Winona Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Winona holiday rentals

Fridge, microwave, oven, stovetop

Relaxing Country Stay with Events Welcome!

Relaxing Country Stay with Events Welcome!
Winona
10.0 out of 10, Exceptional, (22 reviews)
"Great place to relax enjoyed feeding the dogs and ducks Accommodations were great awesome getaway "
United States
Ray T.
The price is HK$634
HK$1,243 total
includes taxes & fees
10 Mar - 11 Mar
Relaxing Country Stay with Events Welcome!
Individually decorated, individually furnished, laptop workspace

Cora's Cabins

Cora's Cabins
3.0 star property
Tyler
9.4 out of 10, Exceptional, (158 reviews)
"Enjoyed the stay "
United States
Benito
The price is HK$669
HK$1,152 total
includes taxes & fees
9 Apr - 10 Apr
Cora's Cabins
Exterior detail

Cana Cottage | Farm Stay

Cana Cottage | Farm Stay
Tyler
10.0 out of 10, Exceptional, (44 reviews)
"The place was lovely. Enjoyed our time with Roxy"
United States
james c.
The price is HK$344
HK$936 total
includes taxes & fees
6 Apr - 7 Apr
Cana Cottage | Farm Stay
Interior

Guesthouse on peaceful 11+ acre homestead! Pet friendly!

Guesthouse on peaceful 11+ acre homestead! Pet friendly!
Tyler
10.0 out of 10, Exceptional, (37 reviews)
"We loved this place! Would definitely come back! "
United States
Courtney B.
The price is HK$524
HK$1,044 total
includes taxes & fees
6 Apr - 7 Apr
Guesthouse on peaceful 11+ acre homestead! Pet friendly!
Private kitchen

Cozy Home Near Gregg County Airport & Lake Cherokee

Cozy Home Near Gregg County Airport & Lake Cherokee
Longview
9.6 out of 10, Exceptional, (5 reviews)
"Wonderful little property. Everything you need and very clean and comfortable. Host was easy to work with. I would definately stay here again."
United States
Teri T.
The price is HK$626
HK$1,151 total
includes taxes & fees
15 Mar - 16 Mar
Cozy Home Near Gregg County Airport & Lake Cherokee
Interior

Chic Suite in Central Longview King Bed

Chic Suite in Central Longview King Bed
Longview
10.0 out of 10, Exceptional, (21 reviews)
"Loved the loft- clean and secure. "
United States
Jessica H.
The price is HK$618
HK$2,295 total
includes taxes & fees
10 Mar - 11 Mar
Chic Suite in Central Longview King Bed
Interior

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 HK$743
HK$1,179 total
includes taxes & fees
19 Mar - 20 Mar
The Happy Pine Cone :)
Fridge, microwave, stovetop, coffee/tea maker

Cozy tiny home in the pines - 20 minutes from Canton and Lake Fork!

Cozy tiny home in the pines - 20 minutes from Canton and Lake Fork!
Mineola
9.2 out of 10, Wonderful, (30 reviews)
"Beautiful location tiny home is immaculate condition. It was only an overnight trip, but it was well worth it. Will be looking forward to another stay when possible."
United States
Jeffry A.
The price is HK$665
HK$1,369 total
includes taxes & fees
15 Mar - 16 Mar
Cozy tiny home in the pines - 20 minutes from Canton and Lake Fork!
1 bedroom, desk, iron/ironing board, free WiFi

The Cottage at Dogwood Ridge.

The Cottage at Dogwood Ridge.
Whitehouse
10.0 out of 10, Exceptional, (112 reviews)
"Absolutely loved this place! So peaceful and serene. "
United States
Amy
The price is HK$704
HK$1,317 total
includes taxes & fees
11 Mar - 12 Mar
The Cottage at Dogwood Ridge.
Terrace/patio

Studio | Free Breakfast. Indoor Pool

Studio | Free Breakfast. Indoor Pool
Longview
The price is HK$838
HK$1,121 total
includes taxes & fees
15 Mar - 16 Mar
Studio | Free Breakfast. Indoor Pool
Exterior

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$860
HK$1,303 total
includes taxes & fees
12 Mar - 13 Mar
The Tree House Cabin
Dining

