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Compare 235 Vacation Homes in Winona with updated reviews, rates, and availability.

Stay in this beautiful country home!

9.6 out of 10, Exceptional, (40)
"This was so much better than staying in a hotel! We had plenty of room to stretch out and make ourselves at home. It had everything we needed to make our stay comfortable and the hot tub in the evening made it easy to relax and decompress. The host was easy to reach out to and we enjoyed the bar-b-que next door. We will definitely stay here again if we are in the area."
Stay in this beautiful country home!

Cozy 2 bedroom 2 bath duplex near UT Tyler!

9.8 out of 10, Exceptional, (24)
"The stay was easy & close to near by touring excitement. "
The price is AED 393
AED 786 total
includes taxes & fees
1 Apr - 2 Apr
Cozy 2 bedroom 2 bath duplex near UT Tyler!

THE FAIRWAY: Modern 3BR with beautiful golf course views and convenient location

9.8 out of 10, Exceptional, (22)
"Property was well maintained and had everything we could have needed. Relaxing and quiet neighborhood with great patio views of golf course. Host communicated professionally. "
THE FAIRWAY: Modern 3BR with beautiful golf course views and convenient location

'The Pink Azalea' - Tyler Home w/ Yard + Patio!

10.0 out of 10, Exceptional, (16)
"My daughter (who is heading to college in the fall) and I stayed and enjoyed every second of this cozy, magical, well kept home. It was even better than we expected! "
'The Pink Azalea' - Tyler Home w/ Yard + Patio!

Spacious 1-Bedroom Guesthouse in the Woods

10.0 out of 10, Exceptional, (36)
"Evan was a fabulous host. We had an extended stay, almost a month, and everything was perfect! He made sure we always had what was needed. There was a power outage, neighborhood wide, Evan supplied us with a generator until the power was restored. There are zero complaints regarding our stay. Highly recommended!!"
The price is AED 286
AED 467 total
includes taxes & fees
1 Apr - 2 Apr
Spacious 1-Bedroom Guesthouse in the Woods

WATER AND GOLF COURSE VIEWS! HOT TUB! GAME ROOM! OUTDOOR DINING!

10.0 out of 10, Exceptional, (85)
"This place was absolutely beautiful. The scenery was amazing and so peaceful. "
WATER AND GOLF COURSE VIEWS! HOT TUB! GAME ROOM! OUTDOOR DINING!

Welcome Home!

9.0 out of 10, Wonderful, (17)
"Overall a nice house to stay in, just a couple of things I would have liked to see cleaner. I also had to be the one to reach out to get check in instructions."
The price is AED 643
AED 1,527 total
includes taxes & fees
31 Mar - 1 Apr
Welcome Home!

Restfull Bungalow by Azalea District

9.8 out of 10, Exceptional, (25)
"We enjoyed our 2 night stay at this lovely home. We had a couple of questions upon arrival that were answered quickly and easily by our host. The home was beautifully remodeled and styled. The master shower was the best!!!Highly recommend for a relaxing time in a comfortable space."
The price is AED 588
AED 1,372 total
includes taxes & fees
28 Apr - 29 Apr
Restfull Bungalow by Azalea District

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

9.0 out of 10, Wonderful, (22)
"It was very clean and nice. Some road and train noise, but could only hear at times. Did not bother sleep. Hosts communicated well "
The price is AED 312
AED 607 total
includes taxes & fees
31 Mar - 1 Apr
Cozy tiny home in the pines - 20 minutes from Canton and Lake Fork!

Welcome to the “The Barn”.

10.0 out of 10, Exceptional, (51)
"The barn is a nice place. It was very clean and the decor was beautiful. There isn’t much to do in Tyler so we spent our afternoons in the pool and had a blast. The barn is between two other homes but the way it is setup made it feel very private. I would stay here again in a heartbeat."
Welcome to the “The Barn”.

Guesthouse on peaceful 11+ acre homestead! Pet friendly!

10.0 out of 10, Exceptional, (17)
"Enjoyed the peaceful country setting!"
The price is AED 195
AED 436 total
includes taxes & fees
1 Apr - 2 Apr
Guesthouse on peaceful 11+ acre homestead! Pet friendly!

4 bedroom 2 bath Sleeps 8

9.6 out of 10, Exceptional, (33)
"House was perfect for us to visit family that lives locally. "
The price is AED 826
AED 1,902 total
includes taxes & fees
13 Apr - 14 Apr
4 bedroom 2 bath Sleeps 8

The Legacy House! King size, blazing internet!

