Search Vacation Homes in Winona

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Winona

Cozy 2 bedroom 2 bath duplex near UT Tyler!

9.8 out of 10, Exceptional, (30)
"Host was wonderful. Clean play and a perfect place to stay for our trip."
The price is SAR 361
SAR 756 total
includes taxes & fees
27 Jul - 28 Jul
Cozy 2 bedroom 2 bath duplex near UT Tyler!

The Legacy House! King size, blazing internet!

10.0 out of 10, Exceptional, (19)
"I stayed here with my wife and colleagues from the ETSO. With plenty of room, a good kitchen and 2 bathrooms, we were very happy with it. The host is easily reached and very gracious. All was very clean and well maintained. "
The price is SAR 532
SAR 1,258 total
includes taxes & fees
6 Aug - 7 Aug
The Legacy House! King size, blazing internet!

Spacious 1-Bedroom Guesthouse in the Woods

10.0 out of 10, Exceptional, (42)
"Excellent, comfortable place to stay for a quiet night in the Tyler area."
The price is SAR 293
SAR 477 total
includes taxes & fees
24 Jul - 25 Jul
Spacious 1-Bedroom Guesthouse in the Woods

Welcome Home!

8.8 out of 10, Excellent, (20)
"We enjoyed our stay. Even though it was only 1 night it was close to the event we were going to. The owner was great with communication and answering all my questions quickly. Thank you "
The price is SAR 656
SAR 1,559 total
includes taxes & fees
22 Jul - 23 Jul
Welcome Home!

Modern Azalea District Home

7.4 out of 10, Good, (3)
"Such a fun and unique property with amazing communication from the hosts! The check-in and check-out process was easy. The house was clean and in a great location. We arrived late after helping set up for an outdoor wedding all day, and the AC was wonderful. The backyard was perfect for our senior dogs to explore. I messaged the host when I could not find the coffee maker, and she delivered one to us almost immediately, which was beyond appreciated since our weekend was so busy. Absolutely...
Modern Azalea District Home

Guesthouse on peaceful 11+ acre homestead! Pet friendly!

10.0 out of 10, Exceptional, (25)
"Lovely place, extremely clean. We just missed having hot water. "
The price is SAR 158
SAR 401 total
includes taxes & fees
29 Jul - 30 Jul
Guesthouse on peaceful 11+ acre homestead! Pet friendly!

STAY TYLER @ Vine- near shops- Fast Wifi

10.0 out of 10, Exceptional, (49)
"Really enjoyed our stay. The house was in a nice location and very clean. Hosts made the process as seamless as possible."
The price is SAR 563
SAR 1,139 total
includes taxes & fees
27 Jul - 28 Jul
STAY TYLER @ Vine- near shops- Fast Wifi

Peaceful Longview Home w/ Pond, 6 Mi to Downtown!

10.0 out of 10, Exceptional, (9)
"This house was amazing! Will stay again for sure!"
Peaceful Longview Home w/ Pond, 6 Mi to Downtown!

Stay Tyler @ Parade of Homes

10.0 out of 10, Exceptional, (23)
"We stayed here for a couple of nights to celebrate my daughter’s birthday. We loved it! Lots of space, very clean, and comfortable! Will definitely stay here again if back in Tyler!"
The price is SAR 600
SAR 1,359 total
includes taxes & fees
23 Jul - 24 Jul
Stay Tyler @ Parade of Homes

Tyler's Texas Rose, a beautiful 2BR/1BA house with back yard

8.2 out of 10, Very Good, (10)
"This home was perfect for our little weekend getaway. It was just off the square with plenty of access to everything you need in a quiet neighborhood. "
Tyler's Texas Rose, a beautiful 2BR/1BA house with back yard

4-bedroom home with fitness equip. WiFi, pool table, fire pit, huge backyard

10.0 out of 10, Exceptional, (3)
"Very clean and Comfortable. Definitely a great place to stay. "
4-bedroom home with fitness equip. WiFi, pool table, fire pit, huge backyard

City Zen: Modern Country Retreat

10.0 out of 10, Exceptional, (7)
"Stay was fantastic! Very clean and the Master Bed was very comfortable. Great bar cart tools, had everything we needed. Neighborhood was also nice and quiet; this is everything we were looking for!"
The price is SAR 844
SAR 1,548 total
includes taxes & fees
22 Jul - 23 Jul
City Zen: Modern Country Retreat

Enjoy 1.3 wooded acres and location to amenities Holly Lake has to offer.

10.0 out of 10, Exceptional, (22)
"Property was amazing! Beds were super comfortable and we loved the game room!"
Enjoy 1.3 wooded acres and location to amenities Holly Lake has to offer.

Cozy & Clean 4BR/2BA in South Tyler

9.8 out of 10, Exceptional, (8)
"Great house"
Cozy & Clean 4BR/2BA in South Tyler

Welcome to the “The Barn”.

10.0 out of 10, Exceptional, (56)
"Took a quick girls trip. Location is close to everything. Beds were comfortable and the pool was a great perk."
Welcome to the “The Barn”.

Lakeside Retreat on Lake Gladewater

9.0 out of 10, Wonderful, (9)
"Great place for weekend getaway"
The price is SAR 2,626
SAR 3,128 total
includes taxes & fees
17 Aug - 18 Aug
Lakeside Retreat on Lake Gladewater

Kilgore Lakefront Home w/ Private Dock & Pier!

9.8 out of 10, Exceptional, (9)
"We really enjoyed our stay!"
Kilgore Lakefront Home w/ Private Dock & Pier!

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

2.0 star property
10.0 out of 10, Exceptional, (3)
"The house was lovely and offered historic charm as well as modern comforts. It is walking distance to shops and restaurants. The hosts were attentive and gave clear and easy instructions. Note that the house is close to the railroad tracks and the occasional train can be heard, including in the middle of the night. "
The price is SAR 319
SAR 592 total
includes taxes & fees
22 Jul - 23 Jul
Historic House, modern amenities and large front porch, short walk downtown

Rest A While Townhome

8.4 out of 10, Very Good, (5)
"Served our needs for my hospital stay."
The price is SAR 618
SAR 1,237 total
includes taxes & fees
22 Jul - 23 Jul
Rest A While Townhome

Holly Lake Retreat w/ 3 Community Pools & Yard

10.0 out of 10, Exceptional, (19)
"Enjoyed the location and layout of the house. We lost electricity the second day there and it never came back on. Even with all of the difficulty the hosts were in constant communication and very kind to let us check out later. Will definitely return to this location. "
Holly Lake Retreat w/ 3 Community Pools & Yard
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Winona Hotel Reviews