Book Holiday Homes in Winona

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Featured Holiday Homes in Winona

Modern 'Tyler Tudor' Home w/ Reading Room & Deck!

Modern 'Tyler Tudor' Home w/ Reading Room & Deck!

Tyler
With a stay at this vacation home in Tyler, you'll be within a 10-minute walk of Liberty Hall and Children’s Park of Tyler.
Modern 'Tyler Tudor' Home w/ Reading Room & Deck!
STAY TYLER @ parklen- 2 mins away from hospitals

STAY TYLER @ parklen- 2 mins away from hospitals

Tyler
The price is AU$462 per night from 5 Jan to 6 Jan
AU$462
includes taxes & fees
5 Jan - 6 Jan 2025
With a stay at this vacation home in Tyler, you'll be a 1-minute walk from Tyler Junior College and 11 minutes by foot from Center for Earth and Space Science ...
STAY TYLER @ parklen- 2 mins away from hospitals
Cozy 2 bedroom 2 bath duplex near UT Tyler!

Cozy 2 bedroom 2 bath duplex near UT Tyler!

Tyler
Located in Tyler, this vacation home is on a lake, within a 5-minute drive of University of Texas at Tyler and Tyler Junior College.
Cozy 2 bedroom 2 bath duplex near UT Tyler!
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Beautifully updated 3bedroom 2 bath home with a large glassed in sunroom.

Beautifully updated 3bedroom 2 bath home with a large glassed in sunroom.

Tyler
Located in Tyler, this vacation home is within a 5-minute drive of Rose Rudman Park and Kiepersol Estates Winery.
Beautifully updated 3bedroom 2 bath home with a large glassed in sunroom.
Cozy & Clean 4BR/2BA in South Tyler

Cozy & Clean 4BR/2BA in South Tyler

Tyler
Located in Tyler, this vacation home is a 4-minute drive from Faulkner Park and 6 minutes from CHRISTUS Mother Frances Hospital - South Tyler.
Cozy & Clean 4BR/2BA in South Tyler
Spacious home near medical / college

Spacious home near medical / college

Tyler
With a stay at this vacation home in Tyler, you'll be within a 5-minute drive of Kiepersol Estates Winery and Rose Rudman Park.
Spacious home near medical / college
Glamorous Pink Rose of Tyler!

Glamorous Pink Rose of Tyler!

2 out of 5
Tyler
The price is AU$564 per night from 5 Jan to 6 Jan
AU$564
includes taxes & fees
5 Jan - 6 Jan 2025
With a stay at this vacation home in Tyler, you'll be within a 5-minute drive of Rose Rudman Park and CHRISTUS Mother Frances Hospital - South Tyler.
Glamorous Pink Rose of Tyler!
STAY TYLER @ NEWMO (ALAMO 2)⭐️🌟

STAY TYLER @ NEWMO (ALAMO 2)⭐️🌟

Tyler
The price is AU$504 per night from 5 Jan to 6 Jan
AU$504
includes taxes & fees
5 Jan - 6 Jan 2025
Located in Tyler, this vacation home is in a rural location, within a 5-minute drive of McClendon House and Brookshire's World of Wildlife Museum and Country ...
STAY TYLER @ NEWMO (ALAMO 2)⭐️🌟
Heated Pool 4 King Suites Swim-Up Bar & Game Room!

Heated Pool 4 King Suites Swim-Up Bar & Game Room!

Holly Lake Ranch
Located in Hawkins, this vacation home is on a lake, a 4-minute drive from Wood Land Village and 5 minutes from Holly Lake Ranch Golf Club.
Heated Pool 4 King Suites Swim-Up Bar & Game Room!
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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
191 Holiday Homes
Lowest Price
AU$124
Highest Price
AU$564
Popular accommodation
Modern 'Tyler Tudor' Home w/ Reading Room & Deck!, STAY TYLER @ parklen- 2 mins away from hospitals, Cozy 2 bedroom 2 bath duplex near UT Tyler!, Beautifully updated 3bedroom 2 bath home with a large glassed in sunroom., Cozy & Clean 4BR/2BA in South Tyler, Spacious home near medical / college, Glamorous Pink Rose of Tyler!, STAY TYLER @ NEWMO (ALAMO 2)⭐️🌟, Heated Pool 4 King Suites Swim-Up Bar & Game Room!

Top trending hotels in Winona

La Quinta Inn & Suites by Wyndham Tyler South

La Quinta Inn & Suites by Wyndham Tyler South

3 out of 5
6702 S Broadway Ave, Tyler, TX
Fully refundableReserve now, pay when you stay
The price is AU$162 per night from 29 Dec to 30 Dec
AU$162
includes taxes & fees
29 Dec - 30 Dec
A stay at La Quinta Inn & Suites by Wyndham Tyler South places you in the heart of Tyler, within a 5-minute drive of CHRISTUS Mother Frances Hospital - South ...
La Quinta Inn & Suites by Wyndham Tyler South
Hilton Garden Inn Tyler

Hilton Garden Inn Tyler

3 out of 5
220 East Grande, Tyler, TX
Fully refundableReserve now, pay when you stay
The price is AU$180 per night from 30 Dec to 31 Dec
AU$180
includes taxes & fees
30 Dec - 31 Dec
A stay at Hilton Garden Inn Tyler places you in the heart of Tyler, within a 5-minute drive of Rose Rudman Park and CHRISTUS Mother Frances Hospital - South ...
Hilton Garden Inn Tyler
Homewood Suites by Hilton Tyler

Homewood Suites by Hilton Tyler

3 out of 5
3104 Golden Road, Tyler, TX
Fully refundableReserve now, pay when you stay
The price is AU$197 per night from 29 Dec to 30 Dec
AU$197
includes taxes & fees
29 Dec - 30 Dec
When you stay at Homewood Suites by Hilton Tyler in Tyler, you'll be near the airport, within a 5-minute drive of Kiepersol Estates Winery and Rose Rudman ...
Homewood Suites by Hilton 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 5 Jan to 6 Jan
AU$124
includes taxes & fees
5 Jan - 6 Jan 2025
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
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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.