Winona Vacation Rentals

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Vacation Rentals in Winona

Relaxing Country Stay!

9.8 out of 10, Exceptional, (19)
"Great place to relax enjoyed feeding the dogs and ducks Accommodations were great awesome getaway "
The price is ¥11,740
¥23,025 total
includes taxes & fees
Jun 27 - Jun 28
Relaxing Country Stay!

Cozy Home Near Gregg County Airport & Lake Cherokee

10.0 out of 10, Exceptional, (4)
"Wonderful little property. Everything you need and very clean and comfortable. Host was easy to work with. I would definately stay here again."
The price is ¥12,778
¥22,605 total
includes taxes & fees
Jul 14 - Jul 15
Cozy Home Near Gregg County Airport & Lake Cherokee

Treehouse at Berry-patch

9.6 out of 10, Exceptional, (5)
"Bed was super comfy, shower was amazing, and the only thing that was missing was nice weather so we could sit on the porch in the morning. Very clean, really nicely decorated, felt like home. "
The price is ¥16,313
¥31,739 total
includes taxes & fees
Jul 27 - Jul 28
Treehouse at Berry-patch

4 bedroom 2 bath Sleeps 8

9.6 out of 10, Exceptional, (34)
"House was perfect for us to visit family that lives locally. "
The price is ¥26,814
¥68,376 total
includes taxes & fees
Jun 28 - Jun 29
4 bedroom 2 bath Sleeps 8

Charming Home in the Piney Woods of East Texas

9.6 out of 10, Exceptional, (15)
"It was perfect size for my family for the weekend. The beds were very comfortable, quiet neighborhood, and great location!"
The price is ¥24,495
¥38,618 total
includes taxes & fees
Jul 24 - Jul 25
Charming Home in the Piney Woods of East Texas

Cozy vineyard studio with peaceful pond views.

The price is ¥15,219
¥28,394 total
includes taxes & fees
Jul 14 - Jul 15
Cozy vineyard studio with peaceful pond views.

The Carriage House, The Carriage House at Jeter Farmhouse

9.0 out of 10, Wonderful, (2)
"Cousin Becky and i had a great time exploring a small country town known for their antiques. Location of guest house is spot on.Quite with all the amenities. Thanks Brad and Kristi"
The price is ¥15,784
¥19,629 total
includes taxes & fees
Jun 29 - Jun 30
The Carriage House, The Carriage House at Jeter Farmhouse

Antique Sleep or Swim in Gladewater

5.0 out of 10, (2)
"We played in a baseball tournament this weekend and decided to stay since we live in Louisiana. The place was very clean. Very new! Absolutely beautiful! The only complaint we had is that there was not very much hot water. I’m not sure if the hot water heater was broken or what…. I hope the owners or management gets it fixed."
The price is ¥36,235
¥50,548 total
includes taxes & fees
Jun 28 - Jun 29
Antique Sleep or Swim in Gladewater

Lakeside Retreat on Lake Gladewater

9.0 out of 10, Wonderful, (7)
"Great place for weekend getaway"
The price is ¥74,615
¥89,818 total
includes taxes & fees
Jul 8 - Jul 9
Lakeside Retreat on Lake Gladewater

Casa del Lago at Sandy Point ~ Charming 3 bedroom house with amazing lake views

The price is ¥13,591
¥42,285 total
includes taxes & fees
Jul 1 - Jul 2
Casa del Lago at Sandy Point ~ Charming 3 bedroom house with amazing lake views

Charming 3 bedroom 3.5 bath Handicap Accessible House with Heated Indoor Pool

The price is ¥73,485
¥175,439 total
includes taxes & fees
Jul 8 - Jul 9
Charming 3 bedroom 3.5 bath Handicap Accessible House with Heated Indoor Pool

Fabulous 3-bedroom house with AC in charming Tyler

2.0 star property
The price is ¥16,668
¥49,729 total
includes taxes & fees
Jun 29 - Jun 30
Fabulous 3-bedroom house with AC in charming Tyler

Cozy 2 bedroom 2 bath duplex near UT Tyler!

9.8 out of 10, Exceptional, (31)
"Host was wonderful. Clean play and a perfect place to stay for our trip."
The price is ¥13,958
¥29,507 total
includes taxes & fees
Jun 29 - Jun 30
Cozy 2 bedroom 2 bath duplex near UT Tyler!

Stay Tyler @ Parade of Homes

10.0 out of 10, Exceptional, (22)
"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 ¥23,190
¥53,236 total
includes taxes & fees
Jun 29 - Jun 30
Stay Tyler @ Parade of Homes

Stay Tyler @Royal Hills

10.0 out of 10, Exceptional, (5)
"This was a great place to stay for the birthday weekend. Clean and has all needed amenities. I would definitely stay here again."
The price is ¥22,466
¥48,236 total
includes taxes & fees
Jul 17 - Jul 18
Stay Tyler @Royal Hills

Rest A While Townhome

8.0 out of 10, Very Good, (4)
"Served our needs for my hospital stay."
The price is ¥23,886
¥49,090 total
includes taxes & fees
Jun 29 - Jun 30
Rest A While Townhome

A Gem on 5th St

2.0 star property
9.0 out of 10, Wonderful, (2)
"All was to standard: cozy, efficient, amenities of home like the washer and dryer. As a family, we would stay here again. Only thing to note that I would have loved to be aware is the bathroom amenity of soap and shampoo. The listing says it is provided and was not near enough for my family and a two night stay. No stress, just would have liked to be prepared ahead of time.Also a note of hospitality- there are no extra blankets aside from the beds provided. So when sitting on the couch, you...
The price is ¥18,262
¥47,766 total
includes taxes & fees
Jun 30 - Jul 1
A Gem on 5th St

3br duplex centrally located!

6.0 out of 10, (2)
"WORST stay we have had in a Vrbo. The duplex reeked of pot/weed everyday, even the night we got there at 10pm. Contacted the lady who owns it and never received a call back or an email after she said she’d go take a look. I asked for a call back there was no further communication between her and I. There were multiple items broken or damaged in the duplex. The shower had mold in it, the master bathroom was not cleaned before we got there. There was also mouse poop all over in the hot water...
3br duplex centrally located!

Green Acres District, Sleeps 8, King/Queen

10.0 out of 10, Exceptional, (19)
"Great place!"
The price is ¥19,058
¥46,929 total
includes taxes & fees
Jun 30 - Jul 1
Green Acres District, Sleeps 8, King/Queen

Welcome Home!

8.8 out of 10, Excellent, (19)
"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 ¥25,365
¥60,984 total
includes taxes & fees
Jun 29 - Jun 30
Welcome 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.
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Frequently asked questions

Are there vacation rentals in Winona?

Yes, there are vacation rentals in Winona close to Mrs. Lee's Daffodil Garden, or you can select a more secluded option if you want a relaxing stay.

What are some of the best vacation home rentals in Winona?

Relaxing Lake View Retreat in Mineola , TX: This vacation home near Winona is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

What’s there to see and do in Winona?

Explore the area and family-friendly sights such as Caldwell Zoo, or get out into nature at a spot like Mrs. Lee's Daffodil Garden. Tyler State Park and Brumley Lake are a couple of places you'll find in the larger area.

What’s a vacation rental in Winona like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Winona. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family trips.