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Holiday Homes in Winona

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Check prices for these dates

In two weeks
31 July - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Winona holiday homes

Coffee/tea maker, fridge, microwave, oven

Relaxing Country Stay with Events Welcome!

Relaxing Country Stay with Events Welcome!
Winona
10.0 out of 10, Exceptional, (26 reviews)
"I love this place it was really nice "
United States
crystal s.
The price is AU$218
includes taxes & fees
23 July - 24 July
Relaxing Country Stay with Events Welcome!
Coffee/tea maker, fridge, microwave, stovetop

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 is a lovely property. Nicely decorated and very comfortable. Easy to find. There are not many choice of lodging near my parent's home in East Texas. This is a gem. The price is amazing. We will stay here in the future."
United States
Christine
The price is AU$253
includes taxes & fees
20 July - 21 July
Cozy tiny home in the pines - 20 minutes from Canton and Lake Fork!
Coffee/tea maker, fridge, microwave, oven

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 AU$353
includes taxes & fees
20 July - 21 July
Quiet house in the country - 20 minutes from Canton and Lake Fork!
Smart TV, fireplace, computer monitors

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, (10 reviews)
"We’ve stayed with this host several times and it’s always a great experience!"
United States
Lauren C.
The price is AU$308
includes taxes & fees
30 July - 31 July
Charming 2-bedroom 2 bath duplex in the heart of Tyler!
Coffee/tea maker, fridge, microwave, oven

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, (86 reviews)
"Awesome place, we loved it! "
United States
Steven C.
The price is AU$474
includes taxes & fees
20 July - 21 July
STAY TYLER @Alamo Lux Livin up to 11-Fast wifi
Smart TV

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)
"Loved our stay!! Such a unique place and wonderful nearby shopping for the day. "
United States
Corry Ann T.
The price is AU$225
includes taxes & fees
20 July - 21 July
The Carriage House, The Carriage House at Jeter Farmhouse
Coffee/tea maker, fridge, microwave, oven

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)
"Safe! Clean! Enjoyed it! "
United States
Kalli W.
The price is AU$297
includes taxes & fees
4 Aug - 5 Aug
3-bedroom house with WiFi and AC in Lindale close to downtown and I-20
3 bedrooms, desk, free WiFi, bed sheets

Kirk’s Kilgore Kottage - 3 bedrooms, 2 bath House

Kirk’s Kilgore Kottage - 3 bedrooms, 2 bath House
Kilgore
9.6 out of 10, Exceptional, (10 reviews)
"The stay was really cozy and the house was very inviting. The kitchen was well stocked. I really liked the huge sink in the kitchen."
United States
anne j.
The price is AU$559
includes taxes & fees
20 July - 21 July
Kirk’s Kilgore Kottage - 3 bedrooms, 2 bath House
Microwave, oven

The Skelly Hideout

The Skelly Hideout
Kilgore
10.0 out of 10, Exceptional, (7 reviews)
"Nice quiet location to spend the weekend "
United States
Ryan F.
The price is AU$322
includes taxes & fees
20 July - 21 July
The Skelly Hideout
Smart TV

Studio in the Heart of Tyler

Studio in the Heart of Tyler
Tyler
9.4 out of 10, Exceptional, (6 reviews)
"Was very comfortable. Good location"
United States
Melany R.
The price is AU$292
includes taxes & fees
20 July - 21 July
Studio in the Heart of Tyler
Smart TV, fireplace

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$360
includes taxes & fees
27 July - 28 July
Remodeled Tyler Gem • 3BR/1.5BA • Close to Hospitals, Universities, and dining.
Coffee/tea maker, fridge, microwave, oven

Charming 3-bedroom house in Tyler with AC comfort in Each Room!

Charming 3-bedroom house in Tyler with AC comfort in Each Room!
Tyler
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful home, great for our family of 4. Beds were comfortable, TV in each bedroom and living room. "
United States
Bradley C.
The price is AU$328
includes taxes & fees
21 July - 22 July
Charming 3-bedroom house in Tyler with AC comfort in Each Room!
Smart TV, fireplace

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, (51 reviews)
"This house was amazing everything was nice we will definitely be staying again"
United States
Monica M.
The price is AU$294
includes taxes & fees
17 Aug - 18 Aug
Cozy 2 bedroom 2 bath duplex near UT Tyler!
Smart TV, books

Waggoner in Longview

Waggoner in Longview
Longview
10.0 out of 10, Exceptional, (1 review)
"We had a clean comfortable stay. April was a wonderful host and gave us clear communication. We would love to stay again in the future."
United States
Rachel L.
The price is AU$406
includes taxes & fees
21 July - 22 July
Waggoner in Longview
Exterior detail

Historic House, modern amenities and large front porch, short walk downtown

Historic House, modern amenities and large front porch, short walk downtown
Mineola
9.0 out of 10, Wonderful, (8 reviews)
"Great location, very nicely appointed…definitely recommend…"
United States
Harold
The price is AU$229
includes taxes & fees
20 July - 21 July
Historic House, modern amenities and large front porch, short walk downtown
Coffee/tea maker, microwave, oven, stovetop

1921 Craftsman Bungalow · Charnwood Historic District

1921 Craftsman Bungalow · Charnwood Historic District
Tyler
10.0 out of 10, Exceptional, (9 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$494
includes taxes & fees
27 July - 28 July
1921 Craftsman Bungalow · Charnwood Historic District
3 bedrooms, free WiFi, bed sheets

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$512
includes taxes & fees
23 July - 24 July
3-bedroom house in Tyler with Hot tub and king bed
Interior

The Anna Bell Suite at historic Jeter Farmhouse

The Anna Bell Suite at historic Jeter Farmhouse
Gladewater
10.0 out of 10, Exceptional, (1 review)
"I cannot say enough about how wonderful the property is! Every detail was perfection. The home is beautiful and spacious. Absolutely every aspect of the stay was great! We will definitely be back!"
United States
Lishia W.
The price is AU$344
includes taxes & fees
20 July - 21 July
The Anna Bell Suite at historic Jeter Farmhouse
Coffee/tea maker, fridge, microwave, oven

STAY TYLER @ Vine- near shops- Fast Wifi

STAY TYLER @ Vine- near shops- Fast Wifi
Tyler
10.0 out of 10, Exceptional, (74 reviews)
"Great house, will stay here again if able."
United States
Corey S.
The price is AU$443
includes taxes & fees
10 Aug - 11 Aug
STAY TYLER @ Vine- near shops- Fast Wifi
Coffee/tea maker, fridge, microwave, oven

Historic 1-bedroom house with WiFi, washer and dryer. Short walk to town.

Historic 1-bedroom house with WiFi, washer and dryer. Short walk to town.
Mineola
10.0 out of 10, Exceptional, (4 reviews)
"Great location and great owner response. Walk to the cutest coffee shop every morning. Good restaurants a few blocks away too. Have stayed here multiple times."
United States
nancy m.
The price is AU$323
includes taxes & fees
23 July - 24 July
Historic 1-bedroom house with WiFi, washer and dryer. Short walk to town.
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

Sleep Inn & Suites Tyler South

Sleep Inn & Suites Tyler South

10/10 Excellent
"Nice bed. Breakfast was good."
Richard 2-night trip
Posted 17 hours ago
Sleep Inn & Suites Tyler South

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Winona Holiday Homes information

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