Holiday 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.

Petite Retreat (Pet Friendly - 1 Small Pet Only)

This cozy cabin escape is perfect for solo travelers or couples seeking a secluded, safe, and affordable place to unwind. Designed for comfort, the space includes a queen bed, a private bathroom, and a functional wet bar equipped with a mini fridge, microwave, and Keurig coffee maker. While it doesn’t offer a living room or kitchen, the retreat provides everything you need for a comfortable stay including fiber optic internet and WiFi. Pets are allowed but limited to one (1) under 35 lbs.

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.

Cozy Apartment in Old Elmwood

This quiet, clean private bungalow is centrally located in the beautiful Old Elmwood neighborhood. ACU -4 mi HSU and downtown - 3 mi McMurray - 1 mi Perfect for the solo traveler. *Name of guests required* Amenities: -Private entrance -Full size cabinet Murphy bed that is left down (54 in. wideX75 in. long) -Kitchenette (single induction cook top, microwave, coffeemaker) -Wifi and smart TV (antenna for local stations) -3/4 bathroom No pets or smoking allowed. Parking for one car only

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!

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

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!

El Chico

The whole group will enjoy easy access to everything from this centrally located stay. Close to downtown, this quaint home on a quiet street faces a tree line which makes it a unique find in regard to its closeness to some of the best local spots- Old Central Firehouse Pizza, San Angelo PAC, San Angelo Museum of Fine Arts, Fort Concho , Twisted Root, Stangos Pizza, Armentas, and more. Book your stay at El Chico today and see for yourself. 🏡

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.