Leland holiday homes

We found 451 holiday rentals — enter your dates for availability
Discover a selection of 47 homes and other holiday rentals in Leland that are perfect for your trip. Holiday rentals provide the best amenities for your stay with friends, family or just your pet, such as a pool and a washer and dryer. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Leland

Showing deals for:18 Dec - 25 Dec

Stocked coffee bar Higher Grounds coffee! creamers, sugar, splenda, and tea
Outdoor dining
Exterior
55in 4K tv w cable & streaming provided, blu-ray player, video library
Exceptional
(94 reviews)

Highly rated 3 Bed,3 Bath, 0 cleaning fee dog friendly additional daily fee.

Cedar

9% off
NZ$3,547
for 7 nights, 1 chalet
NZ$507 per night
includes taxes & fees
Highly rated 3 Bed,3 Bath, 0 cleaning fee dog friendly additional daily fee.
Dining
Property grounds
Perfect view to see the crib at the end of old mission peninsula.
Exterior
Exceptional
(31 reviews)

Secluded Bayfront Cottage with Stunning views

Suttons Bay

8% off
NZ$11,641
for 7 nights, 1 cottage
NZ$1,663 per night
includes taxes & fees
Secluded Bayfront Cottage with Stunning views
Interior
Omena House Beach
Living area
Interior
Exceptional
(82 reviews)

Spacious And Peaceful Retreat On Grand Traverse Bay! Private Beach Front

Omena

22% off
NZ$10,566
for 7 nights, 1 home
NZ$1,509 per night
includes taxes & fees
Spacious And Peaceful Retreat On Grand Traverse Bay! Private Beach Front
Living area
View of Beautiful Blue Suttons Bay from the Main Entrance to the Bayview Cottage
Kitchen and living room view from street entrance.
Outdoor space off primary bedroom with Weber Grill.
Exceptional
(124 reviews)

Suttons Bay, in town and walk to everything Suttons Bay. 2 bedroom/2 bath LOOK!

Suttons Bay

9% off
NZ$3,056
for 7 nights, 1 cottage
NZ$437 per night
includes taxes & fees
Suttons Bay, in town and walk to everything Suttons Bay. 2 bedroom/2 bath LOOK!
Kitchen eating area
Family room with 2 Pottery Barn chairs and 3 foot stools.
To the upstairs bedroom
Front of Cabin
Exceptional
(60 reviews)

Cabin in village of Suttons Bay!

Suttons Bay

9% off
NZ$3,546
for 7 nights, 1 cabin
NZ$507 per night
includes taxes & fees
Cabin in village of Suttons Bay!
Interior
Exterior
Interior
Private kitchen
Exceptional
(5 reviews)

Sugarloaf Golf Course View in the Heart of Leelanau County

Cedar

8% off
NZ$6,664
for 7 nights, 1 home
NZ$952 per night
includes taxes & fees
Sugarloaf Golf Course View in the Heart of Leelanau County
master bedroom
back door (beach entry)
living room/fireplace
deck w/grill
Wonderful
(48 reviews)

Omena Paradise on Traverse Bay Awaits! Private Beach! Summer 2026 Openings!

Omena

9% off
NZ$7,179
for 7 nights, 1 home
NZ$1,026 per night
includes taxes & fees
Omena Paradise on Traverse Bay Awaits! Private Beach! Summer 2026 Openings!
Room
Living area
Interior
Exterior
Exceptional
(14 reviews)

Hiking to Good Harbor Beach. 20 acre paradise.

