Holiday Homes in Winona

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Winona holiday homes

1. Relaxing Country Stay with Events Welcome!

Relaxing Country Stay with Events Welcome!
Winona
10.0 out of 10, Exceptional, (29 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 €153
includes taxes & fees
9 Dec - 10 Dec
Relaxing Country Stay with Events Welcome!

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, (12 reviews)
"My friend & I will definitely stay here again."
United States
Pegeen H.
The price is €139
includes taxes & fees
22 Nov - 23 Nov
The Texas Roost - 1-bedroom country guest house 7.4 miles to Kilgore College.

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

Cozy 2 bedroom 2 bath duplex near UT Tyler!
Tyler
9.8 out of 10, Exceptional, (56 reviews)
"Loved the stay, we had a lot off fun."
United States
Johannes v.
The price is €179
includes taxes & fees
16 Nov - 17 Nov
Cozy 2 bedroom 2 bath duplex near UT Tyler!

4. 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, (22 reviews)
"This was our second stay and again it was wonderful."
United States
Bree W.
The price is €136
includes taxes & fees
19 Nov - 20 Nov
The Carriage House, The Carriage House at Jeter Farmhouse

5. 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, (16 reviews)
"Victoria was a wonderful host, property was nice and clean and had all the amenities that were stated in the listing. This property is close to all you would need."
United States
Susan Y.
The price is €188
includes taxes & fees
16 Nov - 17 Nov
Charming 2-bedroom 2 bath duplex in the heart of Tyler!

6. Studio in the Heart of Tyler

Studio in the Heart of Tyler
Tyler
9.6 out of 10, Exceptional, (7 reviews)
"Great little place and a quiet little neighborhood. Very close to all the great restaurants."
United States
Bethany B.
Studio in the Heart of Tyler

7. Brand New 2BR/2BA - Less than .5 mile to Hospitals - Near Downtown

Brand New 2BR/2BA - Less than .5 mile to Hospitals - Near Downtown
Tyler
8.0 out of 10, Very good, (1 review)
"This will be an excellent place to stay with time and some trouble shooting as it is a brand new duplex. There are some kinks to iron out that I have shared with the owner and once that is taken care of, people will love this place. Very quiet neighborhood and convenient to any place in Tyler and nearby. Perfect for my wife and I along with our daughter and granddaughter."
United States
Perry H.
The price is €265
includes taxes & fees
1 Dec - 2 Dec
Brand New 2BR/2BA - Less than .5 mile to Hospitals - Near Downtown

8. The Texas Hideaway - 2 Story Cozy 3 Bedroom Home

The Texas Hideaway - 2 Story Cozy 3 Bedroom Home
Tyler
The price is €267
includes taxes & fees
16 Nov - 17 Nov
The Texas Hideaway - 2 Story Cozy 3 Bedroom Home

9. 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 €295
includes taxes & fees
9 Dec - 10 Dec
Remodeled Tyler Gem • 3BR/1.5BA • Close to Hospitals, Universities, and dining.

10. 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)
"Great place to stay!"
United States
Terri N.
The price is €154
includes taxes & fees
16 Nov - 17 Nov
Cozy tiny home in the pines - 20 minutes from Canton and Lake Fork!

11. Victorian Cabin at Seven Acres Campground

Victorian Cabin at Seven Acres Campground
Tyler
The price is €82
includes taxes & fees
9 Dec - 10 Dec
Victorian Cabin at Seven Acres Campground

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

Bright Cali-King, Fast Wifi & Private Patio
Tyler
9.6 out of 10, Exceptional, (5 reviews)
"Very comfortable property. Easy access very clean. Will definitely stay again! "
United States
John C.
The price is €185
includes taxes & fees
16 Nov - 17 Nov
Bright Cali-King, Fast Wifi & Private Patio

13. 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, (19 reviews)
"Great location and pet friendly"
United States
Janna P.
The price is €171
includes taxes & fees
7 Dec - 8 Dec
3-bedroom house with WiFi and AC in Lindale close to downtown and I-20

14. Newly Remodeled 3BR Home in TylerModern and comfort. Cozy and comfortable.

Newly Remodeled 3BR Home in TylerModern and comfort. Cozy and comfortable.
Tyler
10.0 out of 10, Exceptional, (1 review)
"Loved the house very clean and Host is very communicative!"
United States
Chloe W.
The price is €230
includes taxes & fees
16 Nov - 17 Nov
Newly Remodeled 3BR Home in TylerModern and comfort. Cozy and comfortable.

15. The Anna Bell Suite at historic Jeter Farmhouse

The Anna Bell Suite at historic Jeter Farmhouse
Gladewater
10.0 out of 10, Exceptional, (4 reviews)
"Nice, quaint location. Communication with Kristi and Brad was the best. Quick responses. Would definitely stay here again."
United States
Joanna M.
The price is €222
includes taxes & fees
9 Dec - 10 Dec
The Anna Bell Suite at historic Jeter Farmhouse

16. 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, (2 reviews)
"Had a great time celebrating our anniversary. The house was in a great location."
United States
Gary M.
The price is €305
includes taxes & fees
16 Nov - 17 Nov
3-bedroom house in Tyler with Hot tub and king bed

17. 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, (31 reviews)
"Your property was such a fantastic little place to stay!"
United States
Amy N.
The price is €215
includes taxes & fees
16 Nov - 17 Nov
Quiet house in the country - 20 minutes from Canton and Lake Fork!

18. 1921 Craftsman Bungalow · Charnwood Historic District

1921 Craftsman Bungalow · Charnwood Historic District
Tyler
10.0 out of 10, Exceptional, (10 reviews)
"Great place to stay in Tyler. We will be back!"
United States
Kim O.
The price is €287
includes taxes & fees
16 Nov - 17 Nov
1921 Craftsman Bungalow · Charnwood Historic District

19. The Skelly Hideout

The Skelly Hideout
Kilgore
10.0 out of 10, Exceptional, (10 reviews)
"Very clean, good location, I would definitely stay there again"
United States
Joy Lee W.
The price is €196
includes taxes & fees
9 Dec - 10 Dec
The Skelly Hideout

20. Spacious home near medical / college

Spacious home near medical / college
Tyler
8.6 out of 10, Excellent, (9 reviews)
"The home was very clean and spacious."
United States
Janet S.
The price is €279
includes taxes & fees
16 Nov - 17 Nov
Spacious home near medical / college
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.