper sofa, large jetted tub, fast internet, cable, and private patio. 5 min. to Good Harbor Beach, 10 min. to Leland and 30 min. to Traverse City. Easy access to wonderful year round activities. Perfect for a golfing, outdoor adventure or wine tasting trip, or simply a change of scenery for a remote worker. Cross country ski on the golf course, hit the sledding hill across the street!

Guest favourite
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.
Guest house in Lake Leelanau
4.95 out of 5 average rating, 562 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 favourite
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 favourite
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, 197 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 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, 101 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
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, 252 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 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, 312 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 favourite
A lofted bedroom features wooden beams and walls, creating a rustic ambiance. A spacious bed is complemented by nightstands, while a comfortable bench provides extra seating. A vintage dresser and a mirror accentuate the cozy space, with natural light filtering through a nearby window.
Barn in Traverse City
4.85 out of 5 average rating, 176 reviews

The Rustic Retreat

The Rustic Retreat is a one of a kind experience just 3 minutes from downtown Traverse City. This airbnb was an actual working barn before being converted into an experience to help create memories to last a lifetime! We can't wait for you to enjoy the peaceful evenings fire-side, the slow mornings with coffee in your lofted bedroom, or also using it as your home base to your grand adventures of Traverse City, and all that Northern Michigan has to offer.

Top guest favourite
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.
Guest house 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 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$281 SGD$232 SGD$289 SGD$319 SGD$423 SGD$487 SGD$557 SGD$631 SGD$470 SGD$403 SGD$321 SGD$297 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 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 $90 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 30 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 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 30 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Leland

  • Total holiday rentals

    Explore 40 holiday rentals in Leland

  • Nightly prices starting at

    Leland holiday rentals start at $116 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,080 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 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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