Default HTG hotel image

Search Vacation Homes in Winona

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Winona vacation homes

Coffee/tea maker, fridge, microwave, oven

1. Relaxing Country Stay with Events Welcome!

Relaxing Country Stay with Events Welcome!
Winona
10.0 out of 10, Exceptional, (28 reviews)
"Everything about this property is excellent; great hosts, beautiful property, super clean, everything you need to feel at home."
United States
Susan C.
The price is AED 307
AED 594 total
includes taxes & fees
21 Sep - 22 Sep
Relaxing Country Stay with Events Welcome!
Interior

2. The Texas Roost - 1-bedroom country guest house 7.4 miles to Kilgore College.

The Texas Roost - 1-bedroom country guest house 7.4 miles to Kilgore College.
Kilgore
10.0 out of 10, Exceptional, (10 reviews)
"My friend & I will definitely stay here again."
United States
Pegeen H.
The price is AED 470
AED 738 total
includes taxes & fees
20 Oct - 21 Oct
The Texas Roost - 1-bedroom country guest house 7.4 miles to Kilgore College.
2 bedrooms, iron/ironing board, WiFi (free), bed sheets

3. 2 Blocks from Hospitals - Cozy 2BR - Near Downtown

2 Blocks from Hospitals - Cozy 2BR - Near Downtown
Tyler
The price is AED 298
AED 789 total
includes taxes & fees
20 Sep - 21 Sep
2 Blocks from Hospitals - Cozy 2BR - Near Downtown
Smart TV, fireplace

4. Cozy 2 bedroom 2 bath duplex near UT Tyler!

Cozy 2 bedroom 2 bath duplex near UT Tyler!
Tyler
9.6 out of 10, Exceptional, (55 reviews)
"This house was amazing everything was nice we will definitely be staying again"
United States
Monica M.
The price is AED 415
AED 805 total
includes taxes & fees
18 Oct - 19 Oct
Cozy 2 bedroom 2 bath duplex near UT Tyler!
Smart TV

5. The Carriage House, The Carriage House at Jeter Farmhouse

The Carriage House, The Carriage House at Jeter Farmhouse
Gladewater
9.8 out of 10, Exceptional, (18 reviews)
"This was our second stay and again it was wonderful."
United States
Bree W.
The price is AED 440
AED 571 total
includes taxes & fees
20 Oct - 21 Oct
The Carriage House, The Carriage House at Jeter Farmhouse
Smart TV, fireplace, computer monitors

6. Charming 2-bedroom 2 bath duplex in the heart of Tyler!

Charming 2-bedroom 2 bath duplex in the heart of Tyler!
Tyler
10.0 out of 10, Exceptional, (13 reviews)
"We’ve stayed with this host several times and it’s always a great experience!"
United States
Lauren C.
The price is AED 397
AED 801 total
includes taxes & fees
28 Sep - 29 Sep
Charming 2-bedroom 2 bath duplex in the heart of Tyler!
TV

7. Bright Cali-King, Fast Wifi & Private Patio

Bright Cali-King, Fast Wifi & Private Patio
Tyler
9.6 out of 10, Exceptional, (4 reviews)
"Very comfortable property. Easy access very clean. Will definitely stay again! "
United States
John C.
The price is AED 294
AED 638 total
includes taxes & fees
21 Sep - 22 Sep
Bright Cali-King, Fast Wifi & Private Patio
Smart TV

8. Studio in the Heart of Tyler

Studio in the Heart of Tyler
Tyler
9.4 out of 10, Exceptional, (6 reviews)
"Great little place and a quiet little neighborhood. Very close to all the great restaurants."
United States
Bethany B.
The price is AED 337
AED 740 total
includes taxes & fees
20 Sep - 21 Sep
Studio in the Heart of Tyler
Coffee/tea maker, fridge, microwave, oven

9. 3-bedroom house with WiFi and AC in Lindale close to downtown and I-20

3-bedroom house with WiFi and AC in Lindale close to downtown and I-20
Lindale
9.6 out of 10, Exceptional, (17 reviews)
"Great location and pet friendly"
United States
Janna P.
The price is AED 492
AED 739 total
includes taxes & fees
20 Oct - 21 Oct
3-bedroom house with WiFi and AC in Lindale close to downtown and I-20
Coffee/tea maker, microwave, oven, stovetop

10. 1921 Craftsman Bungalow · Charnwood Historic District

1921 Craftsman Bungalow · Charnwood Historic District
Tyler
10.0 out of 10, Exceptional, (10 reviews)
"We were so lucky to have picked Sweet Claire for our extended stay. The host was always available for questions. The home was very well equipped for all our needs. We loved our time at Sweet Claire but are really glad to be back in our remodeled home. I would highly recommend Sweet Claire for your stay however short or extended."
United States
Diana D.
The price is AED 453
AED 1,200 total
includes taxes & fees
21 Sep - 22 Sep
1921 Craftsman Bungalow · Charnwood Historic District
Coffee/tea maker, fridge, microwave, stovetop

