Photo by Jennifer Probert

Leland vacation rentals

We found 450 vacation rentals — enter your dates for availability

Discover a selection of 47 homes and other vacation rentals in Leland that are perfect for your trip. Vacation rentals provide the amenities you need and want for your stay with friends, family, or just your pet, like WiFi and a washer and dryer. You'll be able to choose a rental that has what everyone needs, including options that are accessible or non-smoking.

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Find out more about Leland

Why visit Leland

  • Scenic Outdoor Adventures: Explore the breathtaking landscapes of Lake Michigan, Bear Dunes, and South Manitou Island.
  • Historic Lighthouses: Visit charming historic lighthouses that showcase the region's maritime heritage.
  • Local Art Galleries: Discover the vibrant local art scene with unique galleries showcasing local talent.
  • Wine Tasting: Enjoy tastings at nearby vineyards, perfect for a romantic outing.
  • Cozy Accommodations: Experience charming stays in private vacation homes, cottages, or cozy hotels.

Popular types of accommodation in Leland

Wondering what types of accommodations await you in Leland? You're in luck. The most popular options include charming houses, cozy condos, and delightful cottages. For those seeking traditional stays, check out the Leland Lodge and various hotels in Leland, including the best hotels near the picturesque Leland Harbor. Experience the perfect blend of comfort and charm during your getaway.

  • Houses: The top choice for visitors to Leland, these homes offer spacious accommodations ideal for families or groups seeking comfort and privacy.
  • Condos: A popular option for those wanting modern amenities and great locations, condos are perfect for couples or small families.
  • Cottages: These charming retreats provide a cozy atmosphere, perfect for a romantic getaway or peaceful escape.
  • Cabins: For nature enthusiasts, cabins offer a rustic experience surrounded by the beauty of the great outdoors.
  • Apartments: A convenient choice for solo travelers or couples, apartments provide a home-like feel in the heart of town.**

Top attractions in and around Leland

Leland, Michigan, is perfect for outdoor enthusiasts and couples seeking scenic beauty. Explore Lake Michigan, Bear Dunes, and South Manitou Island for breathtaking views. Visit historic lighthouses and enjoy leisurely days at the beach. Don’t miss local art galleries for a touch of culture. With its stunning landscapes and charming attractions, Leland promises a memorable vacation filled with nature and romance.

  • Historic Fishtown: A charming historic village nestled in Leland, Historic Fishtown showcases the area's fishing heritage with unique shops, galleries, and traditional fish shanties. Enjoy the vibrant culture and scenic views along the river.
  • Sleeping Bear Dunes National Lakeshore: Located 13 miles from Leland, this stunning national lakeshore features towering dunes, lush forests, and breathtaking views of Lake Michigan. Perfect for adventure enthusiasts, it offers hiking, swimming, and wildlife watching.
  • Van's Beach: Just 0.1 mile away from Leland, Van's Beach boasts soft sands and gentle waves, making it an ideal spot for relaxation, sunbathing, and enjoying beautiful sunsets over the lake.

Things to do recommended for couples

For a romantic getaway in Leland, savor a sunset picnic by Lake Michigan, explore charming boutiques, and indulge in a wine-tasting tour at local vineyards. Don't miss a cozy dinner at a waterfront restaurant, where you can enjoy fresh fish and breathtaking views.

Things to do recommended for families

Families will love exploring the charming Leland Harbor, taking a scenic boat tour, and visiting the quaint shops. Enjoy a day at Van's Beach or indulge in delicious ice cream from the local creamery for a delightful treat.

Things to do recommended for groups

Explore the charm of Leland by visiting the historic Fishtown district, where you can sample local fish and shop for unique crafts. Enjoy a group kayaking adventure on Lake Michigan or take a scenic hike in the nearby Leelanau State Park for stunning views.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Leland

When planning your trip, whether you're traveling with a group, family, pets, or seeking extended stays, be sure to prioritize your preferences with the right filters. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Leland with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Leland with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Leland: For many families, a vacation wouldn’t feel complete without their furry companion. If that resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Leland: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search preferences as well.

Where to stay near Leland

Leland, Michigan, offers a delightful blend of outdoor adventures and romantic scenery. Explore nearby vineyards for wine tasting, visit the stunning shores of Lake Michigan, and immerse yourself in the region's rich history at local historic sites. With family-friendly atmospheres and charming neighborhoods, Leland is perfect for a memorable vacation. Don’t forget to check out the best hotels that cater to your needs, ensuring a cozy stay while you enjoy all that this picturesque area has to offer.

