Vacation rentals in Winters

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Top-rated vacation rentals in Winters

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The charming exterior of the home features a light-colored facade with a steeply pitched roof. Two rocking chairs are positioned on the porch, inviting relaxation. Large windows allow natural light to enhance the welcoming appearance.
Home in Ballinger
5 out of 5 average rating, 56 reviews

The Desert Willow House: An A+ Accommodation!

This cute home boasts a very peaceful and classy vibe. It is located in the heart of town on a quiet street. The master bedroom, with a queen bed, has its own Roku TV and its own full bathroom. Bedroom 2 has a queen bed and a TV with a Roku. Bedroom 3 has a double bed. The couch has a queen sized memory foam mattress that can be pulled out and made into a bed. This house just invites you to rest and enjoy your time in style as you slow down in our cute little west Texas town of Ballinger!!

Top guest favorite
A rustic wooden cabin is seen with a vibrant red door, surrounded by lush green trees. Benches are positioned on the deck, and Adirondack chairs are placed in the yard, creating a welcoming outdoor space for relaxation.
Home in Buffalo Gap
4.97 out of 5 average rating, 201 reviews

The Canary House -a Renovated Historic Hidden Gem!

Kick back and relax in this calm, just-remodeled space under the oak trees in historic Buffalo Gap. The master bedroom was a 1-room schoolhouse from the 1890's to 1914, where "Miss Sallie" Young taught (after she retired from 54 years in Texas public schools). After many additions and updates, it's now a quiet part of a Church Camp property (which you're welcome to explore). Perini Ranch Restaurant is nearby, as well as several other great places to eat - not to mention Abilene is 8 miles away.

Top guest favorite
A charming treehouse is nestled among large oak trees. A spiral staircase leads to a balcony with a view. The surrounding area features a grassy lawn and a wooden swing hanging from a nearby tree, creating a serene outdoor setting.
Treehouse in Baird
4.98 out of 5 average rating, 226 reviews

Ryders Treehouse: Romance, Privacy, and Fishing!

A peaceful, private treehouse retreat on an 800-acre ranch—perfect for romance, relaxation, and outdoor adventure. Enjoy stunning sunrises, sunsets, and stargazing in total seclusion. Spot wildlife, hear wolves howl, and wake up to cows and horses grazing nearby. Go fishing in stocked ponds, unwind by the fire, and experience the magic of nature. Enjoy a cozy outdoor shower / complimentary wine. Need more space? View our Magical Treehouse w/ a hot tub: www.airbnb.com/rooms/1050765478693854760.

Guest favorite
A panoramic view of rolling hills is displayed, featuring lush green vegetation under a clear blue sky. The horizon showcases distant hills, enhancing the serene, natural setting of the property.
Guesthouse in Tuscola
5 out of 5 average rating, 23 reviews

Hilltop Hideaway, The Honey Haus

Come escape to the peaceful outdoors in the Honey Haus for two. Sit outside on the patio with your favorite drink and capture the breathtaking views. There is an infinity swimming pool waiting for you showcasing beautiful sunsets. A propane grill and mesquite smoker for your dining pleasure are provided. Enjoy smores around the firepit or sit back and enjoy the stars! Excellent retreat no matter whether hunting, attending an event close by, or just wanting to relax for a romantic getaway!

Top guest favorite
The roof of the caboose provides a vantage point overlooking the lush greenery of Elm Valley, with expansive skies painted in soft hues of orange and blue as the sun sets. The serene landscape evokes a sense of tranquility and open space.
Train in Tuscola
5 out of 5 average rating, 132 reviews

Secluded railcar and caboose with incredible view

Quiet and peaceful setting overlooking Elm Valley just 9 min from Buffalo Gap. The fully renovated railcar and caboose are connected by a large back patio that boasts one of the most spectacular views in Taylor County. The railcar is the larger of the two and has a king size bed, walk in shower, full kitchen, and living area. The caboose has a queen size bed, small living area, half bath, mini fridge and coffee bar. Smart TVs and WI-FI in each. Relax and unwind at this one of a kind retreat.

Top guest favorite
A spacious living room features a comfortable sectional couch adorned with decorative pillows. A round coffee table sits centrally, with a Smart TV mounted on a white console against the wooden wall. Natural light enters through windows, enhancing the warm wood tones throughout.
Cabin in Coke County
5 out of 5 average rating, 121 reviews

The Cabin

Our cabin is in north Coke County near the small ghost town of Sanco. The property has been in our family for 5 generations. It offers beautiful views, sunrises, sunsets and star gazing. Come enjoy the views from the wrap around porch or the comforts of the couch. The small town of Robert Lee is just 5 minutes south where you will find Lake Spence, a 9 hole golf course, coffee shop, boutique and 2 restaurants. We are centrally located near, San Angelo, Abilene and not far from Midland.

