Holiday rentals in Winters

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Top-rated holiday rentals in Winters

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Top guest favourite
A converted shipping container accommodation features a rooftop deck with seating and a staircase for access. The exterior is black, and a picnic table and additional seating are placed nearby. A vibrant sunset paints the sky in warm hues, enhancing the peaceful rural landscape.
Farm stay in Miles
5 out of 5 average rating, 144 reviews

Cute Container Cabin on Ranch w/ 50 Rescue Donkeys

Featured in Fort Worth Magazine’s “Great Texas Road Trip” (March 2024) — Chaos Ranch is a 300-acre West Texas sanctuary where rescue donkeys, wild landscapes, and modern ranch life come together. Our private 20' container cabin is ideal for solo travelers or couples who love the outdoors, want to recharge, or need a peaceful stopover to the Big Bend area. Sip coffee on the rooftop deck, hike trails, watch the stars, and learn about both the animals and the land — all in one unforgettable stay.

Top guest favourite
A vibrant red train caboose is set on a green lawn, overlooking a tranquil water view. Steps lead up to the entry, alongside rustic stone pathways and soft outdoor lighting. The surrounding fence provides a sense of privacy amidst the natural landscape.
Train in Baird
4.96 out of 5 average rating, 112 reviews

Belle Plain Caboose: Relaxing Romance w/Fishing!

Step into the Belle Plain Caboose, a one-of-a-kind romantic retreat on an 800-acre working ranch, where the charm of a converted train caboose meets the allure of the outdoors. Offering some of the best fishing in the area, this unique getaway invites you to cast a line from its exceptional back dock. Relax on the screened porch or gather around the firepit under the stars. This transformed caboose not only provides a cozy stay but also adds a touch of novelty, making it an unforgettable escape.

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
4.98 out of 5 average rating, 184 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
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, 120 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 calm lake scene is presented, with gentle ripples reflecting the sky's soft blue hues. A wooden dock is visible in the foreground, extending over the water, while grassy banks frame the shore. Distant trees and a clear horizon complete the tranquil view.
Home in Brownwood
4.92 out of 5 average rating, 116 reviews

Spacious Lake House|Hot Tub| Large Yard|Grill

Relax on the hammock with the kids at this Lake Brownwood vacation rental! As of 3/24, the water level is at 82.5% full. The 3-bedroom, 1-bathroom house sits right on the shore and features a full kitchen, 3 cable Smart TVs, A/C units, a covered outdoor dining area, and more! Take in the scenery at Lake Brownwood State Park, savor local flavors at several nearby eateries, or enjoy a dip in the hot tub after an al fresco dinner. Make memories with family and friends at this delightful home.

Top guest favourite
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.
Guest house in Buffalo Gap
4.96 out of 5 average rating, 131 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!

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, 123 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
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
4.95 out of 5 average rating, 190 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

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
4.85 out of 5 average rating, 165 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
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, 161 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
A single-story brick house features a well-maintained front yard with lush green grass. An American flag is displayed outside, and a paved driveway leads to the entrance. Large windows allow natural light to fill the home.
Home in Abilene
4.98 out of 5 average rating, 119 reviews

Relaxing 3-bedroom home with a beautiful backyard.

Welcome to our home. Guests enjoy private use while we are away. This is our personal residence, not a commercial rental, and it is furnished with many of our belongings. It is best suited for quiet, respectful guests visiting the area. Our neighborhood is peaceful and we ask guests to be mindful of neighbors and treat the home with the same care they would their own.

Top guest favourite
Home in Buffalo Gap
4.94 out of 5 average rating, 211 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.

Popular amenities for Winters holiday rentals

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