Maple City

21% off
NZ$3,716
for 7 nights, 1 home
NZ$531 per night
includes taxes & fees
Hiking to Good Harbor Beach. 20 acre paradise.
Exterior
Surrounded by the beautiful Traverse wineries and the delectable wines they offer!
Living area
Interior
Excellent
(7 reviews)

🏡 Sugarloaf Chalet – Pet Friendly Escape | Hot Tub • Fireplace • Loft • Bar Area ➠ 2510

Cedar

7% off
NZ$4,712
for 7 nights, 1 home
NZ$673 per night
includes taxes & fees
🏡 Sugarloaf Chalet – Pet Friendly Escape | Hot Tub • Fireplace • Loft • Bar Area ➠ 2510
Dining
Living area
Interior
Private kitchen
Exceptional
(7 reviews)

NEW! Boho House Located Within Minutes of Downtown Suttons Bay

Suttons Bay

8% off
NZ$5,206
for 7 nights, 1 home
NZ$744 per night
includes taxes & fees
NEW! Boho House Located Within Minutes of Downtown Suttons Bay
Private parking area for up to 2 cars.
Northport Marina
Interior
Private gas grill and smokeless bonfire pit.
Exceptional
(13 reviews)

NEW cozy cottage a short walk to Northport and Lake Michigan!

Northport

8% off
NZ$2,528
for 7 nights, 1 cottage
NZ$361 per night
includes taxes & fees
NEW cozy cottage a short walk to Northport and Lake Michigan!
Pool
Private kitchen
Living area
Room
Exceptional
(16 reviews)

3 king master suites, 4 bed 4 bath, outside heated pool, between Leland and GA

Cedar

25% off
NZ$4,388
for 7 nights, 1 apartment
NZ$627 per night
includes taxes & fees
3 king master suites, 4 bed 4 bath, outside heated pool, between Leland and GA
Bar (on property)
Dining
Living area
Living area
Exceptional
(37 reviews)

2 Bedroom Carriage House with view of Suttons Bay

Suttons Bay

8% off
NZ$3,273
for 7 nights, 1 apartment
NZ$468 per night
includes taxes & fees
2 Bedroom Carriage House with view of Suttons Bay

  • Peace of mind

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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

The lakeside setting of Leland is ready to explore

The lake and beaches provide a pleasant backdrop to your holiday home in Leland. This romantic city is known for its restaurants, chocolate shops and shopping. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Leland

Do you want to discover attractions to see in the city? Venture out of your holiday home and experience everything that Leland has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Chateau Chantal (14.4 mi / 23.2 km)
  • The Leelanau Club at Bahle Farms (8 mi / 12.8 km)
  • Black Star Farms (8.7 mi / 14 km)
  • Ciccone Vineyard and Winery (9.7 mi / 15.7 km)
  • Chateau Grand Traverse (16 mi / 25.8 km)
  • Aurora Cellars (3.1 mi / 5 km)

Exploring the natural features in Leland

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Leland is a great place to get outside. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Lake Leelanau (12 mi / 19.3 km)
  • Christmas Cove Beach (12.1 mi / 19.5 km)
  • Crystal River (12.6 mi / 20.3 km)
  • Grand Traverse Bay (13.3 mi / 21.4 km)
  • Glen Lake (14.8 mi / 23.8 km)
  • Little Glen Lake (16.6 mi / 26.7 km)

How to get to and around Leland

The nearest airport is in Traverse City, MI (TVC-Cherry Capital), located 21.7 mi (34.9 km) from the city centre.

