Book Holiday Homes in Winona Lake

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Winona Lake

Lakefront Syracuse Home w/ Deck & Private Dock!

Lakefront Syracuse Home w/ Deck & Private Dock!

Syracuse
With a stay at this vacation home in Syracuse, you'll be steps from Syracuse Lake and a 2-minute drive from Creative Fish Art Gallery & ArtZie Workshop.
Lakefront Syracuse Home w/ Deck & Private Dock!
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

Milford
The price is AU$614 per night from 3 Feb to 4 Feb
AU$614
includes taxes & fees
3 Feb - 4 Feb
Located in Milford, this vacation home is a 3-minute drive from Lake Waubee and 10 minutes from Sunny Side Park.
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
Lake Wawasee waterfront home overlooking Johnson's Bay. New Renovations for 2024

Lake Wawasee waterfront home overlooking Johnson's Bay. New Renovations for 2024

Syracuse
With a stay at this vacation home in Syracuse, you'll be on the waterfront, just steps from Lake Wawasee and a 5-minute drive from Wawasee Golf Club.
Lake Wawasee waterfront home overlooking Johnson's Bay. New Renovations for 2024
Save an average of 15% on thousands of hotels when you're signed in
Lake Wawasee/HOT TUB/GAME ROOM/PONTOON RENTAL

Lake Wawasee/HOT TUB/GAME ROOM/PONTOON RENTAL

Cromwell
Located in Cromwell, this vacation home is on the waterfront, a 1-minute drive from Lake Wawasee and 6 minutes from Wawasee Golf Club.
Lake Wawasee/HOT TUB/GAME ROOM/PONTOON RENTAL
Beautiful Lake Home in a quiet relaxing setting.  Access to paddle boats.

Beautiful Lake Home in a quiet relaxing setting. Access to paddle boats.

Warsaw
Located in Warsaw, this vacation home is on a lake, a 1-minute drive from Crystal Lake and 8 minutes from Hoffman Lake.
Beautiful Lake Home in a quiet relaxing setting. Access to paddle boats.
“Stay Anchored” Lake Tippecanoe channel front with pier and great lake views

“Stay Anchored” Lake Tippecanoe channel front with pier and great lake views

Leesburg
Located in Leesburg, this vacation home is on the waterfront, a 1-minute drive from Tippecanoe Lake and 6 minutes from Chapman Lakes.
“Stay Anchored” Lake Tippecanoe channel front with pier and great lake views
Tranquil lakeside retreat

Tranquil lakeside retreat

Syracuse
Located in Syracuse, this vacation home is on a lake, a 3-minute drive from Lake Wawasee and 8 minutes from South Shore Golf Club.
Tranquil lakeside retreat
Lake Wawasee Escape: private pool, hot tub, pier, kayaks & paddleboat!!!

Lake Wawasee Escape: private pool, hot tub, pier, kayaks & paddleboat!!!

Syracuse
Located in Syracuse, this vacation home is on the waterfront, a 1-minute drive from Lake Wawasee and 7 minutes from Wawasee Golf Club.
Lake Wawasee Escape: private pool, hot tub, pier, kayaks & paddleboat!!!
Irish Lakefront home. Pets, dock, fishing, kayaks.

Irish Lakefront home. Pets, dock, fishing, kayaks.

2 out of 5
Leesburg
Located in Warsaw, this vacation home is on the waterfront, a 3-minute drive from Tippecanoe Lake and 5 minutes from Big Barbee Lake.
Irish Lakefront home. Pets, dock, fishing, kayaks.
Don't see what you're looking for?
See all available properties in Winona Lake
View all properties
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.

Winona Lake 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 Winona Lake vacation homes are the perfect way for you to wing it.

Holiday houses in Winona Lake 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 Winona Lake 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 Winona Lake adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Winona Lake 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 Winona Lake 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.

Winona Lake Holiday Homes essential information

Accommodation
65 Holiday Homes
Lowest Price
AU$98
Highest Price
AU$614
Popular accommodation
Lakefront Syracuse Home w/ Deck & Private Dock!, Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!, Lake Wawasee waterfront home overlooking Johnson's Bay. New Renovations for 2024, Lake Wawasee/HOT TUB/GAME ROOM/PONTOON RENTAL , Beautiful Lake Home in a quiet relaxing setting. Access to paddle boats. , “Stay Anchored” Lake Tippecanoe channel front with pier and great lake views, Tranquil lakeside retreat , Lake Wawasee Escape: private pool, hot tub, pier, kayaks & paddleboat!!!, Irish Lakefront home. Pets, dock, fishing, kayaks.

Top trending hotels in Winona Lake

Trail Side in the Heart of Winona Lake

Trail Side in the Heart of Winona Lake

Winona Lake
The price is AU$437 per night from 3 Feb to 4 Feb
AU$437
includes taxes & fees
3 Feb - 4 Feb
Located in Winona Lake, this vacation home is on a lake, within a 15-minute walk of Winona Lake and Grace College.
Trail Side in the Heart of Winona Lake
Best Western Plus Warsaw

Best Western Plus Warsaw

2.5 out of 5
3825 Lake City Hwy, Warsaw, IN
Fully refundableReserve now, pay when you stay
The price is AU$126 per night from 9 Feb to 10 Feb
AU$126
includes taxes & fees
9 Feb - 10 Feb
With a stay at Best Western Plus Warsaw in Warsaw, you'll be within a 5-minute drive of Wagon Wheel Theatre and Kosciusko Community Hospital.
Best Western Plus Warsaw
Wyndham Garden Warsaw

Wyndham Garden Warsaw

3 out of 5
2519 E Center St, Warsaw, IN
Fully refundableReserve now, pay when you stay
The price is AU$120 per night from 23 Feb to 24 Feb
AU$120
includes taxes & fees
23 Feb - 24 Feb
When you stay at Wyndham Garden Warsaw in Warsaw, you'll be 24 mi (38.6 km) from Amish Acres.
Wyndham Garden Warsaw
Save an average of 15% on thousands of hotels when you're signed in
Super 8 by Wyndham Columbia City

Super 8 by Wyndham Columbia City

2 out of 5
235 Frontage Road, Columbia City, IN
Fully refundableReserve now, pay when you stay
The price is AU$98 per night from 28 Feb to 1 Mar
AU$98
includes taxes & fees
28 Feb - 1 Mar
When you stay at Super 8 by Wyndham Columbia City in Columbia City, you'll be within a 5-minute drive of Parkview Whitley Hospital.
Super 8 by Wyndham Columbia City
Don't see what you're looking for?
See all available properties in Winona Lake
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.