"Torquoise" Hospitals district/TJC smart TV’s in all bedrooms

"Torquoise" Hospitals district/TJC smart TV’s in all bedrooms
Tyler
9.4 out of 10, Exceptional, (3 reviews)
"Place was in a good location and more than enough room for more than 6 people. Close to the main area as well. Definitely will book again "
United States
Monica L.
The price is HK$626
HK$1,732 total
includes taxes & fees
23 Mar - 24 Mar
"Torquoise" Hospitals district/TJC smart TV’s in all bedrooms
Property grounds

Charming and Historic Holly Cottage Carriage House in Downtown Tyler

Charming and Historic Holly Cottage Carriage House in Downtown Tyler
Tyler
10.0 out of 10, Exceptional, (31 reviews)
"Clean comfortable accomodations, beautiful garden and welcoming host!"
United States
Andrea B.
The price is HK$739
HK$1,189 total
includes taxes & fees
12 Mar - 13 Mar
Charming and Historic Holly Cottage Carriage House in Downtown Tyler
1 bedroom, iron/ironing board, WiFi, bed sheets

Cozy vineyard studio with peaceful pond views.

Cozy vineyard studio with peaceful pond views.
Gilmer
10.0 out of 10, Exceptional, (6 reviews)
"It is an excellent place to stay. Very clean, comfortable, and quiet. Great host. Look forward to staying there again. "
United States
Joe karen K.
The price is HK$821
HK$1,525 total
includes taxes & fees
15 Mar - 16 Mar
Cozy vineyard studio with peaceful pond views.
Exterior detail

Historic House, modern amenities and large front porch, short walk downtown

Historic House, modern amenities and large front porch, short walk downtown
Mineola
9.2 out of 10, Wonderful, (7 reviews)
"Great location, very nicely appointed…definitely recommend…"
United States
Harold
The price is HK$665
HK$1,234 total
includes taxes & fees
10 Mar - 11 Mar
Historic House, modern amenities and large front porch, short walk downtown
Smart TV

The Carriage House, The Carriage House at Jeter Farmhouse

The Carriage House, The Carriage House at Jeter Farmhouse
Gladewater
9.8 out of 10, Exceptional, (11 reviews)
"Amazing hosts with beautiful home!"
United States
Emily S.
The price is HK$852
HK$1,059 total
includes taxes & fees
19 Mar - 20 Mar
The Carriage House, The Carriage House at Jeter Farmhouse
Pool

Cozy Wood Cottage in Tyler

Cozy Wood Cottage in Tyler
Tyler
8.8 out of 10, Excellent, (3 reviews)
"The host was very accommodating and understanding. "
United States
Mindy M.
The price is HK$704
HK$903 total
includes taxes & fees
11 Mar - 12 Mar
Cozy Wood Cottage in Tyler
Smart TV, fireplace

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, (44 reviews)
"We love having the garage to park in! The space and rooms were perfect for our family of 4 for the couple of days we were in Tyler! "
United States
Shelby B.
The price is HK$753
HK$1,585 total
includes taxes & fees
10 Mar - 11 Mar
Cozy 2 bedroom 2 bath duplex near UT Tyler!
Fridge, microwave, oven, stovetop

Best Stays@ La Meza Roja, Wifi, Pet Friendly

Best Stays@ La Meza Roja, Wifi, Pet Friendly
Tyler
9.0 out of 10, Wonderful, (10 reviews)
"Was perfect for what we needed and was a great stay"
United States
Scott M.
The price is HK$618
HK$1,806 total
includes taxes & fees
15 Mar - 16 Mar
Best Stays@ La Meza Roja, Wifi, Pet Friendly
Microwave, coffee/tea maker, cookware/dishes/utensils

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 price is HK$821
HK$1,262 total
includes taxes & fees
16 Mar - 17 Mar
The Lazy Squirrel Cabin
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winona Hotel Reviews

Comfort Suites Tyler South

Comfort Suites Tyler South

10/10 Excellent
"Everything was great. Awesome people to deal with. Thank you. "
Michael 2-night trip
Posted 10 hours ago
Comfort Suites Tyler South

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 @Alamo Lux Livin up to 11-Fast wifi : This holiday home rental outside of Winona offers a selection of games, a BBQ and air conditioning to help you feel perfectly comfortable 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 Jarvis Christian College 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.