Frequently asked questions

What is the best area to stay in Leland when booking a holiday rental?
When considering a holiday rental in Leland, Michigan, the charming area of Fishtown stands out as an exceptional choice. Fishtown is a historic fishing village that offers a delightful blend of picturesque scenery and local culture. Here, you can explore quaint shops and eateries while enjoying the stunning views of the waterfront. A top attraction in this area is the preserved fishing shanties, which serve as a reminder of Leland's rich maritime heritage. Additionally, visitors often appreciate the nearby Leland River, great for kayaking and fishing, making it an ideal spot for those who enjoy outdoor activities.Another appealing neighbourhood in Leland is the surrounding countryside, which features a variety of holiday rentals set amidst lush landscapes and beautiful vineyards. This area offers a peaceful retreat, while still being a short drive from the vibrant town centre. The nearby Sleeping Bear Dunes National Lakeshore is a must-visit, boasting breathtaking views and excellent hiking trails. With a mix of charming cottages and spacious homes, there are plenty of options for holiday rentals, suiting different group sizes and preferences.
Where are the best areas for renting a beach house in Leland?
For renting a beach house in Leland, the area around Lake Michigan offers picturesque options. The charming village of Leland itself is known for its quaint atmosphere and proximity to the stunning waterfront. Properties along the shores of Lake Leelanau and near the public beach often feature amenities such as private docks, spacious decks, and outdoor dining areas, making them ideal for enjoying the beautiful sunsets and warm summer evenings.Additionally, the nearby Van's Beach is a popular spot, where holiday rentals can provide easy access to sandy shores and swimming areas. Many houses in this vicinity come equipped with modern kitchens, BBQ facilities, and comfortable living spaces, suiting families and groups seeking a relaxing getaway.Exploring further afield, the Leland area is surrounded by natural beauty, including the scenic trails of the Leelanau State Park, which provide opportunities for hiking and enjoying the area's stunning landscapes. Rentals here often feature amenities like fire pits for evening gatherings and proximity to local attractions, such as the historic Fishtown district with its shops and eateries, enhancing the overall experience for travellers.
Where are the best Leland ski resort rentals?
For ski resort rentals near Leland, Michigan, travellers should consider the nearby Crystal Mountain ski area, which is approximately a 30-minute drive away. In the surrounding areas, particularly in Thompsonville and Benzonia, you can find a range of accommodations suitable for ski enthusiasts. Many of these properties are cozy cabins or chalets that often feature amenities such as fireplaces, full kitchens, and outdoor spaces to enjoy the beautiful winter scenery.In Thompsonville, there are also several modern lodges that cater to families and groups, offering amenities like ski storage, hot tubs, and game rooms for après-ski entertainment. Additionally, the close proximity to local dining options and shops enhances the convenience for guests.For those who enjoy a mix of winter sports and relaxation, properties in Benzonia may provide a more tranquil setting, often with large windows showcasing the snowy landscape. Many rentals in this area come equipped with essentials such as Wi-Fi, laundry facilities, and well-appointed kitchens, ideal for preparing hearty meals after a day on the slopes.
What is the most popular type of holiday rental accomodation in Leland?
In Leland, holiday houses are the most popular type of holiday rental, with around 172 available in the area. These homes are often situated near the picturesque Leland Harbor and provide ample space for families or groups looking to enjoy the charming surroundings. Most holiday houses come equipped with full kitchens, spacious living areas, and outdoor decks or patios, making them ideal for gatherings after a day spent exploring the nearby vineyards or beaches. Additionally, there are about 32 cottages available, which offer a cozier, rustic experience, typically featuring kitchenettes and intimate garden spaces.
Are there any family house rentals in Leland?
In Leland, Michigan, there are numerous family-friendly holiday rentals available, with around 37 options to choose from. This charming lakeside town, situated along the stunning Leelanau Peninsula, offers a delightful mix of amenities and nearby attractions for families. Many of the properties feature spacious living areas, fully equipped kitchens, and outdoor decks or patios great for barbecues or enjoying the fresh air.Visitors will appreciate the proximity to public beaches along Lake Michigan, where children can frolic in the sand and parents can relax. Additionally, the town is near the scenic Fishtown district, which boasts quaint shops and local eateries, providing an authentic taste of the area.Families can also explore nearby parks and hiking trails, ensuring that there are plenty of opportunities for outdoor fun.
Can I rent a holiday home with a pool or hot tub in Leland?
In Leland, Michigan, there are several holiday homes available for rent that feature pools and hot tubs, making it an appealing destination for travellers seeking relaxation and leisure. The area is known for its charming coastal atmosphere and scenic beauty along Lake Michigan. Many of these properties offer amenities such as private pools, outdoor hot tubs, and spacious decks, superb for enjoying warm summer evenings.Additionally, travellers can expect fully equipped kitchens for self-catering options, comfortable living spaces, and some even have access to nearby beaches or local attractions.
