Winona Holiday Rentals

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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Winona holiday rentals

Fridge, microwave, oven, stovetop

Holiday Home in Winona

Relaxing Country Stay with Events Welcome!
9.8 out of 10, Exceptional, (20 reviews)
"Great place to relax enjoyed feeding the dogs and ducks Accommodations were great awesome getaway "
United States
Ray T.
Relaxing Country Stay with Events Welcome!
Property grounds

Cabin in Hawkins

Cozy cabin in charming Hawkins with AC
9.0 out of 10, Wonderful, (9 reviews)
"Thelma did a great job of taking care of us. The hot tub was amazing. A good place to get away from the everything. Pet friendly. "
United States
Benny G.
Cozy cabin in charming Hawkins with AC
Exterior detail

Cottage in Tyler

Cana Cottage | Farm Stay
10.0 out of 10, Exceptional, (44 reviews)
"The place was lovely. Enjoyed our time with Roxy"
United States
james c.
Cana Cottage | Farm Stay
1 bedroom, desk, iron/ironing board, free WiFi

Cottage in Whitehouse

The Cottage at Dogwood Ridge.
10.0 out of 10, Exceptional, (111 reviews)
"Absolutely loved this place! So peaceful and serene. "
United States
Amy
The Cottage at Dogwood Ridge.
Individually decorated, individually furnished, laptop workspace

Cabin in Tyler

Cora's Cabins
3.0 star property
9.4 out of 10, Exceptional, (158 reviews)
"Enjoyed the stay "
United States
Benito
Cora's Cabins
Interior

Apartment in Longview

Chic Suite in Central Longview King Bed
10.0 out of 10, Exceptional, (21 reviews)
"Loved the loft- clean and secure. "
United States
Jessica H.
Chic Suite in Central Longview King Bed
Smart TV

Holiday Home in Gladewater

The Carriage House, The Carriage House at Jeter Farmhouse
9.6 out of 10, Exceptional, (10 reviews)
"Very nice rental "
United States
michael S.
The Carriage House, The Carriage House at Jeter Farmhouse
Property grounds

Cottage in Tyler

Charming and Historic Holly Cottage Carriage House in Downtown Tyler
2.0 star property
9.8 out of 10, Exceptional, (28 reviews)
"Very cute place and unique! We enjoyed our visit "
United States
christine B.
Charming and Historic Holly Cottage Carriage House in Downtown Tyler
Pool

Cabin in Tyler

Cozy Wood Cottage in Tyler
2.0 star property
8.8 out of 10, Excellent, (3 reviews)
"The host was very accommodating and understanding. "
United States
Mindy M.
Cozy Wood Cottage in Tyler
Interior

Cabin in Tyler

The Happy Pine Cone :)
9.8 out of 10, Exceptional, (37 reviews)
"Very cute little cabin"
United States
David s.
The Happy Pine Cone :)
Interior

Cabin in Tyler

Home away from Home- Near Tyler Airport
10.0 out of 10, Exceptional, (3 reviews)
"Very cute place with everything we needed for a peaceful and relaxing stay. The stars and moon were beautiful that night out in the country. "
United States
Jennifer G.
Home away from Home- Near Tyler Airport
Interior

Holiday Home in Kilgore

Charming 3-bedroom house on quiet street in delightful Kilgore
9.4 out of 10, Exceptional, (3 reviews)
"Clean home, excellent host"
United States
Ashley S.
Charming 3-bedroom house on quiet street in delightful Kilgore
Fridge, microwave, stovetop, coffee/tea maker

Holiday Home in Mineola

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

Cabin in Tyler

The Tree House Cabin
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 Tree House Cabin
Microwave, oven

Holiday Home in Kilgore

The Skelly Hideout
10.0 out of 10, Exceptional, (2 reviews)
"Will definitely be staying again . Quiet area ;)"
United States
Dreamy Y.
The Skelly Hideout
Private kitchen

Holiday Home in Longview

Cozy Home Near Gregg County Airport & Lake Cherokee
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.
Cozy Home Near Gregg County Airport & Lake Cherokee
Exterior detail

Holiday Home in Mineola

Historic House, modern amenities and large front porch, short walk downtown
2.0 star property
9.0 out of 10, Wonderful, (6 reviews)
"Great location, very nicely appointed…definitely recommend…"
United States
Harold
Historic House, modern amenities and large front porch, short walk downtown
Microwave, coffee/tea maker, cookware/dishes/utensils

Cabin in Tyler

The Lazy Squirrel Cabin
9.6 out of 10, Exceptional, (36 reviews)
"I was looking for a few days of weekday retreat and found it. There were a few other guests on the property but it still was quiet and peaceful. If you're looking for an escape from Dallas Fort Worth that's not an all day drive then this is it!"
United States
Marc A.
The Lazy Squirrel Cabin
Interior

Cottage in TYLER

The Floret Cottage
10.0 out of 10, Exceptional, (2 reviews)
"Great location! We enjoyed the wonderful amenities and personal care services offered! "
United States
Kimberly G.
The Floret Cottage
Fridge, microwave, oven, stovetop

Holiday Home in Tyler

Charming 2-bedroom house in lovely Tyler with AC
2.0 star property
10.0 out of 10, Exceptional, (4 reviews)
"Very clean home and a comfortable couch."
United States
Tim M.
Charming 2-bedroom house in lovely Tyler with AC
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

Tru by Hilton Longview

Tru by Hilton Longview

10/10 Excellent
"Staff, room, fresh coffee, breakfast was all terrific "
Ondria 2-night trip
Posted 1 day ago
Tru by Hilton Longview

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 @ Parade of Homes : This holiday home rental outside of Winona offers a fireplace, a patio and a BBQ 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.