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Holiday Homes in Winona

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Winona holiday homes

A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

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 AU$260
includes taxes & fees
25 Oct - 26 Oct
Relaxing Country Stay with Events Welcome!
A modern kitchen with wooden accents, stainless steel appliances, and a dining area with a patterned rug.

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, (11 reviews)
"My friend & I will definitely stay here again."
United States
Pegeen H.
The price is AU$244
includes taxes & fees
2 Nov - 3 Nov
The Texas Roost - 1-bedroom country guest house 7.4 miles to Kilgore College.
A cozy living room with a wooden ceiling, a television, a sofa, a coffee table, and a dining area with chairs and a table.

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

The Carriage House, The Carriage House at Jeter Farmhouse
Gladewater
9.6 out of 10, Exceptional, (20 reviews)
"This was our second stay and again it was wonderful."
United States
Bree W.
The price is AU$227
includes taxes & fees
21 Oct - 22 Oct
The Carriage House, The Carriage House at Jeter Farmhouse
A backyard with a wooden fence, a patio table with chairs, and a large tree.

4. 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
The price is AU$429
includes taxes & fees
21 Oct - 22 Oct
Brand New 2BR/2BA - Less than .5 mile to Hospitals - Near Downtown
A spacious living room with exposed ceilings, a large sofa, a coffee table, and a globe.

5. 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.
The price is AU$293
includes taxes & fees
21 Oct - 22 Oct
Studio in the Heart of Tyler
A spacious living room with a gray sofa, a fireplace, and a ceiling fan.

6. 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)
"The host was very helpful and responsive. The house is located in a safe neighborhood, very close to the university."
United States
Tiffany M.
The price is AU$305
includes taxes & fees
2 Nov - 3 Nov
Cozy 2 bedroom 2 bath duplex near UT Tyler!
A bedroom with a bed, a ceiling fan, a window with blinds, a nightstand, and a dresser.

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

Newly Remodeled 3BR Home in TylerModern and comfort. Cozy and comfortable.
Tyler
The price is AU$398
includes taxes & fees
19 Nov - 20 Nov
Newly Remodeled 3BR Home in TylerModern and comfort. Cozy and comfortable.
A kitchen with wooden cabinets, granite countertops, a black refrigerator, and a window with a view of trees.

8. 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 AU$255
includes taxes & fees
21 Oct - 22 Oct
Cozy tiny home in the pines - 20 minutes from Canton and Lake Fork!
A living room with a green sofa, a fireplace, a dining area with a kitchen in the background.

9. 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, (15 reviews)
"We’ve stayed with this host several times and it’s always a great experience!"
United States
Lauren C.
The price is AU$352
includes taxes & fees
11 Nov - 12 Nov
Charming 2-bedroom 2 bath duplex in the heart of Tyler!
A kitchen with wooden cabinets, a microwave, a refrigerator, a bar stool, and a ceiling fan.

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 AU$449
includes taxes & fees
21 Oct - 22 Oct
1921 Craftsman Bungalow · Charnwood Historic District
A wooden interior with a chandelier, framed pictures, a grandfather clock, and a bench.

11. The Anna Bell Suite at historic Jeter Farmhouse

The Anna Bell Suite at historic Jeter Farmhouse
Gladewater
10.0 out of 10, Exceptional, (3 reviews)
"Such a gorgeous restoration on this old farmhouse! It’s clean and charming. They even have pictures of how they restored it and a sample of the original wallpaper. It is in an excellent location for antique lovers - right down the street from all of the antique shops. The owners, Brad and Kristi, are very quick to respond."
United States
Jennifer G.
The price is AU$362
includes taxes & fees
20 Nov - 21 Nov
The Anna Bell Suite at historic Jeter Farmhouse
A modern kitchen with green cabinets, stainless steel appliances, and a wooden island.

12. 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 AU$296
includes taxes & fees
21 Oct - 22 Oct
3-bedroom house with WiFi and AC in Lindale close to downtown and I-20
A living room with a sofa, armchair, coffee table, and a patterned rug.

13. 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 AU$479
includes taxes & fees
11 Nov - 12 Nov
Remodeled Tyler Gem • 3BR/1.5BA • Close to Hospitals, Universities, and dining.
A bedroom with a large bed, two bedside tables with lamps, a ceiling fan, and two windows with blinds.

14. 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 AU$505
includes taxes & fees
21 Oct - 22 Oct
3-bedroom house in Tyler with Hot tub and king bed
A rustic cabin with a wooden porch, a door, and a sign indicating hot baths.

15. Victorian Cabin at Seven Acres Campground

Victorian Cabin at Seven Acres Campground
Tyler
The price is AU$141
includes taxes & fees
21 Oct - 22 Oct
Victorian Cabin at Seven Acres Campground
A kitchen with wooden cabinets, a granite countertop, a dishwasher, a sink, and a dining area with wicker chairs.

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, (31 reviews)
"Your property was such a fantastic little place to stay!"
United States
Amy N.
The price is AU$353
includes taxes & fees
21 Oct - 22 Oct
Quiet house in the country - 20 minutes from Canton and Lake Fork!
Two leather armchairs with patterned cushions, a small glass table, and a decorative cabinet with glass doors in the background.

17. Spacious home near medical / college

Spacious home near medical / college
Tyler
8.6 out of 10, Excellent, (8 reviews)
"The home was very clean and spacious."
United States
Janet S.
The price is AU$487
includes taxes & fees
18 Nov - 19 Nov
Spacious home near medical / college
A kitchen with wooden cabinets, a stainless steel stove, and a dining area with a wooden table and chairs.

18. The Skelly Hideout

The Skelly Hideout
Kilgore
10.0 out of 10, Exceptional, (8 reviews)
"Very clean, good location, I would definitely stay there again"
United States
Joy Lee W.
The price is AU$323
includes taxes & fees
1 Nov - 2 Nov
The Skelly Hideout
A modern kitchen with a large island, stainless steel appliances, and a dining area with a bench.

19. Beautiful, relaxing new home on large lot. Pet friendly - no pet fee!

Beautiful, relaxing new home on large lot. Pet friendly - no pet fee!
Tyler
10.0 out of 10, Exceptional, (2 reviews)
"Great stay"
United States
Shannon H.
The price is AU$420
includes taxes & fees
21 Oct - 22 Oct
Beautiful, relaxing new home on large lot. Pet friendly - no pet fee!
A modern kitchen with a central island, stainless steel appliances, dark wood cabinets, and pendant lighting.

20. Luxury Downtown Townhouse w/ Game Room and Gated Lot

Luxury Downtown Townhouse w/ Game Room and Gated Lot
Tyler
9.8 out of 10, Exceptional, (14 reviews)
"Great stay."
United States
Daniel G.
The price is AU$568
includes taxes & fees
21 Oct - 22 Oct
Luxury Downtown Townhouse w/ Game Room and Gated Lot
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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Top Winona Hotel Reviews

La Quinta Inn & Suites by Wyndham Tyler - University Area

La Quinta Inn & Suites by Wyndham Tyler - University Area

10/10 Excellent
"Friendly, helpful staff, clean room and breakfast choices were excellent. I never heard any noise from any other guest rooms even though many families stayed there for a ball tournament."
Sandia 2-night trip
Posted 7 hours ago
La Quinta Inn & Suites by Wyndham Tyler - University Area

Find out more about Winona

Winona Holiday Homes information

Number of reviews
235
Accommodation
196 Holiday Homes
Lowest Price
AU$227
Highest Price
AU$568