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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, (43)
"Shelley was AWESOME!!! Thanks so much! "
Stay in this beautiful country home!

Cozy 2 bedroom 2 bath duplex near UT Tyler!

9.8 out of 10, Exceptional, (26)
"We always love staying at Victoria’s place. It’s in a great spot—quiet, safe, and in a nice neighborhood close to UT. It always feels comfortable and has become our home away from home. "
The price is AED 367
AED 766 total
includes taxes & fees
27 Apr - 28 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, (23)
"This was our second time at The Fairway. So comforting to know we’d arrive with ease of check-in and clean, welcoming rental. The view is beautiful sitting on the deck and even grilling up some steaks. The extras of bath mats, snacks, hand soaps really makes a difference… it’s the “little things” . Close to all we needed. Comfy beds. And happy to do my LETU student’s laundry! plenty of towels. Would def stay here again! "
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, (19)
"Our toddler especially enjoyed the croquet set in the backyard and we all enjoyed the porch swing!"
'The Pink Azalea' - Tyler Home w/ Yard + Patio!

Spacious 1-Bedroom Guesthouse in the Woods

10.0 out of 10, Exceptional, (40)
"Excellent, comfortable place to stay for a quiet night in the Tyler area."
The price is AED 287
AED 467 total
includes taxes & fees
28 Apr - 29 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, (86)
"Unfortunately, due to violent storms, we lost power for the majority of our stay. However, the weather was cool enough that we are able to stay and enjoy the housing by flashlight - a unique memory. Through out the stay, the owner/manager was extremely available, helpful and willing to work with us to make the most of a "challenging" situation. "
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
27 Apr - 28 Apr
Welcome Home!

Restfull Bungalow by Azalea District

9.8 out of 10, Exceptional, (27)
"What a lovely home. I felt like I was staying in a house remodeled and furnished by the Property Brothers.The kitchen was stocked with dish soap, a scrubber wand, hand soap, dishwasher pod, salt and pepper, all the adult and kids dishes and cookware you could need, and paper towels. The refrigerator had filtered water and an ice maker. The coffee maker used regular ground coffee and has a reusable metal filter so you won’t need any paper filters. There are not any window coverings in the...
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
27 Apr - 28 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, (53)
"Great place to stay with myself and 2 young kids - plenty of kid games, toys and play space outside to keep them entertained. Sleeping arrangement upstairs away from the bedroom is open like a loft so be mindful of that if you have young ones or elderly who sleep earlier or are light sleepers. Thermostat did not work but I imagine it is fixed by now. "
Welcome to the “The Barn”.

Guesthouse on peaceful 11+ acre homestead! Pet friendly!

10.0 out of 10, Exceptional, (19)
"My stay at Lydia's place was absolutely wonderful!! The property looks just like the pictures. It is set back quite a way from the road, so there was plenty of peace and quiet, but it was also right next to the owners, so it was plenty safe, which was important as a woman traveling alone. Lydia and her husband Weston are lovely, warm, welcoming people who made sure I had everything I needed. I would stay here again in a heartbeat! Thank you for your hospitality! :)"
The price is AED 154
AED 393 total
includes taxes & fees
28 Apr - 29 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 643
AED 1,680 total
includes taxes & fees
27 Apr - 28 Apr
4 bedroom 2 bath Sleeps 8

The Legacy House! King size, blazing internet!

10.0 out of 10, Exceptional, (18)
"Flower viewing trip. We visited the Azalea trails and Rose garden. Rain and tornadoes restricted our activities. House was in a good location, clean and a perfect retreat. "
The price is AED 498
AED 1,205 total
includes taxes & fees
26 May - 27 May
The Legacy House! King size, blazing internet!

Sir Glamps-A-Lots Texas Home

10.0 out of 10, Exceptional, (4)
"We enjoyed our stay overall as the house was very nice and comfortable. It’s in a good location where it’s quiet. We had planned to use the grill but found that the propane tanks were empty. Also, we couldn’t use the gas fire on the patio but we made it work. The host was courteous in communication and o real it was great! "
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
27 Apr - 28 Apr
Stay Tyler @ Parade of Homes

Charming Home in the Piney Woods of East Texas

9.6 out of 10, Exceptional, (15)
"Very clean easy check in overall Very happy with my stay"
The price is AED 547
AED 890 total
includes taxes & fees
14 May - 15 May
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, (72)
"This was our second time staying here and we love it. The house is the perfect size for a large family. The kayaks that are available gave us lots of enjoyment. The deck is amazing and offered great fishing. We caught so many big fish that my kids are hooked now. This was an amazing vacation that we won't forget. "
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, (15)
"We really enjoyed our time in his lovely home, and the garden room was where we spent most of our time! Thank you. "
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, (24)
"The house was so adorable and very private. Communication with the owner was easy since the response time was very quick for any questions I had. Will definitely choose to stay again next time we come through town."
The price is AED 437
AED 838 total
includes taxes & fees
27 Apr - 28 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

Cora's Cabins

3.0 star property
9.4 out of 10, Exceptional, (143)
"Very nice accommodations. Loved the shower and special touches!"
The price is AED 324
AED 453 total
includes taxes & fees
11 May - 12 May
Cora's Cabins

Charming and Historic Holly Cottage Carriage House in Downtown Tyler

2.0 star property
10.0 out of 10, Exceptional, (13)
"I enjoyed myself! It was very spacious and well furnished. Kitchen, laundry, 2 bedrooms. You wouldn't find that for such a great price at any hotels in Tyler!The host was very laid back and very accommodating!. Will be back! "
The price is AED 364
AED 576 total
includes taxes & fees
27 Apr - 28 Apr
Charming and Historic Holly Cottage Carriage House in Downtown Tyler

Stay in this beautiful country home!

9.6 out of 10, Exceptional, (43)
"Shelley was AWESOME!!! Thanks so much! "
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.