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Top Holiday Rentals in Winona

View from property
HIDEAWAY at HAWKINS!East TX LAKEFRONT Cabin in the Trees-Firepit-Private dock🐟
10.0 out of 10, Exceptional, (203)
"The house was perfect for our impromptu anniversary "get-away". Chris and i started dating 43 years ago and have been married for 39! We have no complaints. Our time was lovely... we didn't want to leave. Thank you! Chris & Cristi Scott"
HIDEAWAY at HAWKINS!East TX LAKEFRONT Cabin in the Trees-Firepit-Private dock🐟
Property grounds
The Cottage at Dogwood Ridge.
10.0 out of 10, Exceptional, (78)
"It was a wonderful stay! The Cottage has such nice touches and finishes. They think of everything you could need. I ordered a flower arrangement, fire side s'more's, fresh fruits and pastries. All of it was phenomenal. The owner is very kind and accessible. The outside hot tub was so relaxing and the fire pit was so enjoyable. I recommend this place to anyone that’s looking for a peaceful getaway."
The price is £145
includes taxes & fees
23 May - 24 May
The Cottage at Dogwood Ridge.
Vintage Cottage on Lake!<br>Fish Camp Cabin<br>FREE kayak, canoe & bike use!<br>
10.0 out of 10, Exceptional, (192)
"Great property. Great collection of fishing, camping memorabilia. Brought back a lot of fun memories."
Vintage Cottage on Lake!<br>Fish Camp Cabin<br>FREE kayak, canoe & bike use!<br>
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Property grounds
Waterfront - Winding Trail Lodge, Sleeps 6, Enjoy Amenities on Holly Lake Ranch
10.0 out of 10, Exceptional, (208)
"Over a year ago, we started looking for a place with natural beauty and within the band of totality during the April 8th Solar Eclipse. We also needed someplace affordable and although we zeroed in on Texas, it seemed that many places didn't meet our requirements. Holly Lake Ranch met all our needs and more. What a gorgeous and restful setting and a completely comfortable and clean home. The huge windows that look out into the trees and the path leading to the lake was my favorite thing and it's...
Waterfront - Winding Trail Lodge, Sleeps 6, Enjoy Amenities on Holly Lake Ranch
Outdoor pool
Welcome to the “The Barn”.
10.0 out of 10, Exceptional, (42)
"My husband, daughter and I had the best stay at the barn! The barn was exactly what we were looking for, and just the perfect place! It was super clean, had all the ammenities and was lacking nothing. We absolutely loved the fact that it wasn’t right in town, and had a country feel. Kristin and Gary were amazing hosts…we so appreciated their hospitality! We can’t wait for another getaway at the barn!"
Welcome to the “The Barn”.
Exterior
Willow's Cabin - Cozy Cabin Nestled In The Woods
10.0 out of 10, Exceptional, (61)
"The owners of this property are SO helpful, accommodating, and are so quick to respond to your messages and questions. The cabin is so cute and quaint, and has all you'll need for your stay. The pig sanctuary is right across from the cabin, and they really take the time to introduce you to the "residents", (they know all of them by name, and there's over 100 of them!),answer questions, and let you interact with the animals...who LOVE belly rubs, btw! My daughter and I had the BEST time, and...
Willow's Cabin - Cozy Cabin Nestled In The Woods
Fridge, microwave, oven, stovetop
STAY TYLER @Alamo Lux Livin up to 11-Fast wifi
10.0 out of 10, Exceptional, (51)
"House was very clean and in a great little neighborhood! We stayed there for a weekend of wedding festivities and enjoyed our stay. I would highly recommend this property! :)"
The price is £257
includes taxes & fees
2 Jun - 3 Jun
STAY TYLER @Alamo Lux Livin up to 11-Fast wifi
Property grounds
SHADY CEDAR LOG CABIN in the WOODS: East TX Spiritual Retrt w 42ac, Pool access
10.0 out of 10, Exceptional, (5)
"Lovely property. Great for a peaceful getaway."
The price is £139
includes taxes & fees
11 Jun - 12 Jun
SHADY CEDAR LOG CABIN in the WOODS: East TX Spiritual Retrt w 42ac, Pool access
Fridge, microwave, oven, stovetop
STAY TYLER @ NEWMO (ALAMO 2)⭐️🌟
10.0 out of 10, Exceptional, (38)
"Everything was as described and clean and owners were easy to work with! We stayed for our son’s graduation weekend and it was so nice to have plenty of space and common areas and kitchen. Would definitely stay again/highly recommend!"
The price is £252
includes taxes & fees
27 May - 28 May
STAY TYLER @ NEWMO (ALAMO 2)⭐️🌟
TV, Netflix, streaming services
Chic Suite in Central Longview King Bed
10.0 out of 10, Exceptional, (18)
"I grew up in Longview and now live in Austin. This is absolutely my favorite place to stay when I return to town to visit friends and family. Ice cream shop, brewery, restaurants all within a few steps outside the door. What more could you ask for?"
