Book Holiday Homes in Winona

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Featured Holiday Homes in Winona

Stay in this beautiful country home!

Stay in this beautiful country home!

Whitehouse
Located in Whitehouse, this vacation home is in a rural location, a 5-minute drive from Lake Tyler and 9 minutes from University of Texas at Tyler.
Stay in this beautiful country home!
Cozy 2 bedroom 2 bath duplex near UT Tyler!

Cozy 2 bedroom 2 bath duplex near UT Tyler!

Tyler
The price is AU$344 per night from 13 Apr to 14 Apr
AU$344
includes taxes & fees
13 Apr - 14 Apr
Located in Tyler, this vacation home is on a lake, within a 5-minute drive of University of Texas at Tyler and Summers Tennis Center.
Cozy 2 bedroom 2 bath duplex near UT Tyler!
THE FAIRWAY: Modern 3BR with beautiful golf course views and convenient location

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

Longview
With a stay at this vacation home in Longview, you'll be within a 15-minute walk of Paul Boorman Trail Park and Stragent Dog Park.
THE FAIRWAY: Modern 3BR with beautiful golf course views and convenient location
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'The Pink Azalea' - Tyler Home w/ Yard + Patio!

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

Tyler
Located in Tyler, this vacation home is within a 5-minute drive of Children’s Park of Tyler and UT Health Tyler.
'The Pink Azalea' - Tyler Home w/ Yard + Patio!
Spacious 1-Bedroom Guesthouse in the Woods

Spacious 1-Bedroom Guesthouse in the Woods

Flint
The price is AU$205 per night from 6 Apr to 7 Apr
AU$205
includes taxes & fees
6 Apr - 7 Apr
Located in Flint, this vacation home is a 4-minute drive from Bouncin Off The Wallz and 8 minutes from The Village at Cumberland Park.
Spacious 1-Bedroom Guesthouse in the Woods
WATER AND GOLF COURSE VIEWS! HOT TUB! GAME ROOM! OUTDOOR DINING!

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

Holly Lake Ranch
Located in Hawkins, this vacation home is on the waterfront, a 1-minute drive from Holly Lake Ranch Golf Club and 7 minutes from Bent Willow Lake.
WATER AND GOLF COURSE VIEWS! HOT TUB! GAME ROOM! OUTDOOR DINING!
Welcome Home!

Welcome Home!

Tyler
The price is AU$672 per night from 6 Apr to 7 Apr
AU$672
includes taxes & fees
6 Apr - 7 Apr
With a stay at this vacation home in Tyler, you'll be within a 5-minute drive of Tyler Junior College and Children’s Park of Tyler.
Welcome Home!
Restfull Bungalow by Azalea District

Restfull Bungalow by Azalea District

Tyler
The price is AU$605 per night from 28 Apr to 29 Apr
AU$605
includes taxes & fees
28 Apr - 29 Apr
With a stay at this vacation home in Tyler, you'll be within a 15-minute walk of Children’s Park of Tyler and McClendon House.
Restfull Bungalow by Azalea District
Cozy tiny home in the pines - 20 minutes from Canton and Lake Fork!

Cozy tiny home in the pines - 20 minutes from Canton and Lake Fork!

Mineola
The price is AU$266 per night from 6 Apr to 7 Apr
AU$266
includes taxes & fees
6 Apr - 7 Apr
Located in Mineola, this vacation home is a 4-minute drive from Old Sabine Bottom Wildlife Management Area and 7 minutes from Mineola Historical Museum.
Cozy tiny home in the pines - 20 minutes from Canton and Lake Fork!
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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 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
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 trending hotels in Winona

Days Inn & Suites by Wyndham Tyler

Days Inn & Suites by Wyndham Tyler

2.5 out of 5
3130 Troup Hwy, Tyler, TX
Fully refundableReserve now, pay when you stay
The price is AU$125 per night from 20 Apr to 21 Apr
AU$125
includes taxes & fees
20 Apr - 21 Apr
A stay at Days Inn & Suites by Wyndham Tyler places you in the heart of Tyler, within a 5-minute drive of Kiepersol Estates Winery and Rose Rudman Park.
Days Inn & Suites by Wyndham Tyler
Residence Inn by Marriott Tyler

Residence Inn by Marriott Tyler

3 out of 5
350 West Heritage Drive, Tyler, TX
Fully refundableReserve now, pay when you stay
The price is AU$196 per night from 27 Apr to 28 Apr
AU$196
includes taxes & fees
27 Apr - 28 Apr
With a stay at Residence Inn by Marriott Tyler in Tyler, you'll be within a 5-minute drive of CHRISTUS Mother Frances Hospital - South Tyler and The Village ...
Residence Inn by Marriott Tyler
Courtyard by Marriott Tyler

Courtyard by Marriott Tyler

3 out of 5
7424 S Broadway Ave, Tyler, TX
Fully refundableReserve now, pay when you stay
The price is AU$188 per night from 20 Apr to 21 Apr
AU$188
includes taxes & fees
20 Apr - 21 Apr
A stay at Courtyard by Marriott Tyler places you in the heart of Tyler, within a 5-minute drive of CHRISTUS Mother Frances Hospital - South Tyler and The Village ...
Courtyard by Marriott Tyler
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12 Oaks Hotel

12 Oaks Hotel

2.5 out of 5
3100 W Northwest Loop 323, Tyler, TX
The price is AU$124 per night from 16 Apr to 17 Apr
AU$124
includes taxes & fees
16 Apr - 17 Apr
When you stay at 12 Oaks Hotel in Tyler, you'll be near the airport, within a 5-minute drive of Caldwell Zoo and Texas College.
12 Oaks Hotel
Don't see what you're looking for?
See all available properties in Winona
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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.