Winona Holiday Rentals

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Check prices for these dates

Tonight
3 Dec - 4 Dec
Tomorrow
4 Dec - 5 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Holiday Rentals in Winona

Fridge, microwave, oven, stovetop
Relaxing Country Stay with Events Welcome!

Holiday Home in 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 HK$631
HK$1,237 total
includes taxes & fees
9 Dec - 10 Dec
Relaxing Country Stay with Events Welcome!
Exterior detail
Cana Cottage | Farm Stay

Cottage in Tyler

10.0 out of 10, Exceptional, (42)
"Good design, well maintained "
United States
William
The price is HK$304
HK$891 total
includes taxes & fees
4 Dec - 5 Dec
Cana Cottage | Farm Stay
Fridge, microwave, oven, stovetop
Guesthouse on peaceful 11+ acre homestead! Pet friendly!

Holiday Home in Tyler

10.0 out of 10, Exceptional, (31)
"Our family had a great time staying here! The kids LOVED the loft, the sheep, & the livestock guardian dog Roxy! "
United States
Kayla B.
The price is HK$374
HK$882 total
includes taxes & fees
8 Dec - 9 Dec
Guesthouse on peaceful 11+ acre homestead! Pet friendly!
Interior
Charming and Historic Holly Cottage Carriage House in Downtown Tyler

Cottage in Tyler

2.0 star property
9.8 out of 10, Exceptional, (27)
"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 HK$736
HK$1,183 total
includes taxes & fees
15 Dec - 16 Dec
Charming and Historic Holly Cottage Carriage House in Downtown Tyler
Microwave, oven
The Skelly Hideout

Holiday Home in Kilgore

10.0 out of 10, Exceptional, (1)
"Will definitely be staying again . Quiet area ;)"
United States
Dreamy Y.
The price is HK$856
HK$1,690 total
includes taxes & fees
4 Dec - 5 Dec
The Skelly Hideout
Fridge, microwave, oven, stovetop
Kirk’s Kilgore Kottage - 3 bedrooms, 2 bath House

Holiday Home in Kilgore

10.0 out of 10, Exceptional, (3)
"Great host. Clean house. Good neighborhood. Would recommend."
United States
Whitney e.
The price is HK$841
HK$2,885 total
includes taxes & fees
4 Dec - 5 Dec
Kirk’s Kilgore Kottage - 3 bedrooms, 2 bath House
Pool
Cozy Wood Cottage in Tyler

Cabin in Tyler

2.0 star property
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 HK$701
HK$898 total
includes taxes & fees
4 Dec - 5 Dec
Cozy Wood Cottage in Tyler
Terrace/patio
Charming 2-bedroom house in lovely Tyler with AC

Holiday Home in Tyler

2.0 star property
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 HK$817
HK$1,525 total
includes taxes & fees
8 Dec - 9 Dec
Charming 2-bedroom house in lovely Tyler with AC
Fridge, microwave, oven, stovetop
Best Stays@ La Meza Roja, Wifi, Pet Friendly

Apartment in Tyler

9.4 out of 10, Exceptional, (8)
"Was perfect for what we needed and was a great stay"
United States
Scott M.
The price is HK$615
HK$1,781 total
includes taxes & fees
7 Dec - 8 Dec
Best Stays@ La Meza Roja, Wifi, Pet Friendly
1 bedroom, desk, iron/ironing board, free WiFi
The Cottage at Dogwood Ridge.

Cottage in Whitehouse

10.0 out of 10, Exceptional, (108)
"The Cottage was very clean, area is quiet and "
United States
Patricia H.
The price is HK$701
HK$1,311 total
includes taxes & fees
4 Dec - 5 Dec
The Cottage at Dogwood Ridge.
Individually decorated, individually furnished, laptop workspace
Cora's Cabins

Cabin in Tyler

3.0 star property
9.4 out of 10, Exceptional, (155)
"Enjoyed the stay "
United States
Benito
The price is HK$703
HK$1,186 total
includes taxes & fees
4 Dec - 5 Dec
Cora's Cabins
Property grounds
Cozy cabin in charming Hawkins with AC

Cabin in 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.
The price is HK$568
HK$1,018 total
includes taxes & fees
7 Dec - 8 Dec
Cozy cabin in charming Hawkins with AC
Interior
"Torquoise" Hospitals district/TJC smart TV’s in all bedrooms

Apartment in Tyler

2.0 star property
9.4 out of 10, Exceptional, (3)
"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.
"Torquoise" Hospitals district/TJC smart TV’s in all bedrooms
Smart TV
Cozy Home Near Gregg County Airport & Lake Cherokee

Holiday Home in Longview

9.6 out of 10, Exceptional, (5)
"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$623
HK$1,146 total
includes taxes & fees
7 Dec - 8 Dec
Cozy Home Near Gregg County Airport & Lake Cherokee
Exterior
Cozy vineyard studio with peaceful pond views.

Apartment in Gilmer

10.0 out of 10, Exceptional, (4)
"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$817
HK$1,548 total
includes taxes & fees
7 Dec - 8 Dec
Cozy vineyard studio with peaceful pond views.
Dining
Glamorous Pink Rose of Tyler!

Apartment in Tyler

2.0 star property
10.0 out of 10, Exceptional, (9)
"Super easy and great spot"
United States
Paige K.
The price is HK$1,005
HK$2,346 total
includes taxes & fees
4 Dec - 5 Dec
Glamorous Pink Rose of Tyler!
Microwave, oven, stovetop
Home away from Home- Near Tyler Airport

Cabin in 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.
The price is HK$596
HK$993 total
includes taxes & fees
4 Dec - 5 Dec
Home away from Home- Near Tyler Airport
Smart TV, fireplace
Cozy 2 bedroom 2 bath duplex near UT Tyler!

Holiday Home in Tyler

9.6 out of 10, Exceptional, (40)
"Would rent again."
Canada
Joann
The price is HK$596
HK$1,406 total
includes taxes & fees
6 Dec - 7 Dec
Cozy 2 bedroom 2 bath duplex near UT Tyler!
Exterior
The Carriage House, The Carriage House at Jeter Farmhouse

Holiday Home in Gladewater

9.6 out of 10, Exceptional, (8)
"Very nice rental "
United States
michael S.
The price is HK$848
HK$1,054 total
includes taxes & fees
7 Dec - 8 Dec
The Carriage House, The Carriage House at Jeter Farmhouse
Property grounds
Casa del Lago at Sandy Point ~ Charming 3 bedroom house with amazing lake views

Holiday Home in Tyler

10.0 out of 10, Exceptional, (6)
"The home is beautiful and in an amazing location it was very clean and Julie is an amazing host and she responded so quickly to any questions "
United States
Kasandra G.
The price is HK$946
HK$2,513 total
includes taxes & fees
4 Dec - 5 Dec
Casa del Lago at Sandy Point ~ Charming 3 bedroom house with amazing lake views
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

Sleep Inn & Suites Tyler South

Sleep Inn & Suites Tyler South

10/10 Excellent
"Wonderful stay at this hotel. It was very clean and quiet. The beds were very comfortable with plenty of pillows. The breakfast offered was varied and fresh. Plenty of options such as eggs, sausage, biscuits and gravy, cereal, breads, fruit, juice, yogurt, and coffee. If you cannot find something on this breakfast, you are too picky. The hotel is beside a beautiful walking trail and there are plenty of shopping and dining options very close."
Amy 1-night trip
Posted 4 days ago
Sleep Inn & 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?

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.