A field with leafless trees and a wooden fence.

Winters Vacation Rentals

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Winters vacation rentals

A compact kitchenette with a microwave, coffee maker, and a small refrigerator.

1. The Half Pint - Pet Friendly for 1 Pet Only

The Half Pint - Pet Friendly for 1 Pet Only
Abilene
9.4 out of 10, Exceptional, (23 reviews)
"It was a perfect place to spend my vacation. The area was lovely and quiet. I felt safe and secure. The rain maker shower just the right end to long days. I hope its available for my future stays."
United States
nichol L.
$98 nightly
The price is $102
Oct 12 - Oct 13
Total with taxes and fees
The Half Pint - Pet Friendly for 1 Pet Only
A compact kitchenette with a built-in oven, a coffee maker, and a refrigerator.

2. 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, (8 reviews)
"The house was the perfect size and so cute! The parking was a perfect size for our vehicle and the outside area was so cozy. We had everything we needed and felt so relaxed."
United States
Aide M.
$226 nightly
The price is $238
Oct 10 - Oct 11
Total with taxes and fees
Lovely private 1 bedroom Casita in country setting in Abilene.
Interior

3. His Cabin, Her Cottage

His Cabin, Her Cottage
Ovalo
10.0 out of 10, Exceptional, (2 reviews)
"The cabin was a great place to relax and enjoy the natural beauty all around. The owners are welcoming and responsive to whatever we needed. We will be back!"
United States
Luke C.
$571 nightly
The price is $601
Nov 1 - Nov 2
Total with taxes and fees
His Cabin, Her Cottage
Living area

4. Iconic West Texas Sunset and Scenic Views

Iconic West Texas Sunset and Scenic Views
Ovalo
10.0 out of 10, Exceptional, (22 reviews)
"We had a wonderful stay with a very nice view and peaceful and quiet."
United States
Jeremy R.
$366 nightly
The price is $386
Oct 4 - Oct 5
Total with taxes and fees
Iconic West Texas Sunset and Scenic Views
A living room with a brown leather sofa, a wooden coffee table, a lamp, a television, and a dining area with a table and chairs.

5. 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, (57 reviews)
"Love this place definitely will stay again."
United States
maria e
$217 nightly
The price is $228
Oct 5 - Oct 6
Total with taxes and fees
Opa's House a Tranquill Cabin on Edge of Town (Pet Friendly)
A covered patio with a wooden pergola, a barbecue area, and a grassy yard.

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

Beall Boulevard Bungalow - Quiet 3BR Abilene Home + large backyard
Abilene
10.0 out of 10, Exceptional, (2 reviews)
"Great spot as advertised.Had a little hiccup with the door code to get in, but host responded and had us inside within minutes."
United States
Benjamin B.
$359 nightly
The price is $378
Oct 4 - Oct 5
Total with taxes and fees
Beall Boulevard Bungalow - Quiet 3BR Abilene Home + large backyard
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

Cobblestone Inn & Suites - Winters

Cobblestone Inn & Suites - Winters

8/10 Good
"Helpful and courteous staff, clean and spacious room"
Ann 1-night trip
Posted 2 days ago
Cobblestone Inn & Suites - Winters

Find out more about Winters

Everything you need to know about Winters vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winters vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Winters vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winters vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $102 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winters rentals

At Expedia, we put the best Winters vacation 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 Winters 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 Winters vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winters. 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 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?

Large 3 bedroom, 2 bath house on 1 acre with pool table, arcade games, fun!!!: This vacation home rental outside of Winters offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and an arcade game room.

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.