A field with leafless trees and a wooden fence.

Winters Vacation Rentals

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Our top choices for Winters vacation rentals

1. Beall Boulevard Bungalow - Quiet 3BR Abilene Home + large backyard

Beall Boulevard Bungalow - Quiet 3BR Abilene Home + large backyard
Abilene
The price is CA $186
CA $502 total
includes taxes & fees
Aug 19 - Aug 20
Beall Boulevard Bungalow - Quiet 3BR Abilene Home + large backyard

2. Petite Retreat - Pet Friendly for 1 Pet Only

Petite Retreat - Pet Friendly for 1 Pet Only
Abilene
9.4 out of 10, Exceptional, (22 reviews)
"Very convenient since it was close to the ABI airport and great price as well! I would definitely book again when down in Abilene!"
United States
Cynthia
The price is CA $80
CA $142 total
includes taxes & fees
Aug 23 - Aug 24
Petite Retreat - Pet Friendly for 1 Pet Only

3. Iconic West Texas Sunset and Scenic Views

Iconic West Texas Sunset and Scenic Views
Ovalo
10.0 out of 10, Exceptional, (21 reviews)
"Place was great and views were amazing, will be staying again"
United States
Tyler R.
The price is CA $311
CA $539 total
includes taxes & fees
Aug 17 - Aug 18
Iconic West Texas Sunset and Scenic Views

4. Opa's House a Tranquill Cabin on Edge of Town (Pet Friendly)

Opa's House a Tranquill Cabin on Edge of Town (Pet Friendly)
Abilene
9.8 out of 10, Exceptional, (53 reviews)
"Love this place definitely will stay again."
United States
maria e
The price is CA $204
CA $315 total
includes taxes & fees
Aug 23 - Aug 24
Opa's House a Tranquill Cabin on Edge of Town (Pet Friendly)

5. Mad Men - A Sayles Ranch Home

Mad Men - A Sayles Ranch Home
Abilene
9.4 out of 10, Exceptional, (3 reviews)
"We enjoyed our stay. The place was clean and the decor was quirky. It is very close to the Dodge Jones center which made it easy since we were there for a volleyball tournament."
United States
Jodi P.
The price is CA $163
CA $525 total
includes taxes & fees
Sep 14 - Sep 15
Mad Men - A Sayles Ranch Home

6. Lovely private 1 bedroom Casita in country setting in Abilene.

Lovely private 1 bedroom Casita in country setting in Abilene.
Abilene
10.0 out of 10, Exceptional, (4 reviews)
"Very sweet people and the place was quite and super clean."
United States
Justin T.
The price is CA $156
CA $309 total
includes taxes & fees
Aug 31 - Sep 1
Lovely private 1 bedroom Casita in country setting in Abilene.

7. Oasis Pool- Schoolie | Heated Pool and Hot Tub!

Oasis Pool- Schoolie | Heated Pool and Hot Tub!
Abilene
9.8 out of 10, Exceptional, (8 reviews)
"I really loved my stay here. The bus was super peaceful and private, and the views were amazing. The pool area was beautiful and perfect for relaxing—especially at sunset. Everything was clean and just like the pictures. I’d definitely come back!"
United States
Ashley S.
The price is CA $280
CA $641 total
includes taxes & fees
Aug 17 - Aug 18
Oasis Pool- Schoolie | Heated Pool and Hot Tub!

8. Raptor Ridge - Your Abilene Adventure Basecamp

Raptor Ridge - Your Abilene Adventure Basecamp
Abilene
10.0 out of 10, Exceptional, (2 reviews)
"Amazing host"
United States
Cory A.
The price is CA $198
CA $576 total
includes taxes & fees
Sep 14 - Sep 15
Raptor Ridge - Your Abilene Adventure Basecamp

9. The Inland Tide 3 bedrooms • 2 bath • Entire home

The Inland Tide 3 bedrooms • 2 bath • Entire home
Abilene
8.8 out of 10, Excellent, (3 reviews)
"Front bathroom rugs smelled like pee."
United States
Sarah D.
The price is CA $235
CA $638 total
includes taxes & fees
Aug 17 - Aug 18
The Inland Tide 3 bedrooms • 2 bath • Entire home

10. Spur of the Moment - West Texas Escape • Sleeps 7

Spur of the Moment - West Texas Escape • Sleeps 7
Abilene
10.0 out of 10, Exceptional, (1 review)
"It was an excellent place for my family. "
United States
Scott C.
The price is CA $300
CA $723 total
includes taxes & fees
Aug 17 - Aug 18
Spur of the Moment - West Texas Escape • Sleeps 7

11. Pearl of the West - Your Abilene Gem

Pearl of the West - Your Abilene Gem
Abilene
10.0 out of 10, Exceptional, (1 review)
"WE enjoyed our stay at this beautiful house we will be back we had such a good and relaxing time.Thank you,Ron"
United States
Ron Cheryl W.
The price is CA $298
CA $745 total
includes taxes & fees
Aug 17 - Aug 18
Pearl of the West - Your Abilene Gem

12. Roomy 4-bedroom house with large backyard in Abilene

Roomy 4-bedroom house with large backyard in Abilene
Abilene
The price is CA $416
CA $608 total
includes taxes & fees
Aug 17 - Aug 18
Roomy 4-bedroom house with large backyard in Abilene
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 Winters Hotel Reviews

Find out more about Winters

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Winters. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Winters?

Yes, you can find vacation rentals near well known sights in Winters, or you can go with a secluded option if you're looking for a relaxing stay.

What's the top vacation rental in Winters?

Opa's House a Tranquill Cabin on Edge of Town (Pet Friendly): This vacation home rental outside of Winters is located in a rural location and has a selection of games, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What’s there to see and do in Winters?

Visit the sights such as Fort Chadbourne while you're exploring the area.

What’s a vacation rental in Winters like?

A vacation rental is a private property you can stay in for short or long periods in Winters. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.