Winona Vacation Homes

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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!

Winona

Susan C.

HK$1,340 total

includes taxes & fees

17 Nov - 18 Nov

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.

Kilgore

Pegeen H.

HK$1,216 total

includes taxes & fees

1 Dec - 2 Dec

A spacious living room with a gray sofa, a fireplace, and a ceiling fan.

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

Tyler

Johannes v.

HK$1,511 total

includes taxes & fees

15 Nov - 16 Nov

A living room with a green sofa, a fireplace, a dining area with a kitchen in the background.

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

Tyler

Lauren C.

HK$1,539 total

includes taxes & fees

12 Nov - 13 Nov

A cozy living room with a wooden ceiling, a television, a sofa, a coffee table, and a dining area with chairs and a table.

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

Gladewater

Bree W.

HK$1,157 total

includes taxes & fees

15 Nov - 16 Nov

A spacious living room with exposed ceilings, a large sofa, a coffee table, and a globe.

6. Studio in the Heart of Tyler

Tyler

Bethany B.

HK$1,463 total

includes taxes & fees

12 Nov - 13 Nov

A two-story building with a stone facade and a modern design, featuring a large driveway and a well-maintained lawn.

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

Tyler

HK$2,320 total

includes taxes & fees

12 Nov - 13 Nov

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

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

Tyler

Perry H.

HK$2,502 total

includes taxes & fees

1 Dec - 2 Dec

A living room with a sofa, armchair, coffee table, and a patterned rug.

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

Tyler

Martin G.

HK$2,423 total

includes taxes & fees

12 Nov - 13 Nov

A kitchen with wooden cabinets, granite countertops, a black refrigerator, and a window with a view of trees.

10. Cozy tiny home in the pines - 20 minutes from Canton and Lake Fork!

Mineola

Terri N.

HK$1,310 total

includes taxes & fees

12 Nov - 13 Nov

A room with a wooden door, a black leather sofa, two armchairs, a glass coffee table, a lamp, and a view of a garden through large windows.

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

Tyler

John C.

HK$1,606 total

includes taxes & fees

12 Nov - 13 Nov

A modern kitchen with white cabinetry, stainless steel appliances, and a window providing natural light.

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

Tyler

Chloe W.

HK$1,959 total

includes taxes & fees

16 Nov - 17 Nov

A wooden interior with a chandelier, framed pictures, a grandfather clock, and a bench.

13. The Anna Bell Suite at historic Jeter Farmhouse

Gladewater

Joanna M.

HK$1,880 total

includes taxes & fees

12 Nov - 13 Nov

A kitchen with wooden cabinets, a granite countertop, and a sign advertising free range eggs for sale.

14. Victorian Cabin at Seven Acres Campground

Tyler

HK$688 total

includes taxes & fees

9 Dec - 10 Dec

Two leather armchairs with patterned cushions, a small glass table, and a decorative cabinet with glass doors in the background.

15. Spacious home near medical / college

Tyler

Janet S.

HK$2,378 total

includes taxes & fees

13 Nov - 14 Nov

A modern kitchen with green cabinets, stainless steel appliances, and a wooden island.

16. 3-bedroom house with WiFi and AC in Lindale close to downtown and I-20

Lindale

Janna P.

HK$1,524 total

includes taxes & fees

18 Nov - 19 Nov

A kitchen with wooden cabinets, a microwave, a refrigerator, a bar stool, and a ceiling fan.

17. 1921 Craftsman Bungalow · Charnwood Historic District

Tyler

Kim O.

HK$2,678 total

includes taxes & fees

16 Nov - 17 Nov

A kitchen with wooden cabinets, a granite countertop, a dishwasher, a sink, and a dining area with wicker chairs.

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

Mineola

Amy N.

HK$1,825 total

includes taxes & fees

12 Nov - 13 Nov

A kitchen with wooden cabinets, a stainless steel stove, and a dining area with a wooden table and chairs.

19. The Skelly Hideout

Kilgore

Joy Lee W.

HK$1,656 total

includes taxes & fees

18 Nov - 19 Nov

Three mascots standing by a water feature.

20. NEW! Amazing unit, Walking distance to hospitals!

Tyler

HK$1,738 total

includes taxes & fees

16 Nov - 17 Nov

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Top Winona Hotel Reviews

Residence Inn by Marriott Tyler

10/10 Excellent

"This was one of the nicest rooms I’ve stayed in, in a very long time everyone was nice, and breakfast was good. Room was quiet and the hotel was quiet. Bed was good shower was a walk in water was hot and pressure was good"

La Quinta Inn & Suites by Wyndham Tyler South

8/10 Good

"This is usually the place that we prefer to stay when in Tyler. The Mexican restaurant in front of the hotel is really great good. My only issue with the room was that the sides of the sofa were so much taller than the seat which made it hard for me to get off of it otherwise our room was fine."

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