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Winona Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

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 AED 367
AED 628 total
includes taxes & fees
17 Nov - 18 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)
"Beautiful Log Cabin, we stayed at the main cabin and our stay was wonderful. Quiet, peaceful, surrounded by pine trees,cows in the ranch across the street. Was our 1st Anniversary and we really enjoyed our stay!"
United States
Garth
The price is AED 345
AED 476 total
includes taxes & fees
18 Nov - 19 Nov
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 AED 364
AED 540 total
includes taxes & fees
12 Nov - 13 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 AED 426
AED 496 total
includes taxes & fees
12 Nov - 13 Nov
Cozy Tiny Home in Heart of Big Sandy
A wooden bathroom with a granite countertop, a glass bowl, a mirror, and a towel rack.

5. 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 price is AED 364
AED 540 total
includes taxes & fees
12 Nov - 13 Nov
The Barn Loft at the Flyin H Ranch
A wooden cabin with a sloped roof, surrounded by tall trees.

6. 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 AED 420
AED 600 total
includes taxes & fees
16 Nov - 17 Nov
The Tree House Cabin
A rustic wooden cabin with a kitchen featuring a stove, sink, and a clock on the wall.

7. The Sloth Squirrel's Cabin

The Sloth Squirrel's Cabin
Tyler
9.6 out of 10, Exceptional, (36 reviews)
"We enjoyed our stay there"
United States
Rhonda P.
The price is AED 404
AED 583 total
includes taxes & fees
12 Nov - 13 Nov
The Sloth Squirrel's Cabin
An outdoor seating area with wicker furniture and a fire pit.

8. 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 AED 496
AED 626 total
includes taxes & fees
16 Nov - 17 Nov
woody pines 2-bedroom cabin in amazing Tyler, Texas. area with cool AC
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 AED 566
AED 765 total
includes taxes & fees
18 Nov - 19 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 AED 823
AED 942 total
includes taxes & fees
17 Nov - 18 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. 2 Queen Beds | Non-Smoking, Kitchen

2 Queen Beds | Non-Smoking, Kitchen
Tyler TX
10.0 out of 10, Exceptional, (109 reviews)
"Helpful reception staff, plus the location is fantastic for water parks."
United States
Anonymous traveler
The price is AED 201
AED 231 total
includes taxes & fees
12 Nov - 13 Nov
2 Queen Beds | Non-Smoking, Kitchen
A small cabin with a front porch, a door, and a window.

12. Cana Cottage

Cana Cottage
Tyler
10.0 out of 10, Exceptional, (54 reviews)
"This is my second time staying on the property. Lydia is very accommodating and I love seeing the pups, goats and other wildlife on the property. This is my go to place to stay while visiting family every year. So much better than a hotel."
United States
Crystal M.
The price is AED 209
AED 461 total
includes taxes & fees
3 Dec - 4 Dec
Cana Cottage
A dining area with wooden tables and chairs, potted plants, and hanging pendant lights.

13. Tyler TX | King Bed

Tyler TX | King Bed
Tyler TX
10.0 out of 10, Exceptional, (55 reviews)
"Really enjoyed the private bathroom, totally worth it for comfort's sake!"
United States
Anonymous traveler
Tyler TX | King Bed
A spacious living room with a gray sofa, a fireplace, and a ceiling fan.

14. 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)
"Loved the stay, we had a lot off fun."
United States
Johannes v.
The price is AED 347
AED 697 total
includes taxes & fees
15 Nov - 16 Nov
Cozy 2 bedroom 2 bath duplex near UT Tyler!
A spacious living room with exposed ceilings, a large sofa, a coffee table, and a globe.

15. Studio in the Heart of Tyler

Studio in the Heart of Tyler
Tyler
9.6 out of 10, Exceptional, (7 reviews)
"Great little place and a quiet little neighborhood. Very close to all the great restaurants."
United States
Bethany B.
Studio in the Heart of Tyler
A modern kitchen with wooden accents, stainless steel appliances, and a dining area with a patterned rug.

16. 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, (12 reviews)
"My friend & I will definitely stay here again."
United States
Pegeen H.
The price is AED 353
AED 570 total
includes taxes & fees
1 Dec - 2 Dec
The Texas Roost - 1-bedroom country guest house 7.4 miles to Kilgore College.
A room with a wooden door, a black leather sofa, two armchairs, a glass coffee table, a lamp, and a view of a garden through large windows.

17. Bright Cali-King, Fast Wifi & Private Patio

Bright Cali-King, Fast Wifi & Private Patio
Tyler
9.6 out of 10, Exceptional, (5 reviews)
"Very comfortable property. Easy access very clean. Will definitely stay again! "
United States
John C.
The price is AED 404
AED 733 total
includes taxes & fees
11 Dec - 12 Dec
Bright Cali-King, Fast Wifi & Private Patio
A lobby with a reception desk, two sofas, a chandelier, and large windows with a view of trees and buildings.

18. 1 King Bed | Non-Smoking, Kitchen

1 King Bed | Non-Smoking, Kitchen
Tyler TX
10.0 out of 10, Exceptional, (108 reviews)
"Great location, only a short drive to Wrightsville Beach which we loved!"
United States
Anonymous traveler
The price is AED 175
AED 201 total
includes taxes & fees
12 Nov - 13 Nov
1 King Bed | Non-Smoking, Kitchen
A lobby with a reception desk, two sofas, a chandelier, and large windows with a view of trees and buildings.

19. 1 King Bed | Smoking, Kitchen

1 King Bed | Smoking, Kitchen
Tyler TX
10.0 out of 10, Exceptional, (112 reviews)
"Close enough to everything we wanted to visit, plenty of food options around as well!"
United States
Anonymous traveler
The price is AED 175
AED 201 total
includes taxes & fees
12 Nov - 13 Nov
1 King Bed | Smoking, Kitchen
A living room with a green sofa, a fireplace, a dining area with a kitchen in the background.

20. Charming 2-bedroom 2 bath duplex in the heart of Tyler!

Charming 2-bedroom 2 bath duplex in the heart of Tyler!
Tyler
10.0 out of 10, Exceptional, (16 reviews)
"We’ve stayed with this host several times and it’s always a great experience!"
United States
Lauren C.
The price is AED 507
AED 892 total
includes taxes & fees
12 Dec - 13 Dec
Charming 2-bedroom 2 bath duplex in the heart of Tyler!
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

Contessa Inn

Contessa Inn

8/10 Good
"The room is very spacious, and the staff is extremely helpful and kind. Originally I was only going to stay for a week, now it's been 2 weeks."
Matthew 2-night trip
Posted 13 hours ago
Contessa Inn

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.