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Family-friendly holiday rentals in Leland

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Leland

  • Total holiday rentals

    Explore 40 holiday rentals in Leland

  • Nightly prices starting at

    Leland holiday rentals start at $281 SGD per night before taxes and fees

  • Verified guest reviews

    Over 890 verified reviews to help you choose

  • 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 Kitchen, Wifi and Pool across Leland rentals

  • 4.9 Average rating

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

Top-rated family-friendly rentals in Leland

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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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

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!

4.95 out of 5 average rating, 570 reviews
Guest favourite
The exterior of a rustic barn-style home is shown, surrounded by lush greenery and tall trees. A set of stairs leads to a spacious wrap-around deck, enhancing the inviting entrance. A gravel path provides access to the property, highlighting its natural setting.
Barn in Suttons Bay

Luxe Suttons Bay Barn w/ Hot Tub-Games-Fire Pit

Gather your crew at this renovated luxury barn perched on a wooded bluff with serene creek views. Three spacious levels offer 4 bedrooms (4 queens, 2 kings) and 4 full baths—plenty of room to spread out in style. The open-concept main floor is perfect for hosting and connecting, while the basement lounge/game room adds extra fun. The 10 person hot tub is always a favorite. Across from Starry Night Barn & Studios and 5 minutes to downtown Suttons Bay in the heart of Leelanau Wine Country.

4.97 out of 5 average rating, 131 reviews
Top guest favourite
Home in Lake Leelanau

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!

4.92 out of 5 average rating, 305 reviews
Top guest favourite
A light and airy bedroom features a spacious bed adorned with crisp white linens. Natural light floods in through two windows, complemented by soft beige curtains. Matching bedside lamps illuminate the room, while a decorative pillow adds a subtle touch of color against the simple backdrop.
Cottage in Lake Leelanau

Vineyard Cottage | Barrel Sauna on a Vineyard!

The Vineyard Cottage is a charming 4-bedroom home located in the heart of Leelanau's wine country by Aurora Cellars. This property overlooks estate vineyards, the boutique winery, and beautiful rolling countryside. Enjoy our barrel sauna with panorama views! Aurora Cellars is open year round, so stroll over and have a glass of wine or flight during your stay and enjoy the beautifully manicured property and vineyard trails or explore Leelanau County from this centrally located oasis.

4.91 out of 5 average rating, 206 reviews
Top guest favourite
A spacious living area features a modern electric fireplace beneath a wood mantel. Neutral-toned furniture is complemented by decorative shelves displaying plants and personal items. Natural light enters through a window adorned with soft curtains, while a cozy area rug adds warmth to the floor.
Home in Traverse City

Kids playroom, private Grand Traverse Bay deck

Welcome to the Hemlock House hosted by Wander North Rentals! This home is located on M22 just 10 minutes north of Traverse City nestled in the beauty of Leelanau County. Included in your stay is a private lake frontage across the road on West Traverse Bay with a large deck. This property is designed for use by friends wishing to visit wineries, families enjoying the trails and beaches offered in Leelanau County, and business professionals looking to take meetings with a lake view.

4.97 out of 5 average rating, 105 reviews
Top guest favourite
A playful piglet is seen peeking through a wooden fence, with its curious eyes and floppy ears visible. The background showcases a rustic barn interior with straw scattered on the ground, contributing to the farm ambiance.
Farm stay in Traverse City

BuckWild Farm Stay

Step into farm life and get away to Leelanau County, in beautiful northern Michigan; where your children can play barefoot or tromp through mud in boots we provide. Come along on our daily tours, where you may gather fresh eggs for your breakfast and help feed the hens. Then visit the pigs, calves and sheep by walking with us over the creek bridges and up into the green pastures. At BuckWild Farm, we are pleased to offer you some of life’s simplest and sweetest pleasures.

4.99 out of 5 average rating, 122 reviews
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

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.

5.0 out of 5 average rating, 340 reviews
Top guest favourite
The house is situated amidst tall grass, featuring a modern design with large glass windows that reflect the warm glow from within. The open layout invites views of the surrounding trees and natural setting, creating a harmonious connection with the outdoors.
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 cabin's contemporary design features an open floor plan, and the house is designed around the property's natural setting to provide a 270-degree view of Grand Traverse Bay and the surrounding orchards. Large windows offer a sense of being close to nature in all seasons, and the wrap-around porch extends the living space outdoors.

4.99 out of 5 average rating, 121 reviews
Top guest favourite
A vibrant garden displays a variety of colorful flowers, including zinnias and snapdragons, flourishing in well-maintained beds. The rustic building with a metal roof is visible in the background, surrounded by lush greenery, creating a serene setting in the countryside.
Farm stay in Cedar

J2 Farm Guest House

Find us on Insta @cedarnorthtc. Peaceful romantic get away in beautiful Leelanau countryside. Gentleman/lady farm with dairy goats and cow. Private, airy guest house with separate entrance, but within our home. Galley kitchen and loft for extra sleeping room are cozy additions. There are five additional places to stay through Airbnb on our property at Cedar North, check them out as well.

