
Vacation rentals in Winters
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Top-rated vacation rentals in Winters
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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.

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.

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.

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.

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!

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.

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

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

The Retreat at Elmwood
Inspired by the backyard bamboo, we designed a beautifully modern escape on this quiet, coveted block of Abilene for guests to unwind and gather peacefully. With a spacious living room, dining room, fully stocked kitchen, two cozy bedrooms, and a large outdoor area——the home creates opportunity for families and friends to enjoy time together 10 minutes or less away from any other destination in the city. Truly a retreat!

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.

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.

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 vacation rentals
Other great vacation rentals in Winters

Ballinger Bungalow

Kornerstone Kottage Close to Abilene & Sweetwater

Cozy Escape

Candy Land Lane- 3 Bedrooms | Retro Game Room!

Historic Loft “A” in Downtown Miles

Lee's Lone Star Ranch

Harbord Kourt Motor Inn

The Camp: Abilene Airport, Zoo, ACU HSU, Coliseum
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