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Winona Vacation Rentals

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Check prices for these dates

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

Our top choices for Winona vacation 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 ￥15,592
￥28,024 total
includes taxes & fees
Nov 2 - Nov 3
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 ￥14,812
￥20,426 total
includes taxes & fees
Oct 29 - Oct 30
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 ￥15,592
￥24,402 total
includes taxes & fees
Nov 9 - Nov 10
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 ￥18,285
￥22,533 total
includes taxes & fees
Oct 30 - Oct 31
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 ￥21,261
￥29,025 total
includes taxes & fees
Nov 1 - Nov 2
woody pines 2-bedroom cabin in amazing Tyler, Texas. area with cool AC
A bedroom with a canopy bed, a desk with a lamp, and a window with curtains.

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 ￥18,017
￥26,972 total
includes taxes & fees
Oct 29 - Oct 30
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 ￥17,324
￥26,238 total
includes taxes & fees
Nov 16 - Nov 17
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 traveler
The price is ￥24,253
￥34,685 total
includes taxes & fees
Nov 2 - Nov 3
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 ￥35,406
￥42,113 total
includes taxes & fees
Oct 29 - Oct 30
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 traveler
The price is ￥10,165
￥11,689 total
includes taxes & fees
Oct 31 - Nov 1
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 ￥15,641
￥32,615 total
includes taxes & fees
Nov 2 - Nov 3
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 ￥13,465
￥23,933 total
includes taxes & fees
Nov 3 - Nov 4
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 ￥35,294
￥41,979 total
includes taxes & fees
Oct 30 - Oct 31
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 ￥18,111
￥30,852 total
includes taxes & fees
Oct 29 - Oct 30
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 hotel room with two beds, a painting on the wall, a desk with a lamp, and a window with curtains.

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 traveler
The price is ￥9,862
￥12,650 total
includes taxes & fees
Nov 1 - Nov 2
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 ￥8,215
￥20,241 total
includes taxes & fees
Nov 4 - Nov 5
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 ￥35,294
￥42,294 total
includes taxes & fees
Oct 30 - Oct 31
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.
The price is ￥12,797
￥26,773 total
includes taxes & fees
Oct 29 - Oct 30
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

Courtyard by Marriott Tyler

Courtyard by Marriott Tyler

8/10 Good
"Was great"
Jennifer 1-night trip
Posted 10 hours ago
Courtyard by Marriott Tyler

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 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?

STAY TYLER @ Faulkner- amazing location : This vacation home near Winona is located in the city center and has a patio, a barbecue grill, 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 you can cook with friends or family.

How many vacation rentals will I find in Winona?

With 3 Expedia vacation rentals, you're sure 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 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.