Winona Holiday Rentals

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Check prices for these dates

Tonight
21 Jul - 22 Jul
Tomorrow
22 Jul - 23 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Holiday Rentals in Winona

Relaxing Country Stay with Events Welcome!
Enjoy cooking in this well-equipped kitchen with a spacious island, oven, and large window offering a view of the outdoors.

Relaxing Country Stay with Events Welcome!

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 HK$636
HK$1,247 total
includes taxes & fees
24 Jul - 25 Jul
Relaxing Country Stay with Events Welcome!
Cozy Home Near Gregg County Airport & Lake Cherokee
Relax in this stylish living room with a comfortable sectional sofa and ottoman, surrounded by a beautiful view.

Cozy Home Near Gregg County Airport & Lake Cherokee

9.6 out of 10, Exceptional, (5)
"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 HK$628
HK$1,155 total
includes taxes & fees
22 Jul - 23 Jul
Cozy Home Near Gregg County Airport & Lake Cherokee
Treehouse at Berry-patch
Escape to a cozy cabin nestled in the woods, accessible via a gravel path.

Treehouse at Berry-patch

8.4 out of 10, Very good, (6)
"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 HK$733
HK$1,558 total
includes taxes & fees
10 Aug - 11 Aug
Treehouse at Berry-patch
4 bedroom 2 bath Sleeps 8
Relax in a serene outdoor space with a comfortable seating area, wicker chair, and small table.

4 bedroom 2 bath Sleeps 8

9.8 out of 10, Exceptional, (36)
"House was perfect for us to visit family that lives locally. "
The price is HK$1,177
HK$3,308 total
includes taxes & fees
22 Jul - 23 Jul
4 bedroom 2 bath Sleeps 8
Charming Home in the Piney Woods of East Texas
Enjoy meals in this dining area with a round table for four, featuring a potted plant and natural light.

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 HK$1,194
HK$1,935 total
includes taxes & fees
29 Jul - 30 Jul
Charming Home in the Piney Woods of East Texas
Charming 1-bedroom Getaway in the heart of Kilgore
Interior

Charming 1-bedroom Getaway in the heart of Kilgore

The price is HK$527
HK$1,090 total
includes taxes & fees
24 Jul - 25 Jul
Charming 1-bedroom Getaway in the heart of Kilgore
Charming 3-bedroom house on quiet street in delightful Kilgore
Microwave, oven, stovetop, dishwasher

Charming 3-bedroom house on quiet street in delightful Kilgore

The price is HK$753
HK$1,611 total
includes taxes & fees
22 Jul - 23 Jul
Charming 3-bedroom house on quiet street in delightful Kilgore
Cozy vineyard studio with peaceful pond views.
Exterior

Cozy vineyard studio with peaceful pond views.

The price is HK$824
HK$1,553 total
includes taxes & fees
23 Jul - 24 Jul
Cozy vineyard studio with peaceful pond views.
The Carriage House, The Carriage House at Jeter Farmhouse
Situated near a railway track, this charming building offers a peaceful rural setting with a small porch and a white picket fence.

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 HK$855
HK$1,063 total
includes taxes & fees
22 Jul - 23 Jul
The Carriage House, The Carriage House at Jeter Farmhouse
Antique Sleep or Swim in Gladewater
Terrace/patio

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 HK$1,391
HK$1,998 total
includes taxes & fees
22 Jul - 23 Jul
Antique Sleep or Swim in Gladewater
Lakeside Retreat on Lake Gladewater
Relax by the serene pool surrounded by lush trees and a picturesque lake view.