The price is £233
includes taxes & fees
23 May - 24 May
Chic Suite in Central Longview King Bed
Living area | Smart TV
STAY TYLER @ parklen- 2 mins away from hospitals
10.0 out of 10, Exceptional, (74)
"The host was accommodating, House was great if you need a short or long stay."
The price is £231
includes taxes & fees
27 May - 28 May
STAY TYLER @ parklen- 2 mins away from hospitals
Property grounds
Kilgore Gem: Pet-Friendly Cabin w/ Duck Pond!
10.0 out of 10, Exceptional, (3)
"Cabin was perfect for our stay and was in a great quiet location. Our dogs loved the fenced yard."
Kilgore Gem: Pet-Friendly Cabin w/ Duck Pond!
Property grounds
Amazing Private Oasis n Resort Heated Pool Hot Tub
10.0 out of 10, Exceptional, (31)
"Truly a resort experience but in a home. Amenities galore, wonderful large pool with waterfall, hot tub and swim-up ledge for drinks or food, Bedrooms off the large deck, each with private bath. Kitchen has every utensil and tool needed for any meal. Large windows on the deck looking onto the pool to keep an eye on kids. A/C works great in the hottest part of Summer. Quiet and secluded from other houses in the area. Homeowner thinks of everything a guest might need. This was our second year to...
Amazing Private Oasis n Resort Heated Pool Hot Tub
TV, fireplace, books
'The Pink Azalea' - Tyler Home w/ Yard + Patio!
10.0 out of 10, Exceptional, (9)
"The Azalea house was perfect for our Girls trip. The house is charming and so cute and the neighborhood is beautiful. We walked the neighborhood every evening. The house was clean, inviting, and comfortable. The house had everything we needed. We had a couple questions when we arrived and the host was responded right away and later checked with us to make sure all was well. Our group is already planning a repeat visit!"
'The Pink Azalea' - Tyler Home w/ Yard + Patio!
Exterior
Cana Cottage | Farm Stay
10.0 out of 10, Exceptional, (17)
"This is a darling little place that gives you a feeling of getting away from it all without being too far away from it all. It is the perfect spot to enjoy a morning cup of coffee on the little front porch listening to the birds. We especially enjoyed the sheep and watching the dogs work to guard their flock. We would definitely stay again!"
The price is £106
includes taxes & fees
30 May - 31 May
Cana Cottage | Farm Stay
Exterior
Upscaled LOFT With A Twist on World's Richest Acre
10.0 out of 10, Exceptional, (6)
"We had a blast celebrating my daughters birthday. The loft is so cute and has everything you need. The location is great and lets you enjoy the quint downtown. The Christmas lights on the oil derricks made the night skyline more special. Precious was very accommodating with any questions or requests we had. I can’t thank her enough for sharing this beautiful space and allowing us to use it to make wonderful memories."
The price is £193
includes taxes & fees
25 May - 26 May
Upscaled LOFT With A Twist on World's Richest Acre
Living area | Smart TV, fireplace
Cozy 2 bedroom 2 bath duplex near UT Tyler!
10.0 out of 10, Exceptional, (11)
"We stayed one night for my daughter’s graduation from UT Tyler! The location was perfect and it was the perfect size for what we needed for family!"
The price is £172
includes taxes & fees
26 May - 27 May
Cozy 2 bedroom 2 bath duplex near UT Tyler!
Aerial view
'Little Lucky Star' w/ Pond, Boat & Pasture View!
10.0 out of 10, Exceptional, (68)
"I enjoyed a peaceful stay at this property. My wife and I enjoyed waking up to the sounds of chirping birds, leaves bristling in the wind, the sights of beautiful livestock and, nature. The host was always available via text and made sure we were enjoying ourselves. I definitely recommend this spot to anyone looking to get away from the hustle of a major city or life. You have everything you need."
'Little Lucky Star' w/ Pond, Boat & Pasture View!
Pool
Vintage Lakefront Cottage, Private Dock, Firepit, 2 Kayaks!
9.8 out of 10, Exceptional, (99)
"Very peaceful and had everything that we might need in the cabin. Had a great time."
Vintage Lakefront Cottage, Private Dock, Firepit, 2 Kayaks!
Exterior
Cozy Farmstay Cabin with Pond, Firepit & Nature Trails
9.8 out of 10, Exceptional, (61)
"Had a girls trip to the country to relax and it was every bit of what we wanted. Feeding cows, playing with goats, fishing and PARKER! He was the sweetest dog. Perfect description. The Gomez Family are great. Communication is great super friendly. No complaints. I will definitely be bringing my family back.THANK YOU!!"
The price is £211
includes taxes & fees
7 Jun - 8 Jun
Cozy Farmstay Cabin with Pond, Firepit & Nature Trails
Don't see what you're looking for?
See all available properties in Winona
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.

