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Holiday houses in Leland

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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 $388 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,140 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Leland holiday rentals include Wi-Fi access

  • Popular amenities for guests

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

  • 4.9 Average rating

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

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

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.

4.9 out of 5 average rating, 69 reviews
Top Guest favourite
The spacious open-plan kitchen features a modern sink with a sleek faucet and a dining area filled with natural light. A round dining table surrounded by woven chairs and greenery enhances the inviting atmosphere. Large windows provide views of the lake beyond.
Cottage in Cedar

Lake Leelanau 2 Bdrm Cozy Cottage

Welcome to your own private, quiet slice of heaven on beautiful South Lake Leelanau. This cottage is in the perfect location situated between TC, Suttons Bay, Leland & Empire. Enjoy watching the sunrise each morning as you sip your morning coffee and plan your days’ adventures. The house has a private dock, 2 small queen bedrooms, fireplace, & spacious fully equipped kitchen. 1 closet, cottage is 600 sqft. No boats, parties or pets or smoking allowed. Not well suited for infants or toddlers.

4.94 out of 5 average rating, 86 reviews
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.
Guesthouse 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
Home in Northport

New! Award-Winning Chameleon House & Hot Tub

Welcome to the one and only award-winning Chameleon House -- a 32-foot-high, 9-level modern-industrial masterpiece designed by San Francisco’s renowned Anderson Anderson Architects. This published, trophy-worthy home is unlike anything else, both an architectural landmark and a living work of art. The innovative translucent polyethylene siding reflects and mimics the surrounding landscape and sky, transforming with the seasons. Inside, warm birch wood panels soften the sleek steel construction.

4.94 out of 5 average rating, 16 reviews
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
Cabin in Maple City

Meadow Cabin at Parcel

Featured in Domino Magazine: “Midwest on the Outside, Copenhagen on the Inside.” The Meadow Cabin sits amongst a flowering and native meadow. It is our largest cabin, with room for six people. Cedar siding and expansive windows at the Meadow Cabin combine the spirit of a Scandinavian retreat with a nod to regional Northern Michigan architecture. Two main-floor bedrooms, a second-story loft bedroom, two bathrooms, and a big open living + kitchen space make up the Meadow Cabin.

5.0 out of 5 average rating, 16 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
Guest favourite
A modern structure is nestled among tall trees, showcasing large windows that reflect the surrounding autumn foliage. A wooden walkway leads through vibrant vegetation, enhancing the connection between nature and the home.
Home in Lake Leelanau

Hygge Sunrise Lane

Sunrise Lane is the OG - the first home built by Hygge Supply. The home sits on a tranquil stretch of preserved wetland that leads to lakeside access to stunning Lake Leelanau. The floor-to-ceiling windows allow you to feel one with the outdoor surroundings. Views of tamarack trees, cattails, and wetland flowers, the wildlife thrives on this protected piece of property, so expect to see deer, rabbits, squirrels, birds, fireflies, and an occasional bobcat sighting.

4.98 out of 5 average rating, 41 reviews
Top Guest favourite
Guesthouse in Lake Leelanau

Cozy Guest House in East Leland

Keep it simple at this peaceful and centrally-located place. Whether you are attending a wedding in the area, are touring the wineries nearby or need a place to relax and explore the beauty of Leelanau County, this guest house is a cozy space to stay! Unplug from the busyness of it all and enjoy the screen-free space with views of the lake from the driveway. Leland, Northport, Suttons Bay and Lake Leelanau are all within a few minutes' drive.

4.94 out of 5 average rating, 35 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
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

Welcome to our thoughtfully designed 1940's cottage in the woods just minutes from Good Harbor Beach. This quiet retreat gives you access to the wine, food, and nature the Leelanau Peninsula is known for. Enjoy the outdoor fire pit, charcoal grill, fast wifi, Smart TV, and well-appointed kitchen. Sound travels so please be respectful of our neighbors. Sorry, no parties or events. All are welcome.

4.94 out of 5 average rating, 146 reviews

Popular amenities for Leland holiday rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Leland

Top Guest favourite
Home in Lake Leelanau

New A-Frame in wine country

4.98 out of 5 average rating, 63 reviews
Superhost
Cottage in Omena

East Beach Cottage: Sandy | Secluded | 3 King Beds

4.78 out of 5 average rating, 9 reviews
Superhost
Home in Leland

The Ball Cottage

5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Suttons Bay

Spectacular Suttons Bay Stay - Game Room, Kayaks,

5.0 out of 5 average rating, 13 reviews
Guest favourite
A cozy living room is illuminated by natural light from large windows. Comfortable seating arrangements are provided by two woven chairs and a lounge chair, complemented by a navy blue sofa. A glass coffee table sits on a striped area rug, creating a welcoming space for relaxation.
Home in Leland

The Minnow House-Intimate Downtown Leland Cottage.