  • Lake Leelanau: Nestled just 4 miles from Leland, Lake Leelanau is a picturesque destination known for its stunning outdoor scenery and romantic ambiance. The area is perfect for nature lovers, offering activities such as skiing and golfing, along with beautiful recreational spots. Visitors can enjoy the serene beauty of Lake Leelanau, explore nearby national parks, and take in the breathtaking views of the surrounding dunes. This charming city is an ideal getaway for those looking to relax and reconnect with nature.
  • Suttons Bay: Located 6 miles from Leland, Suttons Bay is a delightful spot that invites travelers to experience its charming small-town vibe and natural beauty. With ample opportunities for outdoor activities like golfing and enjoying recreational areas, Suttons Bay is perfect for couples and families alike. The proximity to stunning lakes and the national state park makes it easy to explore the region’s unique landscapes and picturesque dunes. Whether you’re taking a leisurely stroll along the waterfront or enjoying a meal at a local eatery, Suttons Bay offers a romantic escape.
  • Northwest Michigan: Just 5 miles from Leland, Northwest Michigan is a diverse region that showcases the best of the area's outdoor adventures and scenic vistas. Known for its recreational areas and ski resorts, this region is a haven for outdoor enthusiasts year-round. Visitors can partake in skiing during the winter or explore lush parks and dunes in the warmer months. With stunning lakes and national parks nearby, Northwest Michigan promises a memorable experience filled with breathtaking views and exhilarating activities.

Best time to go to Leland

If you're planning a trip to Leland, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like February and November to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January24.8°F (-4.0°C)No Rain (Dry)Very CloudyAverageAverage
February23.2°F (-4.9°C)No Rain (Dry)Very CloudyLowModerately Low
March30.2°F (-1.0°C)Light RainMostly CloudyAverageModerately Low
April38.5°F (3.6°C)Light RainMostly CloudyAverageModerately Low
May48.4°F (9.1°C)Light RainMostly SunnyAverageAverage
June57.9°F (14.4°C)Light RainMostly SunnyHighModerately High
July66.4°F (19.1°C)Light RainMostly SunnyHighModerately High
August67.8°F (19.9°C)Light RainMostly SunnyHighModerately High
September62.1°F (16.7°C)Light RainMostly SunnyAverageAverage
October50.9°F (10.5°C)Light RainMostly CloudyAverageAverage
November40.1°F (4.5°C)Light RainMostly CloudyLowAverage
December31.5°F (-0.3°C)Light RainVery CloudyLowAverage

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Furthermore, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient area to plan new trips, keep your travel arrangements on track, or manage your existing reservations. Your saved or booked properties are organized into categories: Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

A tiny fishing town in the shadows of giants

Perched on the scenic Leelanau Peninsula between Lake Michigan and Lake Leelanau, the picturesque village of Leland is the quintessential fishing town of days past. Just 25 minutes north of bustling Traverse City, you couldn't get much further from big city life. Leland's historic Fishtown will transport you back in time to the 1900s, with quaint shacks and working fishermen that haven't missed a beat in the past century. This history exists alongside charming shops, galleries, and restaurants. A Leland vacation rental also puts you right near the fascinating landscapes and outdoor activities of the Sleeping Bear Dunes.

Activities and attractions in and around Leland

Are you looking for things to do while you're in the area? Venture out of your vacation home and experience everything that Leland has to offer. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Chateau Chantal (14.4 mi / 23.2 km)
  • Ciccone Vineyard and Winery (9.7 mi / 15.7 km)
  • Chateau Grand Traverse (16.1 mi / 25.9 km)
  • Good Neighbor Organic Vineyard and Winery (7.9 mi / 12.7 km)
  • The Leelanau Club at Bahle Farms (8 mi / 12.8 km)
  • Manitou Passage Golf Club (8.4 mi / 13.6 km)

Camping on dunes and diving for shipwrecks

There's no end to the outdoor activities on tap in Sleeping Bear Dunes National Lakeshore. One of the most popular camping destinations in the state, the park also offers over 100 miles of trails for hiking, biking, and walking, or skiing and snowshoeing in the winter (there are even guided snowshoe tours available). The Lake Michigan beaches are great for swimming, sunbathing, and boating. Fishing charters leave regularly from Leland. For more hiking, ferry over to North and South Manitou Islands. There are countless shipwrecks dotting the shores around the islands, and some are prime sites for a unique diving experience.

Snowy winters: when Sleeping Bears become polar bears

Leland vacation rentals are in high demand during the warmest summer months of June to September, when high temps hover pleasantly in the 70s, tipping just into the 80s in July. The rest of the year, prepare to get intimate with your coziest sweater. Temps can be below freezing from November to April, often not even breaking the freezing mark between December and February. Expect plenty of snow, many feet of it, during those coldest months. The blankets of white stuff turn the dunes into a whole new world, perfect for skiing and snowshoeing.

