Book Holiday Homes in Leland

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Featured Holiday Homes in Leland

Your Hilltop Hideaway ~ Newly-Remodeled!

Your Hilltop Hideaway ~ Newly-Remodeled!

Traverse City
When you stay at this vacation home in Traverse City, you'll be near the beach, within a 10-minute drive of Lake Michigan and Front Street.
Your Hilltop Hideaway ~ Newly-Remodeled!
Cozy waterfront sunset cottage on Herendeene Lake in Lake Ann, Dock, Dog ok

Cozy waterfront sunset cottage on Herendeene Lake in Lake Ann, Dock, Dog ok

2 out of 5
Lake Ann
With a stay at this vacation home in Lake Ann, you'll be on the waterfront, within a 15-minute drive of Sleeping Bear Dunes National Lakeshore and Herendeene ...
Cozy waterfront sunset cottage on Herendeene Lake in Lake Ann, Dock, Dog ok
 Beautiful Victorian Home Close to beaches-Close To Downtown/Shops/Restaurants

Beautiful Victorian Home Close to beaches-Close To Downtown/Shops/Restaurants

Traverse City
A stay at this vacation home places you in the heart of Traverse City, within a 15-minute walk of Lake Michigan and Front Street.
Beautiful Victorian Home Close to beaches-Close To Downtown/Shops/Restaurants
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Walking distance to downtown Elk Rapids, Elk Lake and dining

Walking distance to downtown Elk Rapids, Elk Lake and dining

Elk Rapids
With a stay at this vacation home, you'll be centrally located in Elk Rapids, a 2-minute drive from Lake Michigan and 13 minutes from Torch Lake.
Walking distance to downtown Elk Rapids, Elk Lake and dining
Unwind in Traverse City: Your Private Wooded Sanctuary!

Unwind in Traverse City: Your Private Wooded Sanctuary!

Traverse City
With a stay at this vacation home in Traverse City, you'll be a 3-minute walk from Shorter Lake and 14 minutes by foot from Cedar Run Creek Natural Area.
Unwind in Traverse City: Your Private Wooded Sanctuary!
Direct waterfront on Grand Traverse Bay , firepit, grill, large yard, pet ok

Direct waterfront on Grand Traverse Bay , firepit, grill, large yard, pet ok

Northport
When you stay at this vacation home in Northport, you'll be on the waterfront, just steps from Lake Michigan and a 2-minute drive from Willowbrook Mill.
Direct waterfront on Grand Traverse Bay , firepit, grill, large yard, pet ok
Charming Turn-of-the-Century Victorian - Downtown Traverse

Charming Turn-of-the-Century Victorian - Downtown Traverse

Traverse City
With a stay at this vacation home in Traverse City, you'll be within a 5-minute drive of Lake Michigan and Front Street.
Charming Turn-of-the-Century Victorian - Downtown Traverse
Picturesque Home in Maple City w/ a Large yard, Great views, near Lakes & Trails

Picturesque Home in Maple City w/ a Large yard, Great views, near Lakes & Trails

Maple City
Located in Maple City, this vacation home is within a 15-minute drive of Sleeping Bear Dunes National Lakeshore and Lake Michigan.
Picturesque Home in Maple City w/ a Large yard, Great views, near Lakes & Trails
6-21-25 open! FALL-WINTER 2025~Spring-Summer 2026, don’t miss out, Book Today! 😄

6-21-25 open! FALL-WINTER 2025~Spring-Summer 2026, don’t miss out, Book Today! 😄

Maple City
When you stay at this vacation home in Maple City, you'll be by the sea, a 3-minute drive from Sleeping Bear Dunes National Lakeshore and 9 minutes from Lake ...
6-21-25 open! FALL-WINTER 2025~Spring-Summer 2026, don’t miss out, Book Today! 😄
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Leland Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Leland vacation homes are the perfect way for you to wing it.

Holiday houses in Leland let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Leland in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Leland adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Leland with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Leland vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Leland Holiday Homes essential information

Accommodation
743 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Your Hilltop Hideaway ~ Newly-Remodeled! , Cozy waterfront sunset cottage on Herendeene Lake in Lake Ann, Dock, Dog ok, Beautiful Victorian Home Close to beaches-Close To Downtown/Shops/Restaurants, Walking distance to downtown Elk Rapids, Elk Lake and dining, Unwind in Traverse City: Your Private Wooded Sanctuary!, Direct waterfront on Grand Traverse Bay , firepit, grill, large yard, pet ok, Charming Turn-of-the-Century Victorian - Downtown Traverse, Picturesque Home in Maple City w/ a Large yard, Great views, near Lakes & Trails, 6-21-25 open! FALL-WINTER 2025~Spring-Summer 2026, don’t miss out, Book Today! 😄

Top trending hotels in Leland

Leland Lodge

Leland Lodge

2.5 out of 5
565 E. Pearl St, Leland, MI
When you stay at Leland Lodge in Leland, you'll be next to a golf course, within a 15-minute drive of Lake Michigan and Sleeping Bear Dunes National ...
Leland Lodge
Whaleback Inn

Whaleback Inn

2.5 out of 5
1757 N Manitou Trail, Leland, MI
Located in Leland, Whaleback Inn is on a lake, within a 5-minute drive of Van's Beach and Historic Fishtown.
Whaleback Inn
Historic Fishtown Shanty-Renovated and Remodeled

Historic Fishtown Shanty-Renovated and Remodeled

Leland
When you stay at this cottage in Leland, you'll be on the waterfront, within a 15-minute drive of Lake Michigan and Sleeping Bear Dunes National Lakeshore.
Historic Fishtown Shanty-Renovated and Remodeled
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Delamar Traverse City

Delamar Traverse City

4 out of 5
615 E Front Street, Traverse City, MI
When you stay at Delamar Traverse City in Traverse City, you'll be on the waterfront, just steps from Front Street and 3 minutes by foot from Clinch Park ...
Delamar Traverse City
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.