Guest favorite
The historic building features a light-colored façade with arched entryways. Street signs indicate Hutchings Avenue, while traffic lights hang prominently above. Large windows illuminate the front, and iron fencing lines the sidewalk, contributing to the building's classic architectural charm.
Apartment in Ballinger
4.98 out of 5 average rating, 126 reviews

1886 De-Constructed: 1 King, 2 Fulls, 1 Bath

1886 De-constructed: This unique 2-1 apartment is spread across the entire 2nd floor of a historic downtown Ballinger building. Recently remodeled from 1950's era offices into a beautiful living space boasting 14' ceilings, gorgeous original windows, and over 3k sqft of living space. The stone and shiplap walls have been uncovered and are on full display after being hidden for over 130 yrs. A variety of locally owned boutiques, antique stores, and restaurants are just steps away.

Top guest favorite
Guesthouse in Abilene
4.97 out of 5 average rating, 122 reviews

Country Cottage by the Pool • Abilene Texas

Escape to a peaceful country retreat in Abilene (Potosi), Texas. This charming 1-bed, 1-bath guest house features a full kitchen & overlooks a serene backyard pool. Set on 40 scenic acres outside city limits, guests may see horses grazing in the pastures, friendly Collies, and our regal farm cat, Major. Experience quiet rural living just minutes from restaurants, entertainment, Abilene Regional Airport, and hospitals- the perfect blend of comfort and convenience.

Top guest favorite
A king-sized bed is positioned against a pale wall, adorned with a variety of decorative pillows and a patterned blanket. A bedside table holds a lamp, while a framed quote hangs above, adding a personal touch to the cozy sleeping space.
Cottage in Winters
4.97 out of 5 average rating, 194 reviews

Cottage on Commerce

Just a few blocks from downtown Winters, TX shopping and restaurants, this little cottage is nestled in a quiet neighborhood with a front yard and large trees. Drinks and snacks are complementary to all of our guests. Whether you are passing through or here to enjoy a quiet weekend, you will be treated as our special guests with amenities such as Wi-Fi, waters, snacks and an assortment of movies, games and books.

Superhost
Home in Winters
5 out of 5 average rating, 3 reviews

1950s Ranch Style House

Enjoy a stylish experience at this centrally-located, newly remodeled 1950s place. 3BR/2 Bath. New appliances. Full kitchen. New Central AC & Heat. Furnishings, cookware, linens, towels, washer dryer, TV & Internet. Ideal for professionals working in or near Winters Tx or for someone visiting family for an extended period of time. 5 day minimum to a few months. See my other listings.

Top guest favorite
A spacious house sits against a backdrop of lush greenery and a hillside, surrounded by open grassy areas. The structure features a large deck that extends from the front, with parking available under a carport nearby. Natural rock formations are positioned prominently in the foreground.
Home in Tuscola
4.96 out of 5 average rating, 170 reviews

Country Experience at Dug Out Hideaway

The Dug Out Hideaway is on 10 acres in the country, on the side of a mesa. We have hiking trails through a cedar forest. Wildlife such as deer, fox, racoons, and coyotes could be seen at the feeder near the house. Clear beautiful night sky. Spectacular view overlooking Abilene and countryside. Waterfall on back patio with a view of the mountainside. Large fort for kids to play in.

Top guest favorite
A tiny home exterior is illuminated by warm lights, showcasing a welcoming porch area. The deck features two black chairs and plant pots along the railing, with a decorative welcome sign at the entrance. Light from the interior creates a cozy ambiance at dusk.
Tiny home in Sweetwater
4.99 out of 5 average rating, 164 reviews

“Serendipity” Tiny Home on wheels with WiFi

You’ll treasure your time at this memorable place. “Serendipity” is a Bohemian style tiny home on wheels nestled among the West Texas Mesquites. You have your privacy and yet less than 10 minutes from town. There is a full bathroom with shower, a queen size bed in the loft and a daybed on the main floor. Relax under the stars in your private yard.

Popular amenities for Winters vacation rentals

  1. Airbnb
  2. United States
  3. Texas
  4. Runnels County
  5. Winters