From mountains of sand to mountains of fish

Fishtown lives up to its name. The waters of Lake Michigan are chock full of all the salmon and trout you could ever want. The lake's vast waters are dotted with islands just off the shore, most notably the cedar-covered North and South Manitou Islands, where beavers, coyotes, deer and chipmunks roam free. On the mainland, miles of sandy beaches trace the shoreline. The fascinating mountains of the Sleeping Bear Dunes are home to unique flora and fauna, while the National Seashore is dotted with verdant forests and glittering lakes. Bald eagles have been spotted in the area, so bring your binoculars.

How to get to and around Leland

The nearest airport is in Cherry Capital Airport (TVC), located 21.7 mi (34.9 km) from the city center.

Frequently asked questions

What is the best area to stay in Leland, Michigan, United States of America when booking a vacation rental?
When looking for the best area to stay in Leland, Michigan, the charming neighborhood surrounding the historic fishing village of Fishtown is an excellent choice. This picturesque area not only offers a unique glimpse into the region's maritime heritage, but it also provides easy access to stunning waterfront views and a variety of local shops and eateries. Walking along the docks, you can enjoy the vibrant setting, with opportunities to sample fresh fish from local vendors or relax at one of the cozy cafes.

Another fantastic option is the area near Lake Leelanau, which is known for its serene landscapes and recreational activities. This region is superb for those who enjoy outdoor pursuits like boating, fishing, or hiking. Nearby, you'll find the scenic trails of Leelanau State Park, which offer breathtaking views and a chance to immerse yourself in nature.
How much does it cost to rent a vacation home in Leland?
Prices for vacation rentals in Leland vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Leland to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Leland vacation house rentals?
You can find great discounts on house rentals in Leland on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Leland?
For renting a beach house in Leland, the area around Lake Michigan's shoreline is particularly appealing. The picturesque Leland Harbor area offers charming vacation rentals with stunning views of the water and easy access to sandy beaches. Many properties in this vicinity are equipped with modern amenities such as outdoor decks, fire pits, and spacious living areas, making them superb for families or groups looking to enjoy a relaxing getaway by the lake.

In addition, the nearby Fishtown district is a unique spot where travelers can find cozy cottages and historic homes that reflect the area's maritime heritage. These rentals often feature amenities like fully equipped kitchens, outdoor dining spaces, and proximity to local shops and restaurants, enhancing the overall experience.

Another attractive option is the area around Van's Beach, known for its serene atmosphere and breathtaking sunsets. Here, you can discover homes with private beach access, outdoor showers, and large yards, ideal for barbecues and family gatherings.
Where are the best Leland ski resort rentals?
For skiing near Leland, travelers should consider the nearby Crystal Mountain Resort, which is approximately a 30-minute drive away. In the surrounding area of Thompsonville, visitors can find a variety of vacation rentals that cater to winter sports enthusiasts. Many properties here are cozy cabins or chalets, often featuring amenities like fireplaces, hot tubs, and fully equipped kitchens, making them superb for families or groups looking to unwind after a day on the slopes.

In addition to Thompsonville, the charming town of Benzonia offers additional rental options, including quaint cottages and larger homes. These accommodations tend to have rustic decor and modern conveniences, with some properties providing easy access to nearby cross-country skiing trails and snowshoeing paths. The local community also boasts lovely shops and eateries, enhancing the overall experience for travelers.

For those wishing to explore beyond the ski slopes, the region is rich in natural beauty, with opportunities for winter hiking and visits to scenic spots like Crystal Lake.
What is the most popular type of vacation rental accomodation in Leland?
In Leland, vacation houses are the most popular rental option, with about 43 available throughout the area. These houses often feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them great for families or groups seeking a comfortable home base. Many of these properties are located near the scenic waterfront, providing easy access to Lake Michigan and the charming downtown area, where visitors can explore shops and dining options. Additionally, there are several cottages, apartments, and condos available, each offering a range of amenities such as outdoor seating areas and proximity to local attractions.
Are there any family house rentals in Leland?
In Leland, Michigan, there are numerous family-friendly house rentals available, with around 37 options to choose from. Visitors can explore charming neighborhoods such as Fishtown and the surrounding areas near Lake Michigan. Many of these homes feature spacious living areas, fully equipped kitchens superb for preparing family meals, and outdoor decks or patios ideal for enjoying the fresh air.