Winona Holiday Rental Travel Info

Number of holiday rentals
3
Popular accommodation
Winona private holiday homes
Known landmarks
Tyler State Park, Tiger Creek Wildlife Refuge and Pine Springs Golf Course
International airport
Tyler, TX (TYR-Pounds Regional)

Other types of properties in Winona you may be interested in

Lobby
La Quinta Inn & Suites by Wyndham Tyler South
3.0 star property
8.6 out of 10, Excellent, (1001)
"N/A"
The price is £81
includes taxes & fees
23 May - 24 May
La Quinta Inn & Suites by Wyndham Tyler South
Exterior
Holiday Inn Express Suites South - Tyler, an IHG Hotel
2.5 star property
8.6 out of 10, Excellent, (863)
"Great location, great staff and great breakfast "
The price is £79
includes taxes & fees
16 Jun - 17 Jun
Holiday Inn Express Suites South - Tyler, an IHG Hotel
Exterior
12 Oaks Hotel
2.5 star property
8.6 out of 10, Excellent, (1001)
"It was very clean. Staff was very friendly. The only thing I didn't like was the smell of the freshener used as I'm very sensitive and typically floral type smells give me a headache, but once I was in the room for a bit, I didn't notice it. "
The price is £68
includes taxes & fees
23 May - 24 May
12 Oaks Hotel
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.

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 £116 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?

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.

What’s there to see and do in Winona?

Explore the area and family-friendly sights such as Mrs. Lee's Daffodil Garden, or get out into nature at a spot like Tyler State Park. Jarvis Christian College and Texas 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.

Recent reviews of Winona properties
Expedia verified reviews

Hilton Garden Inn Tyler

Hilton Garden Inn Tyler

5/5 Excellent
"Very nice hotel"
A verified traveller stayed at Hilton Garden Inn Tyler
Posted 2 days ago
Hilton Garden Inn Tyler