Holiday Rentals in Winona

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Holiday Rentals in Winona

Relaxing Country Stay with Events Welcome!

Winona
9.8 out of 10, Exceptional, (19)
"Great place to relax enjoyed feeding the dogs and ducks Accommodations were great awesome getaway "
United States
Ray T.
The price is €141
includes taxes & fees
1 Dec - 2 Dec
Relaxing Country Stay with Events Welcome!

Cana Cottage | Farm Stay

Tyler
10.0 out of 10, Exceptional, (42)
"Good design, well maintained "
United States
William
The price is €103
includes taxes & fees
1 Dec - 2 Dec
Cana Cottage | Farm Stay

Cora's Cabins

3.0 star property
Tyler
9.4 out of 10, Exceptional, (155)
"Enjoyed the stay "
United States
Benito
The price is €135
includes taxes & fees
1 Dec - 2 Dec
Cora's Cabins

The Tree House Cabin

Tyler
9.6 out of 10, Exceptional, (25)
"Very nice and quiet place to stay. Was as described in listing. Would stay again."
United States
Jim M.
The price is €148
includes taxes & fees
2 Dec - 3 Dec
The Tree House Cabin

Cora's Main Log Cabin

Tyler
10.0 out of 10, Exceptional, (33)
"Great getaway to relax! Just a couple of minutes from Tyler State Park and fishing ponds on property!"
United States
Anonymous traveller
Cora's Main Log Cabin

Cozy cabin in charming Hawkins with AC

Hawkins
9.0 out of 10, Wonderful, (9)
"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

Charming and Historic Holly Cottage Carriage House in Downtown Tyler

2.0 star property
Tyler
9.8 out of 10, Exceptional, (26)
"Good location. Nice neighborhood. Parking was on the street but very little to no traffic so it was ok. The host responded quickly and was very helpful. "
United States
Patricia R.
The price is €130
includes taxes & fees
1 Dec - 2 Dec
Charming and Historic Holly Cottage Carriage House in Downtown Tyler

The Floret Cottage

TYLER
10.0 out of 10, Exceptional, (2)
"Great location! We enjoyed the wonderful amenities and personal care services offered! "
United States
Kimberly G.
The price is €275
includes taxes & fees
30 Dec - 31 Dec
The Floret Cottage

The Happy Pine Cone :)

Tyler
9.8 out of 10, Exceptional, (37)
"Very cute little cabin"
United States
David s.
The price is €134
includes taxes & fees
30 Dec - 31 Dec
The Happy Pine Cone :)

The Lazy Squirrel Cabin

Tyler
9.6 out of 10, Exceptional, (36)
"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 price is €143
includes taxes & fees
1 Dec - 2 Dec
The Lazy Squirrel Cabin

The Carriage House, The Carriage House at Jeter Farmhouse

Gladewater
9.6 out of 10, Exceptional, (8)
"Very nice rental "
United States
michael S.
The price is €121
includes taxes & fees
7 Dec - 8 Dec
The Carriage House, The Carriage House at Jeter Farmhouse

The Skelly Hideout

Kilgore
10.0 out of 10, Exceptional, (1)
"Will definitely be staying again . Quiet area ;)"
United States
Dreamy Y.
The price is €197
includes taxes & fees
1 Dec - 2 Dec
The Skelly Hideout

Charming 2-bedroom house in lovely Tyler with AC

2.0 star property
Tyler
10.0 out of 10, Exceptional, (1)
"This place is the cutest. Super comfy, clean and warming from the moment you walk in. It was perfect for the 4 of us. Has everything you need. Beds were comfortable. Had a few board games for us to play and watch TV. Kitchen is spacious and has all the needs including coffee and snacks. We did not use the back patio due to lack of time. Host was great and responded very quickly. Will definitely stay here again. "
United States
Francisco H.
The price is €175
includes taxes & fees
2 Dec - 3 Dec
Charming 2-bedroom house in lovely Tyler with AC

Cozy Wood Cottage in Tyler

2.0 star property
Tyler
8.0 out of 10, Very good, (1)
"The cabin was very clean & cozy, however the television did not work so that made for a little too much quiet time! "
United States
Chris J.
The price is €103
includes taxes & fees
1 Dec - 2 Dec
Cozy Wood Cottage in Tyler

Studio | Free Breakfast. Indoor Pool

Longview
Studio | Free Breakfast. Indoor Pool

STAY TYLER @ parklen- 2 mins away from hospitals

Tyler
10.0 out of 10, Exceptional, (96)
"The house is very comfortable, and the neighborhood is quiet and well situated. My family and our two dogs very much enjoyed our stay. The hosts were communicative and very helpful. Would stay here again!"
United States
Petula W.
STAY TYLER @ parklen- 2 mins away from hospitals

Quiet house in the country - 20 minutes from Canton and Lake Fork!

Mineola
10.0 out of 10, Exceptional, (29)
"The house was great cute, clean and cozy. Would stay again!"
United States
Ana
The price is €212
includes taxes & fees
30 Dec - 31 Dec
Quiet house in the country - 20 minutes from Canton and Lake Fork!

Home away from Home- Near Tyler Airport

Tyler
10.0 out of 10, Exceptional, (3)
"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

Kirk’s Kilgore Kottage - 3 bedrooms, 2 bath House

Kilgore
10.0 out of 10, Exceptional, (3)
"Great host. Clean house. Good neighborhood. Would recommend."
United States
Whitney e.
The price is €327
includes taxes & fees
1 Dec - 2 Dec
Kirk’s Kilgore Kottage - 3 bedrooms, 2 bath House

Cozy Tiny Home in Heart of Big Sandy

Big Sandy
9.4 out of 10, Exceptional, (23)
"Very nuce perfect size for just the husband and I. Could have used just a little more privacy in the front sitting area oitside. But overall, great experience. "
United States
Jennifer W.
The price is €127
includes taxes & fees
1 Dec - 2 Dec
Cozy Tiny Home in Heart of Big Sandy
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

Find out more about Winona

Everything you need to know about Winona holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winona holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winona holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winona holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winona. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winona holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winona holiday rentals we have selected for you start as low as €100 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winona rentals

At Expedia, we put the best Winona holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winona rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winona holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winona. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Relaxing Country Stay with Events Welcome!: This highly rated holiday home rental in Winona offers a garden, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.