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.

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.

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.

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!

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.

Backyard Bungalow

Private entrance! Very clean, peaceful and centrally-located Backyard Bungalow. Enjoy an extremely comfortable room, including a comfy queen size bed, futon, Wi-fi, TV (use your own streaming service), refrigerator, Keurig coffee pot, microwave and a large walk-in shower. Outside the Bungalow includes a patio and plenty of parking. The yard is a shared yard-space with the main house. I do have 2 very friendly dogs that do not share their yard with other pets.

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

Hollywood House is all about charm and comfort!

Relax with the whole family in this peaceful place to stay with all of the comforts of home! 3 Bedroom, one story home with large back yard that has alley access for extra parking if needed for boats. Propane gas grill and outdoor seating. Fully stocked kitchen with gas range and dishwasher. Washer and Dryer. Fairly close to OH Ivie lake where a Texas angler reeled in an 'historic' bass, one of the largest of all time in February 2023!

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.