Lakeside Retreat on Lake Gladewater

9.0 out of 10, Wonderful, (9)
"Great place for weekend getaway"
The price is HK$3,348
HK$3,980 total
includes taxes & fees
30 Jul - 31 Jul
Lakeside Retreat on Lake Gladewater
Casa del Lago at Sandy Point ~ Charming 3 bedroom house with amazing lake views
Property grounds

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

10.0 out of 10, Exceptional, (1)
"The home is beautiful and in an amazing location it was very clean and Julie is an amazing host and she responded so quickly to any questions "
The price is HK$735
HK$2,270 total
includes taxes & fees
4 Aug - 5 Aug
Casa del Lago at Sandy Point ~ Charming 3 bedroom house with amazing lake views
Handicap accessible 3-bedroom house with Heated Indoor Pool and WiFi in Troup TX
Two-story house with a central chimney, set amidst a well-mainters lawn and stone wall.

Handicap accessible 3-bedroom house with Heated Indoor Pool and WiFi in Troup TX

The price is HK$4,630
HK$10,283 total
includes taxes & fees
26 Jul - 27 Jul
Handicap accessible 3-bedroom house with Heated Indoor Pool and WiFi in Troup TX
Troup TX, 3-bedroom handicapped house with Heated Indoor Pool.
Enjoy cooking in this well-equipped kitchen with a dishwasher, granite countertop, and ample cabinetry.

Troup TX, 3-bedroom handicapped house with Heated Indoor Pool.

Troup TX, 3-bedroom handicapped house with Heated Indoor Pool.
Fabulous 3-bedroom house with AC in charming Tyler
Enjoy cooking in this kitchen with sleek cabinetry, a refrigerator, and an island with seating.

Fabulous 3-bedroom house with AC in charming Tyler

2.0 star property
The price is HK$902
HK$2,638 total
includes taxes & fees
22 Jul - 23 Jul
Fabulous 3-bedroom house with AC in charming Tyler
Cozy 2 bedroom 2 bath duplex near UT Tyler!
Relax in this stylish living room with a comfortable sofa, coffee table, and fireplace.

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 HK$756
HK$1,582 total
includes taxes & fees
27 Jul - 28 Jul
Cozy 2 bedroom 2 bath duplex near UT Tyler!
Stay Tyler @ Parade of Homes
Fully equipped kitchen with stainless steel appliances and ample counter space.

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 HK$1,256
HK$2,843 total
includes taxes & fees
10 Aug - 11 Aug
Stay Tyler @ Parade of Homes
Stay Tyler @Royal Hills
Enjoy cooking in this well-equipped kitchen with a central island, bar stools, and modern appliances.

Stay Tyler @Royal Hills

10.0 out of 10, Exceptional, (7)
"The property was very accommodating for our girls trip. From the location to the spacious layout and the big comfy couch was a plus!! "
The price is HK$1,216
HK$2,612 total
includes taxes & fees
11 Aug - 12 Aug
Stay Tyler @Royal Hills
Rest A While Townhome
Relax in a cozy seating area with a fireplace, dining space, and entertainment options.

Rest A While Townhome

8.4 out of 10, Very good, (5)
"Served our needs for my hospital stay."
The price is HK$1,293
HK$2,587 total
includes taxes & fees
22 Jul - 23 Jul
Rest A While Townhome
A Gem on 5th St
Relax in this stylish living room with a large sofa, flat-screen TV, and dining area.

A Gem on 5th St

2.0 star property
9.4 out of 10, Exceptional, (3)
"This was a beautiful house to stay in very nice and clean. "
The price is HK$1,099
HK$2,703 total
includes taxes & fees
19 Aug - 20 Aug
A Gem on 5th St
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

Holiday Inn Express Suites South - Tyler by IHG

Holiday Inn Express Suites South - Tyler by IHG

10/10 Excellent
"It was amazing. Cat, the front desk agent was awesome!!"
Selena 1-night trip
Posted 19 hours ago
Holiday Inn Express Suites South - Tyler by IHG

Frequently asked questions

Are there holiday rentals in Winona?

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

What are some of the best holiday rentals that Winona has to offer?

Welcome Home!: This holiday home rental outside of Winona has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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 Pine Springs Golf Course are a couple of places you'll find in the wider area.

What’s a holiday rental in Winona like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winona. Holiday rentals offer extras such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for family trips.