Holiday rentals in Winters

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Top-rated holiday rentals in Winters

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

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Top guest favourite
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, 199 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 favourite
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.

Top guest favourite
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 favourite
A welcoming front porch is showcased with wooden flooring and comfortable seating options. A bright red door stands as the focal point, with decorative signs nearby. Flowering plants are arranged in the mulch bed, adding touches of natural beauty to the inviting entryway.
Guest house in Buffalo Gap
4.95 out of 5 average rating, 125 reviews

Country cabin close to the city

The cabin is located on a gated and fenced six acre property just outside of Buffalo Gap offering great security to our guests. It’s a quiet country place but only 10 miles from the Mall of Abilene. It’s very close to the Abilene state park, the historic village, Beltway Park Church, Wylie and Jim Ned Schools, and the world famous Perini Steakhouse. It is about 20 minutes from ACU or HSU. The property and surrounding area is great for walks and there is a Dollar General close by.

Guest favourite
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.
Flat 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 favourite
Guest house 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.

Superhost
A spacious living area is furnished with wicker seating, featuring a TV positioned within a wooden cabinet. The adjustable king bed is visible in the background, with soft lighting illuminating the room. A microwave is noted on a side surface, enhancing convenience.
Guest suite in Buffalo Gap
4.84 out of 5 average rating, 176 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

Top guest favourite
Tiny home in Sweetwater
4.97 out of 5 average rating, 269 reviews

Unique Tiny House with Queen Bed/Hot Tub & WIFI

A cozy 280 sq. ft. tiny house in the country is a great place to take it easy and enjoy the West Texas sunsets, star gazing and wildlife. Less than 10 min. from some of the best BBQ in West Texas, World's Largest Rattlesnake Roundup (March) and minutes from area lakes for great fishing. The home has an open concept kitchen, living room and queen size bed. The bathroom features a large metal stock tank bathtub with shower. WiFi and Secure parking area.

Top guest favourite
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 favourite
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 favourite
The exterior of a charming cottage is displayed, featuring a gated entry with decorative iron fencing. The cottage is characterized by a warm wooden door and large windows, while a lush tree provides shade in the background. The area is well maintained, showcasing a welcoming outdoor space.
Guest house in Merkel
4.97 out of 5 average rating, 181 reviews

The Cottage

Escape the city and relax at The Cottage, a charming rental ideal for a weekend getaway. Enjoy cozy interiors, inviting outdoor spaces and coffee on the porch. Explore the charming downtown Merkel or just relax with a good book. Experience a peaceful stay at The Cottage, creating special memories.

Popular amenities for Winters holiday rentals

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