4.88 out of 5 average rating, 48 reviews
Superhost
An open living area features large windows allowing for ample natural light and views of the shoreline. The space includes a comfortable sofa and two accent chairs, with a wooden coffee table at the center. A dining area and outdoor seating are visible beyond the glass doors.
Home in Lake Leelanau

Boona Vista |Lake Michigan Beach Front Cottage

4.75 out of 5 average rating, 32 reviews
Guest favourite
A spacious living room is presented, featuring a dark wood coffee table surrounded by comfortable seating. Large windows allow natural light to fill the area, while a television is mounted on a media console. The open layout connects to the dining area, enhancing social interactions.
Home in Leland

Leland OPEN in Ski Season & Holidays Gas Fireplace

4.87 out of 5 average rating, 78 reviews
Top Guest favourite
The home's inviting porch features a swing adorned with floral fabric. Bright, yellow mums and a sunflower wall decoration add warmth to the entrance. The exterior is complemented by red shutters and a welcoming front door, framed by lush greenery and trees.
Home in Leland

Quaint Home near Fishtown Leland

5.0 out of 5 average rating, 54 reviews

When is the best time to visit Leland?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$656 NZD$793 NZD$731 NZD$714 NZD$834 NZD$925 NZD$765 NZD$865 NZD$645 NZD$696 NZD$657 NZD$705 NZD
Avg. temp-8°C-7°C-2°C5°C12°C17°C19°C18°C15°C8°C1°C-4°C

Frequently Asked Questions

  • What are the best places to stay in Leland?

    Many guests choose rental homes or cottages near Leland’s village center, offering easy access to shops, restaurants, and waterfront views. Lakeside stays are frequently suggested for scenic relaxation.

  • What are the best things to do in Leland with kids?

    Families can explore the sandy beaches, visit the fish town for ice cream or fresh fish, and try boating or paddle sports. Many also enjoy browsing the small shops for local treats and souvenirs.

  • What are some of the best things to do in Leland?

    Explore historic Fishtown with its working shanties, visit galleries and boutiques, or relax along the waterfront. Outdoor activities like kayaking, fishing, and hiking nearby are often suggested.

  • How is the weather in Leland?

    Leland has cold winters, with temperatures around 12–29°F (-11 – -1°C) and snowfall, while summers are mild, reaching 55–76°F (13–25°C) with varying rainfall. Spring and fall bring comfortable hiking weather with cooler evenings.

  • When is the best time to visit Leland?

    Late spring through early fall is often recommended for milder temperatures, outdoor markets, and lake activities. Autumn draws guests with its colorful foliage and harvest events, while winter is quieter and suited for those who enjoy snow.

  • What are the best places to visit in Leland?

    Fishtown is popular for its preserved fishing shanties and vibrant dockside scene. Art galleries, village shops, and local wineries are also enjoyed by many visitors.

  • What are some hiking trails in Leland?

    The area around Leland has trails that wind through forests, dunes, and near Lake Michigan’s shoreline. Many enjoy nearby paths in state parks, appreciated for varied terrain and scenic overlooks.

  • What are some family activities we can do in Leland?

    Families often explore the Fishtown docks, enjoy ice cream from local shops, or spend time beachcombing and swimming. Picnics in waterside parks and gentle hikes suit visitors of all ages.

  • What are some of the best day trip ideas from Leland?

    Guests often explore nearby state parks, discover neighboring villages with local markets, or visit regional wineries and orchards. The peninsula has scenic drives, beaches, and opportunities for outdoor recreation.

  • Are there any pet friendly accommodations available in Leland?

    Many accommodations in Leland welcome pets, especially in independent cottages and some vacation homes. You will find that several properties have outdoor areas, and the local beaches and trails often make it easy to explore with your dog.

  • What are some local tips for visiting Leland?

    Explore early to experience local shops, and try the fresh catches at the historic fish town. Many visitors enjoy strolling along the waterfront, and packing a windbreaker is wise as lake breezes can be cool, even in summer.

  • What is Leland known for?

    Leland is known for its historic Fishtown, a collection of working fishing shanties and docks, as well as its role as a gateway to lakeshore recreation. The area’s focus on fishing, cherry orchards, and local wines shapes its character.

  • What are the best hidden gems to explore in Leland?

    Discover quieter lakefront spots or seek out lesser-known art galleries tucked in the village. Some visitors enjoy seasonal farm stands or local preserves known for birdwatching and peaceful trails.

  • What are the best foods to try in Leland?

    Locally caught whitefish and smoked fish are frequently suggested, often found at the fish town’s markets. Seasonal berries, cherry-based sweets, and baked goods reflect the area’s agricultural character. Many guests enjoy sampling local wines with their meals.

  • What should I bring for a trip to Leland?

    Pack comfortable walking shoes, layers for changing weather, and swimwear if you plan to explore the beaches. In cooler months, a warm jacket, hat, and gloves are helpful. Sunscreen and a reusable water bottle are practical for outdoor activities.

  • What is the nightlife in Leland like?

    Leland’s nightlife is relaxed and centers around local taverns, casual bars, and live music at some venues. Many enjoy gathering at lakeside patios or sampling regional craft beverages in the evenings.

  • What are the most popular events or festivals in Leland?

    Leland hosts community events such as a summer wine and food festival and seasonal markets. Art fairs and celebrations around harvest time are also frequently suggested by locals.

  • Are there family friendly vacation rentals in Leland?

    Leland has vacation rentals suited for families, with options near village conveniences and the water. Many houses include outdoor space for children to play, and some are within walking distance to markets or beaches.

Destinations to explore