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$343 per night from 25 May to 26 May
AU$343
includes taxes & fees
25 May - 26 May
With a stay at this vacation home in Tyler, you'll be 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
With a stay at this vacation home in Tyler, you'll be within a 10-minute drive of University of Texas at Tyler and Children’s Park of 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$203 per night from 28 Apr to 29 Apr
AU$203
includes taxes & fees
28 Apr - 29 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$660 per night from 25 May to 26 May
AU$660
includes taxes & fees
25 May - 26 May
With a stay at this vacation home in Tyler, you'll be within a 10-minute drive of University of Texas at Tyler and Tyler Junior College.
Welcome Home!
Restfull Bungalow by Azalea District

Restfull Bungalow by Azalea District

Tyler
The price is AU$594 per night from 28 Apr to 29 Apr
AU$594
includes taxes & fees
28 Apr - 29 Apr
With a stay at this vacation home in Tyler, you'll be within a 10-minute drive of University of Texas at 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$263 per night from 7 May to 8 May
AU$263
includes taxes & fees
7 May - 8 May
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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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.

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$132
Highest Price
AU$660
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

Holiday Inn Express Suites South - Tyler by IHG

Holiday Inn Express Suites South - Tyler by IHG

2.5 out of 5
2421 E. S.E. Loop 323, Tyler, TX
Fully refundable
The price is AU$152 per night from 25 May to 26 May
AU$152
includes taxes & fees
25 May - 26 May
With a stay at Holiday Inn Express Suites South - Tyler by IHG, you'll be centrally located in Tyler, within a 5-minute drive of University of Texas at Tyler ...
Holiday Inn Express Suites South - Tyler by IHG
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$132 per night from 11 May to 12 May
AU$132
includes taxes & fees
11 May - 12 May
With a stay at Days Inn & Suites by Wyndham Tyler, you'll be centrally located in Tyler, within a 5-minute drive of University of Texas at Tyler and Kiepersol ...
Days Inn & Suites by Wyndham 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$167 per night from 11 May to 12 May
AU$167
includes taxes & fees
11 May - 12 May
With a stay at Courtyard by Marriott Tyler, you'll be centrally located in Tyler, within a 10-minute drive of University of Texas at Tyler and CHRISTUS Mother ...
Courtyard by Marriott Tyler
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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$183 per night from 25 May to 26 May
AU$183
includes taxes & fees
25 May - 26 May
With a stay at Residence Inn by Marriott Tyler in Tyler, you'll be within a 10-minute drive of University of Texas at Tyler and CHRISTUS Mother Frances Hospital ...
Residence Inn by Marriott Tyler
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.