4.97 out of 5 average rating, 407 reviews
Guest favourite
The modern exterior of the house is characterized by wooden cladding and large windows, harmonizing with the surrounding forest. The entrance features a pathway leading through lush greenery, contributing to the seamless integration of architecture and nature.
Home in Lake Leelanau

Birch, The Collaboration House

Birch Le Collaboration House was designed as the ultimate Hygge Supply Home. Established to showcase our sustainable partners and modern design, the home offers a unique experience integrating architecture and nature. Centrally located near quaint towns, beaches, wineries and hiking, the home is a great gathering spot in any season to entertain family and friends.

4.92 out of 5 average rating, 293 reviews
Top guest favourite
A rustic log cottage is positioned on a grassy area, surrounded by vineyards. The exterior features wooden siding and a slate roof. A small deck with a table and umbrella is visible, offering seating for outdoor relaxation. Lush greenery enhances the inviting atmosphere.
Cabin in Suttons Bay

The Cottage at Silver Leaf Vineyard

Silver Leaf Vineyard & Winery invites you to enjoy a secluded stay in our rustic cottage. The cozy log cottage boasts spectacular views of our vineyard and neighboring cherry orchard. We are located in the heart of Leelanau Peninsula which was voted one of the top 3 appellations (official wine growing region) in the country by USA Today.

4.91 out of 5 average rating, 288 reviews
Top guest favourite
The image shows a modern duplex structure surrounded by lush greenery. The guest rental house features large windows that reflect warm light. A spacious covered porch with chairs is visible, enhancing the outdoor living space. The owner's private residence is indicated to the right.
Cottage in Leland

Modern Cottage in the Village of Leland

Our place is in the village of Leland, close to Lake Leelanau and historic Fishtown. You’ll love our place because it is a newer home and has the coziness of a cottage with modern amenities for a comfortable stay. PLEASE NOTE: From June 20 - August 29, 2027, we only rent full weeks from Sunday at 4pm to the following Sunday at 11am.

5.0 out of 5 average rating, 105 reviews

Popular amenities for Leland family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favourite
A cozy living room features a sectional couch positioned around a coffee table. A white brick fireplace serves as a focal point. Natural light filters through windows, highlighting wall decor and woven baskets. A textured area rug covers the hardwood floor, contributing to the inviting ambiance.
Cottage in Cedar

Cozy Good Harbor Cottage with hot tub & fireplace

4.94 out of 5 average rating, 145 reviews
Top guest favourite
The cottage is shown from an outdoor perspective, highlighting its white exterior and sloped roof. Two symmetrical windows flank a central door, while green shrubbery is positioned on either side. The surrounding landscape features open fields and a clear sky, indicating a tranquil setting.
Home in Cedar

Leelanau Modern Farm Cottage-NEW HOT TUB 2025

4.94 out of 5 average rating, 262 reviews
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

Suttons Bay Therapy - HotTub/GameRoom/FirePlace/AC

4.97 out of 5 average rating, 312 reviews
Top guest favourite
A wooden deck overlooks a scenic view, featuring a round table placed between two woven chairs. A potted plant sits on the table alongside two glass bottles. Bare trees and open space are visible in the background.
Home in Suttons Bay

Tranquil 3-bedroom lakeview retreat with hot tub

4.98 out of 5 average rating, 133 reviews
Guest favourite
Home in Cedar

Peak O' Leelanau-Scenic and Relaxing Retreat in TC

4.89 out of 5 average rating, 235 reviews
Guest favourite
An open-plan living and dining area is displayed, featuring a large wooden dining table surrounded by dark chairs. A cozy seating arrangement with light-colored furniture is positioned near a stone fireplace. Natural light filters through the windows, highlighting the room's warm tones.
Home in Suttons Bay

Pineview Place - Suttons Bay

4.97 out of 5 average rating, 110 reviews
Guest favourite
Cottage in Interlochen

Roost A-Frame

4.96 out of 5 average rating, 170 reviews
Guest favourite
The exterior of the home features a two-story design with large windows and a wrap-around balcony. The structure is elevated on stilts, showcasing a blend of modern materials, including wood and stone accents. Outdoor seating and a grill are positioned on the patio area.
Tower in Empire

