Vacation rentals in Winters

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.

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.

Lasso Lounge

This sophisticated retreat, laced with western tones, sits less than 1/4 mile from Hardin-Simmons University and Hendrick Medical Center; 2 miles from Downtown Abilene dining, shopping, and entertainment. The ground floor features a snug living space, full-size appliances in a stocked kitchen, and the sleek sky-lit bathroom. Upstairs, relax in the lovely navy bedroom designed for a soothing sleep. We hope you’ll find this apartment to be a luxurious oasis coming off the dusty trail!

Tiny House Loft on Sayles

One of a kind loft! This unique apartment was built in 1920 with our Sears Craftsman home. It has been totally renovated and updated and just might be the cutest "steampunk themed tiny house with a sleeping loft" anywhere, much less Abilene. Just minutes from downtown, the SoDA District, The Mill, bars and nightlife, all three universities and Dyess AFB. Our Historic Sayles Loft is perfectly located for one night, a weekend, or more! It’s a tiny space, so two guests is the limit!

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.

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.

Riverwalk Bungalow - Downtown

New construction private hideaway two blocks from the Riverwalk & Historic downtown. This BNB has the look & feel of a private villa at a high end resort & the location just can't be beat. This Stylish not so tiny 450 sq. ft. home showcases a large living area w/ kitchenette, spa like bath & large bedroom w/king bed. Plus a quaint outdoor courtyard area. Walk to the riverwalk, shopping, restaurants, bars & more. We know you'll love it here & be back for another 5 star stay!

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

Historic Bungalow at Amarillo

This serene hideaway is a newly renovated, stand-alone bungalow on a 1925 Craftsman property. Beautiful trees and a timelessly classic area of town provide a quiet and relaxing space to enjoy. Centrally located, Historic Bungalow at Amarillo is minutes from Abilene’s revitalized downtown area, the SoDA District, local Universities, Convention Center, Expo Center, dining & shopping and Dyess AFB. Come enjoy this unique experience in Abilene!

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.

Little House on the Rock - Guest House with Garage

The Little House on the Rock is a guest house in North Abilene, TX right down the road from Abilene Christian University, Hardin-Simmons University, Hendrick Medical Center, restaurants, and more! The guest house includes a full kitchen, bathroom, one king bed, queen sofa bed, and covered garage parking. This is a newly renovated space designed to feel like home away from home.