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Winona Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Winona holiday rentals

A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

1. Relaxing Country Stay with Events Welcome!

Relaxing Country Stay with Events Welcome!
Winona
10.0 out of 10, Exceptional, (29 reviews)
"Everything about this property is excellent; great hosts, beautiful property, super clean, everything you need to feel at home."
United States
Susan C.
The price is HK$777
HK$1,396 total
includes taxes & fees
2 Nov - 3 Nov
Relaxing Country Stay with Events Welcome!
A wooden cabin with a staircase leading to a porch, surrounded by trees.

2. Cora's Cabins

Cora's Cabins
3.0 star property
Tyler
9.4 out of 10, Exceptional, (166 reviews)
"We had a lovely time at the Barn Loft. Such pretty decor, comfy bed, and shower. We were greeted by Bingo the cat and the property owner. The Flying H Ranch is an East Texas delight!"
United States
Kelly
The price is HK$738
HK$1,017 total
includes taxes & fees
29 Oct - 30 Oct
Cora's Cabins
A covered porch with wooden flooring, a ceiling fan, and a bench with cushions.

3. The Happy Pine Cone :)

The Happy Pine Cone :)
Tyler
9.8 out of 10, Exceptional, (38 reviews)
"Very cute little cabin"
United States
David s.
The price is HK$777
HK$1,215 total
includes taxes & fees
2 Nov - 3 Nov
The Happy Pine Cone :)
A compact living space with a built-in sofa, a coffee table, a small rug, and a wooden staircase.

4. Cozy Tiny Home in Heart of Big Sandy

Cozy Tiny Home in Heart of Big Sandy
Big Sandy
9.4 out of 10, Exceptional, (24 reviews)
"Perfect tiny home, great location, well stocked, easy keyless entry. We enjoyed the restaurant, will book again!"
United States
Alicia B.
The price is HK$911
HK$1,122 total
includes taxes & fees
29 Oct - 30 Oct
Cozy Tiny Home in Heart of Big Sandy
An outdoor seating area with wicker furniture and a fire pit.

5. woody pines 2-bedroom cabin in amazing Tyler, Texas. area with cool AC

woody pines 2-bedroom cabin in amazing Tyler, Texas. area with cool AC
tyier
The price is HK$1,059
HK$1,446 total
includes taxes & fees
1 Nov - 2 Nov
woody pines 2-bedroom cabin in amazing Tyler, Texas. area with cool AC
A wooden bathroom with a granite countertop, a glass bowl, a mirror, and a towel rack.

6. The Barn Loft at the Flyin H Ranch

The Barn Loft at the Flyin H Ranch
Tyler
9.4 out of 10, Exceptional, (13 reviews)
"Great place to stay!"
United States
Jessica W.
The Barn Loft at the Flyin H Ranch
A wooden cabin with a sloped roof, surrounded by tall trees.

7. The Tree House Cabin

The Tree House Cabin
Tyler
9.6 out of 10, Exceptional, (25 reviews)
"Very nice and quiet place to stay. Was as described in listing. Would stay again."
United States
Jim M.
The price is HK$897
HK$1,343 total
includes taxes & fees
29 Oct - 30 Oct
The Tree House Cabin
A rustic wooden cabin with a kitchen featuring a stove, sink, and a clock on the wall.

8. The Lazy Squirrel Cabin

The Lazy Squirrel Cabin
Tyler
9.6 out of 10, Exceptional, (36 reviews)
"We enjoyed our stay there"
United States
Rhonda P.
The price is HK$863
HK$1,307 total
includes taxes & fees
29 Oct - 30 Oct
The Lazy Squirrel Cabin
A rustic cabin with a wooden deck, a covered porch, and a fireplace.

9. Cora's Main Log Cabin

Cora's Main Log Cabin
Tyler
10.0 out of 10, Exceptional, (33 reviews)
"Great getaway to relax! Just a couple of minutes from Tyler State Park and fishing ponds on property!"
United States
Anonymous traveller
The price is HK$1,208
HK$1,728 total
includes taxes & fees
2 Nov - 3 Nov
Cora's Main Log Cabin
A wooden deck overlooking a calm lake with trees and a clear sky.

10. Cozy Cabins in Big Sandy

Cozy Cabins in Big Sandy
Big Sandy
9.2 out of 10, Wonderful, (9 reviews)
"The cabin was super clean, the pond out front is nice and peaceful, and the restaurant across the street was both convenient and yummy."
United States
Courtney D.
The price is HK$1,758
HK$2,091 total
includes taxes & fees
4 Nov - 5 Nov
Cozy Cabins in Big Sandy
A lobby with a reception desk, two sofas, a chandelier, and large windows with a view of trees and buildings.

11. 1 King Bed | Non-Smoking, Kitchen

1 King Bed | Non-Smoking, Kitchen
Tyler TX
10.0 out of 10, Exceptional, (108 reviews)
"Great pick if you want a place to rest after checking out Roswell."
United States
Anonymous traveller
The price is HK$505
HK$580 total
includes taxes & fees
29 Oct - 30 Oct
1 King Bed | Non-Smoking, Kitchen
A spacious living room with a gray sofa, a fireplace, and a ceiling fan.

12. Cozy 2 bedroom 2 bath duplex near UT Tyler!

Cozy 2 bedroom 2 bath duplex near UT Tyler!
Tyler
9.8 out of 10, Exceptional, (56 reviews)
"The host was very helpful and responsive. The house is located in a safe neighborhood, very close to the university."
United States
Tiffany M.
The price is HK$777
HK$1,619 total
includes taxes & fees
2 Nov - 3 Nov
Cozy 2 bedroom 2 bath duplex near UT Tyler!
A modern kitchen with wooden accents, stainless steel appliances, and a dining area with a patterned rug.