Are there pet-friendly house rentals in Leland?
In Leland, Michigan, there are several pet-friendly house rentals available, with a total of 11 options to choose from. Many of these properties are situated near the scenic coastline of Lake Michigan, providing easy access to beautiful beaches and outdoor activities. The holiday rentals often come equipped with amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces like decks or patios, great for enjoying the fresh air with your furry friends.The charming village atmosphere of Leland enhances the experience for travellers, with local shops and eateries adding to the appeal. Additionally, nearby attractions such as the Leland River and the picturesque historical sites provide wonderful opportunities for walks and exploration with pets.
Are there any remote work holiday rentals in Leland?
In Leland, Michigan, there are numerous remote work-friendly holiday rentals available, with around 216 options to choose from. This charming town, located along the shores of Lake Michigan, provides a peaceful environment for those looking to blend work and leisure. Many of these properties are equipped with essential amenities such as free Wi-Fi, dedicated workspaces with desks and chairs, ensuring a comfortable setting for productivity.Travellers can expect to find a variety of accommodations, from quaint cottages to spacious homes, often featuring modern conveniences like fully equipped kitchens and outdoor spaces where one can unwind after a day of work. The picturesque surroundings, including nearby beaches and the scenic Leland River, offer ample opportunities for relaxation and exploration during downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Leland?
In Leland, popular holiday rental amenities include kitchens, which allow guests to prepare their own meals, and decks or patios that provide a lovely outdoor space for relaxation and enjoying the scenic views. Many rentals also feature fireplaces, adding a cosy touch for those cooler evenings. For convenience, onsite parking is typically available, making it easier for guests to explore the nearby attractions. Additionally, several properties come equipped with blenders, great for whipping up smoothies or cocktails during a stay.
When is the best time to visit Leland for a holiday rental?
The peak season in Leland occurs during the summer months of June to August, with July being especially popular among visitors. This vibrant time of year invites travellers to bask in the beautiful Great Lakes atmosphere, where warm temperatures (averaging around 20 to 30 degrees Celsius) create a great backdrop for outdoor activities like kayaking, hiking, and enjoying the stunning local beaches.During these months, Leland comes alive with a variety of events and festivals, offering great experiences for those looking to immerse themselves in the local culture. Whether you're exploring the picturesque historic district or indulging in fresh seafood from local eateries, there's something for everyone.For those looking for a more budget-friendly option, November is an excellent time to consider a holiday rental in Leland. The town transforms into a peaceful retreat, allowing you to enjoy the serene beauty of the area without the summer crowds. You can take leisurely strolls along the waterfront or explore nearby trails, all while soaking in the tranquil atmosphere.Ultimately, the best time to visit Leland hinges on your preferences—whether you thrive on the lively summer scene or seek the calm and charm of the off-peak season.
What are the top attractions in Leland?
In Leland, Michigan, visitors can experience firsthand the charm of this picturesque village located along the scenic shores of Lake Michigan. One of the top attractions is the historic Fishtown, a quaint fishing village that features preserved buildings, charming shops, and local eateries. Here, you can enjoy the vibrant setting while sampling fresh fish and browsing artisanal products.Another highlight is the Leland River, which offers opportunities for kayaking and canoeing amidst stunning natural beauty. Just a short drive away, the Sleeping Bear Dunes National Lakeshore provides breathtaking views and hiking trails that showcase the area's picturesque landscapes.For those interested in local history, the Leland Historical Society Museum presents exhibits that delve into the region's maritime heritage. Additionally, nearby wineries in the Leelanau Peninsula offer wine-tasting experiences, making it a great spot for wine enthusiasts.
Are all fees included in the Leland holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Leland holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Leland with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details 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.
Are there any discounts for Leland holiday homes?
You can find great discounts on holiday homes in Leland on Bookabach, 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.
Can I change or cancel my Leland holiday home booking on Bookabach?
To find Leland holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Leland?
A long-stay holiday home in Leland is the best way to experience local living. Plus, you can make the most of long-stay discounts. 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.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a Leland holiday home?
Book your Leland holiday home 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Leland?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Leland to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers 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, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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