Book Holiday Homes in Winona
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Featured Holiday Homes in Winona

Stay in this beautiful country home!

Cozy 2 bedroom 2 bath duplex near UT Tyler!

THE FAIRWAY: Modern 3BR with beautiful golf course views and convenient location

'The Pink Azalea' - Tyler Home w/ Yard + Patio!

Spacious 1-Bedroom Guesthouse in the Woods

WATER AND GOLF COURSE VIEWS! HOT TUB! GAME ROOM! OUTDOOR DINING!

Welcome Home!

Restfull Bungalow by Azalea District

Cozy tiny home in the pines - 20 minutes from Canton and Lake Fork!
Winona 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 vacation homes are the perfect way for you to wing it.
Holiday houses in Winona 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 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 adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Winona 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 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 Holiday Homes essential information
Accommodation | 235 Holiday Homes |
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Lowest Price | AU$124 |
Highest Price | AU$672 |
Popular accommodation | Stay in this beautiful country home!, Cozy 2 bedroom 2 bath duplex near UT Tyler!, THE FAIRWAY: Modern 3BR with beautiful golf course views and convenient location, 'The Pink Azalea' - Tyler Home w/ Yard + Patio!, Spacious 1-Bedroom Guesthouse in the Woods, WATER AND GOLF COURSE VIEWS! HOT TUB! GAME ROOM! OUTDOOR DINING!, Welcome Home!, Restfull Bungalow by Azalea District , Cozy tiny home in the pines - 20 minutes from Canton and Lake Fork! |
Top Locations for Holiday Homes in Winona
More accommodations in Winona
Top trending hotels in Winona

Days Inn & Suites by Wyndham Tyler

Residence Inn by Marriott Tyler

Courtyard by Marriott Tyler

12 Oaks Hotel
More ways to explore Winona
Top picks
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^Subject to availability and chosen travel dates.