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
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, 210 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.

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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
5.0 out of 5 average rating, 61 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!!

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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
5.0 out of 5 average rating, 141 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.

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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
5.0 out of 5 average rating, 137 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.

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Top guest favorite
A two-story guesthouse is displayed under a blue sky with scattered clouds. The front features a centrally located entrance surrounded by two balconies, each adorned with wooden railings. Large windows provide natural light, and the grassy lawn extends towards the home.
Guesthouse in Buffalo Gap
4.96 out of 5 average rating, 142 reviews

Historic Reddell Guesthouse in Buffalo Gap, Texas

Guests are sure to enjoy a memorable visit in this historic, 4 bedroom/2 bath guesthouse. It is just a few miles south of Abilene in beautiful tree-filled Buffalo Gap, near the Abilene State Park and Lake and the renowned Perini Ranch Steakhouse. Guests can enjoy an afternoon of deer-watching among the oak trees, exploring the park, shopping or joining cultural activities in Abilene. Plus, it's right across the street from the famous Buffalo Gap Historic Village, which is a must-see!

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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, 128 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.

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Top guest favorite
The exterior of the home showcases a modern design with a combination of grey and turquoise hues. Floor-to-ceiling windows create a bright façade. Beneath an overhang, four bright chairs are positioned, inviting relaxation. A landscaped garden with stones and plants frames the front yard.
Loft in Coleman
4.96 out of 5 average rating, 202 reviews

The Loft at Stardust Retreat

Spacious hilltop mid-century modern loft renovated with modern conveniences and filled with vintage furnishings & art. The airy space commands stunning views from its second level floor-to-ceiling windows, while enjoying peace on the private, wooded 3-acre property. The perfect country getaway, in style! * Spacious living room * Fully equipped kitchen * 2 king bedrooms * Large covered patio * Privacy w/self check-in * Amazing hilltop views * 2 min to downtown Coleman

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Guest suite in Buffalo Gap
4.84 out of 5 average rating, 187 reviews

The Peruvian Place Luxurious Qhapac’s Suite

This beautiful private Victorian style home is on a 20 acre homestead, is a former deer lease that backs up to Lake Abilene., the breakfast Gap Café & Perini Ranch. Qhapac's Suite's luxury amenities, include an adjustable King Bed, Tv Netflix) Telescope for Stargazing, & Professional Massage chair, pool, jacuzzi. Exclusive access to a surround sound Theatre Room, Popcorn Machine, Coffee Bar, big dining area,Peloton bike, and a self-serve Continental Breakfast

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Guest favorite
An open living and dining area features a large sectional sofa, a coffee table, and a textured area rug. Natural light fills the space through large windows, and a dining table with stylish chairs is visible in the background, along with a kitchenette.
Apartment in Ballinger
4.9 out of 5 average rating, 30 reviews

Studio A- Large and peaceful!

Relax with the whole family at this peaceful getaway. Why stay in a hotel room when you and yours can have an entire studio apartment? Equipped with full size washer and dryer. Living and dining are open & spacious. Bedrooms are large & studio has a home office area. 2 bedrooms, 1 bath (walk-in shower) & can sleep up to 7 comfortably (1 king, 1 queen, 1 full, 1 twin). Great place for those with physical limitations with ramp and wide doorways.

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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, 177 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. Absolutely no Bachelor or bachelorette parties.

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Guest favorite
Home in Winters
5.0 out of 5 average rating, 6 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.

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Top guest favorite
Home in Buffalo Gap
4.94 out of 5 average rating, 235 reviews

Southern Comfort: Cozy Retreat in Buffalo Gap, TX!

Discover a charming cottage-style home in the rolling hills of Buffalo Gap, Texas. This artistic retreat features original artwork, eclectic furnishings, and a warm, cozy atmosphere. Enjoy two comfortable bedrooms, each with a private en-suite bathroom—perfect for couples, friends, or small groups.

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Popular amenities for Winters vacation rentals