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Winona Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Winona vacation rentals

Coffee/tea maker, fridge, microwave, oven

1. Relaxing Country Stay with Events Welcome!

Relaxing Country Stay with Events Welcome!
Winona
10.0 out of 10, Exceptional, (27 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 SAR 304
SAR 596 total
includes taxes & fees
17 Aug - 18 Aug
Relaxing Country Stay with Events Welcome!
Interior

2. woody pines 2-bedroom cabin in amazing Tyier with cool AC breeze

woody pines 2-bedroom cabin in amazing Tyier with cool AC breeze
tyier
The price is SAR 463
SAR 649 total
includes taxes & fees
26 Aug - 27 Aug
woody pines 2-bedroom cabin in amazing Tyier with cool AC breeze
Property grounds

3. Cozy Cabins in Big Sandy

Cozy Cabins in Big Sandy
Big Sandy
9.2 out of 10, Wonderful, (9 reviews)
"It was wonderful "
United States
Nikki H.
The price is SAR 935
SAR 1,126 total
includes taxes & fees
29 Aug - 30 Aug
Cozy Cabins in Big Sandy
Exterior

4. 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 SAR 496
SAR 713 total
includes taxes & fees
17 Aug - 18 Aug
The Tree House Cabin
Coffee/tea maker, microwave, cookware/dishes/utensils

5. The Lazy Squirrel Cabin

The Lazy Squirrel Cabin
Tyler
9.6 out of 10, Exceptional, (36 reviews)
"Such a cozy cabin! It was just what we were looking for to get away. Had some trouble navigating through the trees but it was such a cozy couple of evenings on the porch!"
United States
Jami B.
The Lazy Squirrel Cabin
Terrace/patio

6. 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 SAR 681
SAR 951 total
includes taxes & fees
24 Aug - 25 Aug
Cora's Main Log Cabin
Interior

7. The Happy Pine Cone :)

The Happy Pine Cone :)
Tyler
9.8 out of 10, Exceptional, (37 reviews)
"Very cute little cabin"
United States
David s.
The price is SAR 434
SAR 647 total
includes taxes & fees
15 Sep - 16 Sep
The Happy Pine Cone :)
Interior

8. 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 SAR 434
SAR 647 total
includes taxes & fees
17 Aug - 18 Aug
The Barn Loft at the Flyin H Ranch
The Tree House Cabin | Laptop workspace, iron/ironing board (on request), WiFi (free)

9. Cora's Cabins

Cora's Cabins
3.0 star property
Tyler
9.4 out of 10, Exceptional, (161 reviews)
"I love everything in the location and that is right next to the Tayler’s State Park enclose by a few stores. What I didn’t like, is that the TV kept coming on as if someone was managing it from afar."
United States
Samuel
The price is SAR 304
SAR 534 total
includes taxes & fees
17 Aug - 18 Aug
Cora's Cabins
Smart TV

10. 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 SAR 436
SAR 537 total
includes taxes & fees
17 Aug - 18 Aug
Cozy Tiny Home in Heart of Big Sandy
Coffee/tea maker, fridge, microwave, oven

11. Charming 3-bedroom house in Tyler with AC comfort in Each Room!

Charming 3-bedroom house in Tyler with AC comfort in Each Room!
Tyler
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful home, great for our family of 4. Beds were comfortable, TV in each bedroom and living room. "
United States
Bradley C.
The price is SAR 533
SAR 862 total
includes taxes & fees
18 Aug - 19 Aug
Charming 3-bedroom house in Tyler with AC comfort in Each Room!
Dining

12. BestStays@Turquoise Near Hospitals andTJC TV’s in all bedrooms

BestStays@Turquoise Near Hospitals andTJC TV’s in all bedrooms
Tyler
2.0 out of 10, (1 review)
"Thing broken upon arrival: Oven, Garbage Disposal, Shower Door, Majority of Chairs at the table, and the Roof! Things broken upon checkout: Oven, Garbage Disposal, Shower Door, and Majority of Chairs at the table If you notice the roof was repaired upon checkout… this is because they decided to redo the roof while we were in the home with no notice to us. Roofers showed up at 6 AM pounding on the door demanding we move our cars because they are changing the roof. They then proceeded to hammer...
United States
Drew B.
The price is SAR 233
SAR 833 total
includes taxes & fees
23 Aug - 24 Aug
BestStays@Turquoise Near Hospitals andTJC TV’s in all bedrooms
Lobby