Exodus: Luxury Tower- Hot tub Near Sleeping Bear

4.92 out of 5 average rating, 130 reviews

Family- and pet-friendly home rentals

Guest favourite
Cabin in Mancelona

COZY A-Frame on 5 acres - near Traverse *SAUNA*

4.96 out of 5 average rating, 128 reviews
Guest favourite
Cottage in Suttons Bay

Private BeachM22! Close to wineries, Sand Dunes

4.89 out of 5 average rating, 170 reviews
Guest favourite
A spacious dining area features a large table surrounded by comfortable chairs, with sunlight streaming through floor-to-ceiling windows that offer views of the surrounding forest. A cozy seating area with a dark sofa and a decorative rug complements the natural light and warmth of the space.
Home in Cedar

Lincoln Lodge: Secluded~Wineries~Dog Friendly

4.95 out of 5 average rating, 256 reviews
Guest favourite
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

4.88 out of 5 average rating, 192 reviews
Guest favourite
A well-maintained single-story home is shown with a welcoming entrance featuring a turquoise door. Lush green lawns are framed by colorful shrubbery, while a pathway leads to the front steps. The exterior is complemented by light-colored siding and a simple gabled roof.
Home in Lake Leelanau

Against the Wind Vacation Rental

4.94 out of 5 average rating, 120 reviews
Top guest favourite
A wooden house is nestled among lush green grass and trees. The structure features large windows reflecting natural light. A spacious deck can be seen, surrounded by a beautiful landscape. White lounge chairs are positioned nearby for relaxation.
Home in Cedar

Fieldhouse Leelanau County Michigan

4.99 out of 5 average rating, 173 reviews
Top guest favourite
A single-story cottage features a welcoming entrance with a pathway leading to a wooden deck. Adjoining the deck are several Adirondack chairs, and blooming flowers are planted along the cottage's exterior. A lush green area surrounds the building, with mature trees in the background.
Cottage in Suttons Bay

Cozy Cottage in Leelanau County

4.98 out of 5 average rating, 365 reviews
Top guest favourite
Cabin in Ellsworth

*Quiet Lakeside Cottage / Sunset View / Fire Pit*

5.0 out of 5 average rating, 164 reviews

Family-friendly home rentals with a pool

Top guest favourite
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.
Apartment in Cedar

Leelanau Townhouse Retreat at Sugarloaf

4.91 out of 5 average rating, 152 reviews
Top guest favourite
A bright living area features large panoramic windows showcasing soothing lake views. A comfortable gray sofa faces a small wooden table, while two woven chairs are positioned at the window. Elegant light fixtures hang from the ceiling, enhancing the open space with a touch of sophistication.
Apartment in Traverse City

Beachfront Oasis | Pool+Hot Tub

4.99 out of 5 average rating, 168 reviews
Guest favourite
A comfortable living area features a spacious gray sofa facing large windows with unobstructed views of the water. Natural light floods the space, accentuating a round coffee table made of woven material and a dining table with chairs near the window.
Apartment in Traverse City

Stunning Waterfront, Updated TC Condo with Pool!

4.98 out of 5 average rating, 161 reviews
Top guest favourite
Two blue mugs are positioned on a wooden railing, overlooking a sandy beach and Lake Michigan. In the distance, the Frankfort Lighthouse stands tall against a clear sky, creating a serene coastal view.
Apartment in Frankfort

"THE NEST" Condo on Lake Michigan Lighthouse View

4.99 out of 5 average rating, 179 reviews
Top guest favourite
The outdoor area features a private hot tub with illuminated water, surrounded by trees. A wooden deck leads to a fire pit area with seating and a propane grill nearby. The serene lake reflects the surrounding nature, creating a peaceful ambiance.
Cottage in Gaylord

Lakefront Cottage: Hot Tub, Fireplace, Fire Pit

4.98 out of 5 average rating, 173 reviews
Top guest favourite
A coastal view captures the shoreline that stretches along a vibrant blue lake. Lush greenery lines the sandy path, leading towards a distant forest-covered hill under a partly cloudy sky. Waves gently crash, creating a serene atmosphere in this natural landscape.
Townhouse in Leelanau County

Comfy Townhouse in Lovely Leelanau~

4.88 out of 5 average rating, 190 reviews
Guest favourite
Apartment in Bellaire

Cozy Shanty Creek Studio Condo - Summit Village

4.88 out of 5 average rating, 108 reviews
Top guest favourite
A swimming pool is set within a paved area, surrounded by lounge chairs and umbrellas. A slide is positioned at one end, and table seating is available nearby. Lush greenery borders the space, providing a sense of seclusion.
Flat in Maple City

Up-North Suite Retreat

4.89 out of 5 average rating, 157 reviews

When is the best time to visit Leland?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$622 SGD$701 SGD$701 SGD$701 SGD$701 SGD$746 SGD$671 SGD$645 SGD$507 SGD$530 SGD$530 SGD$529 SGD
Avg. temp-8°C-7°C-2°C5°C12°C17°C19°C18°C15°C8°C1°C-4°C

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