Book Holiday Homes in Winona Lake

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Featured Holiday Homes in Winona Lake

Woodside Retreat in the Heart of Amish Country

Woodside Retreat in the Heart of Amish Country

Nappanee
The price is AU$304 per night from 22 Sept to 23 Sept
AU$304
22 Sept - 23 Sept
includes taxes & fees
Located in Nappanee, this vacation home is within a 5-minute drive of Derksen Farm & Wetlands and Nappanee Dog Park.
Opens in a new windowWoodside Retreat in the Heart of Amish Country
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$723 per night from 22 Sept to 23 Sept
AU$723
22 Sept - 23 Sept
includes taxes & fees
Located in Milford, this vacation home is a 3-minute drive from Lake Waubee and 10 minutes from Sunny Side Park.
Opens in a new windowHeated Pool, Hot Tub, Game Room - Have fun with the ones you love!
Eagle's View Indiana waterfront home on a premier fishing lake pontoon included!

Eagle's View Indiana waterfront home on a premier fishing lake pontoon included!

Silver Lake
When you stay at this vacation home in Silver Lake, you'll be on the waterfront and 14 minutes by car from Goose Lake.
Opens in a new windowEagle's View Indiana waterfront home on a premier fishing lake pontoon included!
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Pony Creek Cottage

Pony Creek Cottage

North Manchester
The price is AU$416 per night from 21 Sept to 22 Sept
AU$416
21 Sept - 22 Sept
includes taxes & fees
With a stay at this vacation home in North Manchester, you'll be within a 5-minute drive of North Manchester Covered Bridge and Manchester University.
Opens in a new windowPony Creek Cottage
Inviting Lakefront Home with Patio and Dock

Inviting Lakefront Home with Patio and Dock

Syracuse
With a stay at this vacation home in Syracuse, you'll be on the waterfront, just steps from Lake Wawasee and a 4-minute drive from South Shore Golf Club.
Opens in a new windowInviting Lakefront Home with Patio and Dock
Spacious 4-bedroom 3-bathroom lake house on Shriner Lake in Columbia City.

Spacious 4-bedroom 3-bathroom lake house on Shriner Lake in Columbia City.

Columbia City
Located in Columbia City, this vacation home is on a lake, within a 15-minute drive of Chain O' Lakes State Park and Parkview Whitley Hospital.
Opens in a new windowSpacious 4-bedroom 3-bathroom lake house on Shriner Lake in Columbia City.
“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.
Opens in a new window“Stay Anchored” Lake Tippecanoe channel front with pier and great lake views
Spacious FiveStar Lakefront Retreat-4BR/4BA w/HotTub,GameRoom, FirePit, SUP

Spacious FiveStar Lakefront Retreat-4BR/4BA w/HotTub,GameRoom, FirePit, SUP

North Webster
Located in North Webster, this vacation home is on the waterfront, a 1-minute drive from Webster Lake and 8 minutes from Tippecanoe Lake.
Opens in a new windowSpacious FiveStar Lakefront Retreat-4BR/4BA w/HotTub,GameRoom, FirePit, SUP
Lake Wawasee/HOT TUB/GAME ROOM/PONTOON RENTAL

Lake Wawasee/HOT TUB/GAME ROOM/PONTOON RENTAL

Cromwell
Located in Enchanted Hills, this vacation home is on the waterfront, a 1-minute drive from Lake Wawasee and 6 minutes from Wawasee Golf Club.
Opens in a new windowLake Wawasee/HOT TUB/GAME ROOM/PONTOON RENTAL
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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.

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
103 Holiday Homes
Lowest Price
AU$100
Highest Price
AU$723
Popular accommodation
Woodside Retreat in the Heart of Amish Country, Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!, Eagle's View Indiana waterfront home on a premier fishing lake pontoon included!, Pony Creek Cottage, Inviting Lakefront Home with Patio and Dock, Spacious 4-bedroom 3-bathroom lake house on Shriner Lake in Columbia City., “Stay Anchored” Lake Tippecanoe channel front with pier and great lake views, Spacious FiveStar Lakefront Retreat-4BR/4BA w/HotTub,GameRoom, FirePit, SUP, Lake Wawasee/HOT TUB/GAME ROOM/PONTOON RENTAL

Top trending hotels in Winona Lake

Amish Inn

Amish Inn

2 out of 5
1234 W Market St, Nappanee, IN
Fully refundableReserve now, pay when you stay
The price is AU$165 per night from 21 Sept to 22 Sept
AU$165
21 Sept - 22 Sept
includes taxes & fees
Located in Nappanee, Amish Inn is a 1-minute drive from Amish Acres and 6 minutes from McCormick Creek Golf Course.
Opens in a new windowAmish Inn
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$150 per night from 21 Sept to 22 Sept
AU$150
21 Sept - 22 Sept
includes taxes & fees
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.
Opens in a new windowBest 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$100 per night from 19 Oct to 20 Oct
AU$100
19 Oct - 20 Oct
includes taxes & fees
When you stay at Wyndham Garden Warsaw in Warsaw, you'll be 24 mi (38.6 km) from Amish Acres.
Opens in a new windowWyndham Garden Warsaw
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CountrySide Inn

CountrySide Inn

2 out of 5
2004 W Market St, Nappanee, IN
Fully refundableReserve now, pay when you stay
The price is AU$192 per night from 28 Sept to 29 Sept
AU$192
28 Sept - 29 Sept
includes taxes & fees
Located in Nappanee, CountrySide Inn is a 2-minute drive from Coppes Commons and 7 minutes from McCormick Creek Golf Course.
Opens in a new windowCountrySide Inn
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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.