11. 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
9.4 out of 10, Exceptional, (33 reviews)
"This was the cutest cabin! The inside was so clean and nicely decorated. The host was friendly and communicated the whole time. The gorgeous scenery was an added bonus!"
United States
Jessica B.
The price is AED 312
AED 643 total
includes taxes & fees
27 Sep - 28 Sep
Cozy tiny home in the pines - 20 minutes from Canton and Lake Fork!
3 bedrooms, WiFi (free), bed sheets

12. 3-bedroom house in Tyler with Hot tub and king bed

3-bedroom house in Tyler with Hot tub and king bed
Tyler
10.0 out of 10, Exceptional, (1 review)
"Quiet neighborhood and lots of space. Enjoyed sitting on multiple patios and love the treeline with lots of birds. The house was clean and nice updates to an older house with great character. We would definitely stay again."
United States
Tori G.
The price is AED 321
AED 1,304 total
includes taxes & fees
21 Sep - 22 Sep
3-bedroom house in Tyler with Hot tub and king bed
Coffee/tea maker, fridge, microwave, oven

13. STAY TYLER @ Vine- near shops- Fast Wifi

STAY TYLER @ Vine- near shops- Fast Wifi
Tyler
10.0 out of 10, Exceptional, (75 reviews)
"The place was clean, well stocked and the hosts were easy to work with."
United States
Erick D.
The price is AED 506
AED 1,125 total
includes taxes & fees
20 Sep - 21 Sep
STAY TYLER @ Vine- near shops- Fast Wifi
Smart TV, fireplace

14. Remodeled Tyler Gem • 3BR/1.5BA • Close to Hospitals, Universities, and dining.

Remodeled Tyler Gem • 3BR/1.5BA • Close to Hospitals, Universities, and dining.
Tyler
10.0 out of 10, Exceptional, (3 reviews)
"The host was very welcoming and the house was in a location convenient to all our needs. "
United States
Martin G.
The price is AED 496
AED 1,223 total
includes taxes & fees
12 Oct - 13 Oct
Remodeled Tyler Gem • 3BR/1.5BA • Close to Hospitals, Universities, and dining.
Coffee/tea maker, fridge, microwave, oven

15. STAY TYLER @Alamo Lux Livin up to 11-Fast wifi

STAY TYLER @Alamo Lux Livin up to 11-Fast wifi
Tyler
10.0 out of 10, Exceptional, (87 reviews)
"We went to Tyler with friends for the Texas Red Dirt Music & BBQ festival. The house was just as advertised and perfect for our stay."
United States
Bradley M.
STAY TYLER @Alamo Lux Livin up to 11-Fast wifi
Coffee/tea maker, fridge, microwave, oven

16. Quiet house in the country - 20 minutes from Canton and Lake Fork!

Quiet house in the country - 20 minutes from Canton and Lake Fork!
Mineola
10.0 out of 10, Exceptional, (30 reviews)
"Your property was such a fantastic little place to stay!"
United States
Amy N.
The price is AED 437
AED 892 total
includes taxes & fees
20 Sep - 21 Sep
Quiet house in the country - 20 minutes from Canton and Lake Fork!
Living area

17. Welcome Home!

Welcome Home!
Tyler
8.6 out of 10, Excellent, (22 reviews)
"I had a group of my college students from out of town stay for the weekend and it was exactly what we needed and more!"
United States
Uriah J.
The price is AED 643
AED 1,483 total
includes taxes & fees
20 Oct - 21 Oct
Welcome Home!
Microwave, oven

18. The Skelly Hideout

The Skelly Hideout
Kilgore
10.0 out of 10, Exceptional, (8 reviews)
"Very clean, quiet, stylish, comfortable, had everything we needed. Will definitely stay here again."
United States
Anonymous traveler
The Skelly Hideout
Lobby

19. The Leonidas Suite at historic Jeter Farmhouse

The Leonidas Suite at historic Jeter Farmhouse
Gladewater
The Leonidas Suite at historic Jeter Farmhouse
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winona Hotel Reviews

Sleep Inn & Suites Tyler South

Sleep Inn & Suites Tyler South

10/10 Excellent
"The room was spotless, the front desk top-notch & they had a very good breakfast. Would definitely recommend this hotel for everyone."
Susan 1-night trip
Posted 17 hours ago
Sleep Inn & Suites Tyler South