13. The Texas Roost - 1-bedroom country guest house 7.4 miles to Kilgore College.

The Texas Roost - 1-bedroom country guest house 7.4 miles to Kilgore College.
Kilgore
10.0 out of 10, Exceptional, (11 reviews)
"My friend & I will definitely stay here again."
United States
Pegeen H.
The price is HK$699
HK$1,222 total
includes taxes & fees
4 Nov - 5 Nov
The Texas Roost - 1-bedroom country guest house 7.4 miles to Kilgore College.
A wooden deck with a view of a lake and trees.

14. Cozy Cabin in Big Sandy

Cozy Cabin in Big Sandy
Big Sandy
9.4 out of 10, Exceptional, (14 reviews)
"Beautiful location and very nice stay"
United States
james t.
The price is HK$1,758
HK$2,091 total
includes taxes & fees
29 Oct - 30 Oct
Cozy Cabin in Big Sandy
A bedroom with a bed, a bedside table with a vase of flowers, a mirror, and a door with a window.

15. The Cottage at Dogwood Ridge.

The Cottage at Dogwood Ridge.
Whitehouse
10.0 out of 10, Exceptional, (124 reviews)
"Loved this cottage. Very peaceful and quiet. The hot tub was definitely an extra perk."
United States
Ramona R.
The price is HK$902
HK$1,537 total
includes taxes & fees
29 Oct - 30 Oct
The Cottage at Dogwood Ridge.
A modern kitchen with a central island, bar stools, stainless steel appliances, and white cabinetry.

16. Brand New 2BR/2BA - Less than .5 mile to Hospitals - Near Downtown

Brand New 2BR/2BA - Less than .5 mile to Hospitals - Near Downtown
Tyler
8.0 out of 10, Very good, (1 review)
"This will be an excellent place to stay with time and some trouble shooting as it is a brand new duplex. There are some kinks to iron out that I have shared with the owner and once that is taken care of, people will love this place. Very quiet neighborhood and convenient to any place in Tyler and nearby. Perfect for my wife and I along with our daughter and granddaughter."
United States
Perry H.
Brand New 2BR/2BA - Less than .5 mile to Hospitals - Near Downtown
A dining area with wooden tables and chairs, large windows, and hanging plants.

17. Tyler TX | 2 Full Bed

Tyler TX | 2 Full Bed
Tyler TX
10.0 out of 10, Exceptional, (84 reviews)
"Comfortable beds and nice showers make a big difference here."
United States
Anonymous traveller
The price is HK$492
HK$631 total
includes taxes & fees
29 Oct - 30 Oct
Tyler TX | 2 Full Bed
A small cabin with a front porch, a door, and a window.

18. Cana Cottage

Cana Cottage
Tyler
10.0 out of 10, Exceptional, (54 reviews)
"Lovely stay, everything was perfect! Very clean, nice property. "
United States
Connor H.
The price is HK$408
HK$1,005 total
includes taxes & fees
4 Nov - 5 Nov
Cana Cottage
A wooden deck with a view of a lake and trees.

19. Cozy Cabin in Big Sandy

Cozy Cabin in Big Sandy
Big Sandy
9.8 out of 10, Exceptional, (17 reviews)
"Beautiful property for our one night layover from pickup and drop off at church camp! "
United States
jennifer m.
The price is HK$1,758
HK$2,091 total
includes taxes & fees
29 Oct - 30 Oct
Cozy Cabin in Big Sandy
A neatly made bed with two pillows and two rolled towels, flanked by two bedside tables with lamps, and two framed pictures on the wall above.

20. Miranda Lambert's famous Pink Pistol is a 5-minute walk from this apartment

Miranda Lambert's famous Pink Pistol is a 5-minute walk from this apartment
Lindale
8.8 out of 10, Excellent, (5 reviews)
"Perfect little cozy spot , had everything we needed "
United States
Ryan B.
Miranda Lambert's famous Pink Pistol is a 5-minute walk from this apartment
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

Best Western Plus Southpark Inn & Suites

Best Western Plus Southpark Inn & Suites

8/10 Good
"The room was clean and stocked well with towels. The bed was comfortable. We were told that the hotel had recently been renovated. Quite surprised by a couple of improvisations . The toilet seat had several areas that appeared to have been burned that were filled in with a compound and painted over. The wall beside one of the beds had an area that someone had put an entire foot through the wall. Instead of repairing properly the hole was filled with putty without proper backing and then painted over. When the putty dried the entire patch had sunk in and cracked badly. The staff was very nice,"
Karen 1-night trip
Posted 10 hours ago
Best Western Plus Southpark Inn & Suites

Find out more about Winona

Search for holiday rentals in Winona on Expedia! You can easily find your home rentals, villas, holiday apartments in Winona using one of the methods below:

  • View our selection of featured holiday rentals in Winona
  • Use the map to find apartments and other holiday homes in the Winona neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winona while they last

Look no further and take a look at our great range of rental properties in Winona!

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?

STAY TYLER @ Faulkner- amazing location : This holiday home rental outside of Winona is located in the city centre, and has a patio, a BBQ and air conditioning 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 that you can cook with friends or family.

How many holiday rentals will I find in Winona?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Winona stay.

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 Liberty Hall 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.