13. 1 King Bed | Non-Smoking, Kitchen

1 King Bed | Non-Smoking, Kitchen
Tyler TX
10.0 out of 10, Exceptional, (108 reviews)
"Location is not bad either being near both museums & stadium for anyone interested in local events happening nearby on their trips, perfect if visiting"
United States
Anonymous traveler
The price is SAR 227
SAR 261 total
includes taxes & fees
17 Aug - 18 Aug
1 King Bed | Non-Smoking, Kitchen
Dining

14. Tyler TX | 2 Full Bed

Tyler TX | 2 Full Bed
Tyler TX
10.0 out of 10, Exceptional, (84 reviews)
"Tired after driving all day, I found this hotel close to everything I needed. Spacious rooms with nice amenities made my stay easy."
United States
Anonymous traveler
The price is SAR 244
SAR 313 total
includes taxes & fees
17 Aug - 18 Aug
Tyler TX | 2 Full Bed
Coffee/tea maker, fridge, microwave, oven

15. Fabulous 3-bedroom house with AC in charming Tyler

Fabulous 3-bedroom house with AC in charming Tyler
Tyler
The price is SAR 432
SAR 1,170 total
includes taxes & fees
17 Aug - 18 Aug
Fabulous 3-bedroom house with AC in charming Tyler
Coffee/tea maker, fridge, microwave, oven

16. Cozy 3 Br Cottage, Walk to Hospitals

Cozy 3 Br Cottage, Walk to Hospitals
Tyler
Cozy 3 Br Cottage, Walk to Hospitals
Private kitchen

17. Luxury Downtown Townhouse w/ Game Room and Gated Lot

Luxury Downtown Townhouse w/ Game Room and Gated Lot
Tyler
9.8 out of 10, Exceptional, (11 reviews)
"Great stay."
United States
Daniel G.
Luxury Downtown Townhouse w/ Game Room and Gated Lot
Interior

18. Charming and Historic Holly Cottage Carriage House in Downtown Tyler

Charming and Historic Holly Cottage Carriage House in Downtown Tyler
Tyler
9.8 out of 10, Exceptional, (43 reviews)
"Our host was extremely kind and welcoming!"
United States
Tanya L.
The price is SAR 335
SAR 549 total
includes taxes & fees
17 Aug - 18 Aug
Charming and Historic Holly Cottage Carriage House in Downtown Tyler
Coffee/tea maker, microwave, oven, stovetop

19. 1921 Craftsman Bungalow · Charnwood Historic District

1921 Craftsman Bungalow · Charnwood Historic District
Tyler
10.0 out of 10, Exceptional, (10 reviews)
"We were so lucky to have picked Sweet Claire for our extended stay. The host was always available for questions. The home was very well equipped for all our needs. We loved our time at Sweet Claire but are really glad to be back in our remodeled home. I would highly recommend Sweet Claire for your stay however short or extended."
United States
Diana D.
The price is SAR 544
SAR 1,328 total
includes taxes & fees
18 Aug - 19 Aug
1921 Craftsman Bungalow · Charnwood Historic District
Smart TV, fireplace, computer monitors

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, (10 reviews)
"We’ve stayed with this host several times and it’s always a great experience!"
United States
Lauren C.
The price is SAR 355
SAR 753 total
includes taxes & fees
18 Aug - 19 Aug
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

10/10 Excellent
"It was 👍"
Alexis 1-night trip
Posted 1 hour 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?

Mineola "Mane" Stay Cabin Near Downtown & Adjacent to Mineola Nature Preserve: This vacation home near Winona offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a selection of games.

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 Texas College 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.