10.0 out of 10, Exceptional, (16)
"My family traveled from Washington state and New Mexico to visit our family that live in Tyler. The home was very clean and comfortable. The house was excellent for hosting a family meal and enjoying our time together. Thank you for hosting us. "
The price is AED 513
AED 1,223 total
includes taxes & fees
2 Apr - 3 Apr
The Legacy House! King size, blazing internet!

Sir Glamps-A-Lots Texas Home

10.0 out of 10, Exceptional, (2)
"Pictures do not do justice. The house is very nice and large. The master bedroom is huge with a beautiful bathroom. Other two bedrooms are other side of house. Everything looked new. About 10 minutes from Longview, very quiet and tranquil. The yard is fenced and our dog loved it. We would definitely stay here again. The host was very good about replying, which is always a plus. T & D"
The price is AED 579
AED 1,368 total
includes taxes & fees
31 Mar - 1 Apr
Sir Glamps-A-Lots Texas Home

Stay Tyler @ Parade of Homes

10.0 out of 10, Exceptional, (18)
"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 AED 588
AED 1,331 total
includes taxes & fees
31 Mar - 1 Apr
Stay Tyler @ Parade of Homes

Charming Home in the Piney Woods of East Texas

9.6 out of 10, Exceptional, (14)
"It was perfect size for my family for the weekend. The beds were very comfortable, quiet neighborhood, and great location!"
The price is AED 547
AED 890 total
includes taxes & fees
31 Mar - 1 Apr
Charming Home in the Piney Woods of East Texas

Lake Front - Hot Tub - Great Views - Fire Pit - Kayaks - Holly Lake Ranch

10.0 out of 10, Exceptional, (70)
"Spent a surprise birthday weekend here with a group of friends and it was the perfect space. Plenty of room to spend time together, a relatively well stocked kitchen, a gorgeous view, and lots to do even in December. The management also responded quickly with a couple of last minute requests and Alicia was very helpful. "
Lake Front - Hot Tub - Great Views - Fire Pit - Kayaks - Holly Lake Ranch

Beautifully updated 3bedroom 2 bath home with a large glassed in sunroom.

10.0 out of 10, Exceptional, (12)
"I'm a native Tylerite, but I live in Virginia and needed a house for a week while visiting family who still live in the area. Check in and access to the house was a breeze. Lots of attention to details in the decor of the house, which is nice. But let's talk about comfort. Several naps were had in the sunroom - it felt like a little retreat and a getaway from whatever is going on in the main house. The bed in the master bedroom was dreamy and dream inducing. My college age sons gave thumbs up to...
Beautifully updated 3bedroom 2 bath home with a large glassed in sunroom.

Dock Holiday is a lakefront home with hot tub. Bring your fishing pole.

10.0 out of 10, Exceptional, (11)
"Family gathering, celebrated an early Thanks Giving and we road off road vehicles at Barnwell Mountain Off Road Recreation Park"
Dock Holiday is a lakefront home with hot tub. Bring your fishing pole.

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

10.0 out of 10, Exceptional, (20)
"Wife and I stayed with our two grown boys to visit my folks - great place! Super clean and awesome hosts - great communication :) "
The price is AED 437
AED 838 total
includes taxes & fees
31 Mar - 1 Apr
Quiet house in the country - 20 minutes from Canton and Lake Fork!
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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Other property types in Winona

Relaxing Country Stay!

9.8 out of 10, Exceptional, (15)
"Great place to relax enjoyed feeding the dogs and ducks Accommodations were great awesome getaway "
The price is AED 331
AED 619 total
includes taxes & fees
4 Apr - 5 Apr
Relaxing Country Stay!

Cora's Cabins

3.0 star property
9.4 out of 10, Exceptional, (141)
"Very nice accommodations. Loved the shower and special touches!"
The price is AED 324
AED 453 total
includes taxes & fees
31 Mar - 1 Apr
Cora's Cabins

Stay in this beautiful country home!

9.6 out of 10, Exceptional, (40)
"This was so much better than staying in a hotel! We had plenty of room to stretch out and make ourselves at home. It had everything we needed to make our stay comfortable and the hot tub in the evening made it easy to relax and decompress. The host was easy to reach out to and we enjoyed the bar-b-que next door. We will definitely stay here again if we are in the area."
Stay in this beautiful country home!
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.