Families will appreciate amenities like game rooms for entertainment, laundry facilities for convenience, and easy access to nearby beaches, where children can play and families can relax. Additionally, the scenic beauty of the Sleeping Bear Dunes National Lakeshore is just a short drive away, offering opportunities for hiking and enjoying stunning views of the coastline.
Can I rent a vacation home with a pool or hot tub in Leland?
In Leland, Michigan, there are several vacation homes available for rent that feature pools and hot tubs. This charming lakeside town, located on the Leelanau Peninsula, offers a picturesque setting for travelers looking to relax and unwind. Many of the rentals come equipped with private pools, hot tubs, and spacious outdoor areas ideal for enjoying the beautiful Michigan summers.

Travelers can expect amenities such as fully equipped kitchens, ample living space, and outdoor dining options, making these homes superb for family gatherings or group retreats.
Can I find long-stay vacation rentals in Leland?
A long-stay vacation rental in Leland is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Leland?
In Leland, travelers will find a selection of pet-friendly house rentals, with approximately 11 options available. Many of these homes come equipped with amenities such as spacious backyards, fully stocked kitchens, and comfortable living areas, making them suitable for families and groups traveling with pets.

The charming town is located near beautiful Lake Michigan, providing opportunities for outdoor activities like hiking and beach walks. Nearby parks and nature areas are great for pet owners looking to explore the great outdoors with their furry companions.
Are there any remote work vacation rentals in Leland?
In Leland, Michigan, there are numerous vacation rentals suitable for remote work, with around 54 options available. This charming town, located on the scenic Leelanau Peninsula, offers a blend of natural beauty and historic charm, great for those looking to work remotely. Many properties come equipped with dedicated workspaces including desks and comfortable chairs, alongside free Wi-Fi to ensure a seamless online experience.

Travelers can expect cozy accommodations that often feature modern amenities such as fully equipped kitchens, laundry facilities, and outdoor spaces to unwind after a day of work. The picturesque surroundings provide plenty of opportunities for outdoor activities, with nearby attractions like the Sleeping Bear Dunes National Lakeshore and local vineyards offering a great balance between productivity and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Leland vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Leland with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Leland?
In Leland, vacation rentals commonly feature a variety of amenities that enhance the guest experience. Most properties include kitchens, allowing travelers to prepare their own meals, which is especially convenient for families or groups. Many rentals also offer decks or patios, providing outdoor spaces to relax and enjoy the scenic views of Lake Michigan or the charming surroundings.

Additionally, amenities such as blenders are often available for those who enjoy making smoothies or other beverages during their stay. Cozy fireplaces can be found in several rentals, offering warmth and ambiance, particularly appealing during the cooler months. Onsite parking is another prevalent feature, making it easy for guests to explore the area without worrying about finding a place to park.
When is the best time to visit Leland for a vacation rental?
The best time to book a vacation rental in Leland is during the peak summer months of June to August, with July being particularly popular. This vibrant season attracts visitors eager to immerse themselves in the stunning natural beauty of Northern Michigan, where outdoor activities abound. Picture yourself kayaking in crystal-clear waters, exploring scenic hiking trails, or simply relaxing on the picturesque beaches along Lake Michigan.

During these months, temperatures typically range from the mid-60s to mid-80s Fahrenheit, offering ideal conditions for enjoying the great outdoors. The atmosphere is lively, with plenty of opportunities to engage with fellow travelers and partake in local events and festivals that celebrate the area's rich culture.

For those looking for a more budget-friendly experience, consider planning your trip in November. While it's quieter, this month offers a unique charm with fewer crowds and a chance to enjoy the serene beauty of Leland as it transitions into winter. You can take leisurely walks along the shoreline or savor the cozy ambiance of local cafes.

Ultimately, the best time to visit Leland hinges on whether you prefer the bustling energy of summer activities or the peaceful tranquility of the off-season.
How early should I book a Leland vacation rental?
Book your Leland vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Leland, Michigan, United States of America?
In Leland, Michigan, travelers can enjoy a variety of attractions that showcase the area's natural beauty and local culture. The charming historic district is a highlight, featuring quaint shops and galleries that reflect the town's maritime heritage. Nearby, the Leland Harbor offers picturesque views and opportunities for boating and fishing, making it a great spot for outdoor enthusiasts.

Visitors can explore the scenic trails along the Sleeping Bear Dunes National Lakeshore, which is just a short drive away and provides stunning views of Lake Michigan. Additionally, the area is known for its vineyards and wineries, particularly along the Leelanau Peninsula, where tastings and tours are popular among wine lovers.

The local beaches, such as those at Van's Beach, provide great spots for swimming and sunbathing, while the nearby Crystal River is ideal for kayaking and canoeing. In terms of dining, Leland has several waterfront restaurants offering fresh local seafood, enhancing the overall experience for visitors.
Can I change or cancel my Leland home rental booking on Vrbo?
To find Leland vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Leland vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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