Holiday houses in Winchester

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Top-rated holiday rentals in Winchester

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Top Guest favourite
Two deer graze near a tranquil pond, with lush greenery surrounding the area. A wooden deck is visible in the foreground, featuring a covered seating area. In the background, a deer is seen near a feeder positioned by the water's edge.
Cabin in La Grange
4.98 out of 5 average rating, 184 reviews

Angeltom Cabin:20 AcreWoods >16+hot tub+tree house

A home nestled within 20 acres of pure pine forest. Two stock ponds & a tree house + playground + hot tub + UTV+ RV ! Upon arrival, you will be greeted with a country-style rustic cabin for 8 & RV for 8 , > 16 guests! She - shed with jacuzzi/spa for 5 . Eclectic stuff surrounding it ! 12 miles N. of La Grange; 90 min. away from Houston, Austin, or San Antonio. 25 min.away fromRound Top Antique Show Close enough to the city, yet private & peaceful. Enjoy a slice of country life & nature!

Top Guest favourite
The cabin is framed by lush greenery, featuring a spacious wooden deck with a set of stairs leading down to the yard. The natural surroundings create a peaceful environment, with sunlight filtering through the trees.
Cabin in Smithville
4.96 out of 5 average rating, 193 reviews

Cabin at Colorado Crossing, Smithville, Texas

Come experience nature and history at Colorado Crossing. Enjoy the private, quiet, peaceful cabin on the Colorado River. Six hundred sq ft of beautiful living space with a king size bed and sofa bed. Fully operational open kitchen and dining area. Cabin is one big room with a separate full bathroom. Back porch is a great place to view the stars. Cabin is nestled in the woods with waterfront on the Colorado River. Fish, hike, kayak, enjoy the birds and relax along the beautiful river.

Top Guest favourite
A spa room features a large hot tub with bubbles and soft blue lighting surrounding the ceiling. A small chair sits nearby, and a television is mounted on the wall, displaying an image. Wooden paneling adds warmth to the space.
Cabin in Smithville
5 out of 5 average rating, 106 reviews

River-Shack

Your very own slice of heaven awaits you!! You will be nestled discreetly in the woods, above the Colorado River Camp. In this unit you’ll enjoy seclusion & privacy from the camp. You can fish, you can swim, you can bird watch, you can explore, or you can always just relax in the hammock and forget all your worries friend!!! You’re a click away from a one of a kind stay you will never forget! Nature enthusiasts, This Is Your Spot! PSA THE SPA IS ENCLOSED NOT INDOORS!! INSECTS MAYBE SEEN!!

Top Guest favourite
A riverside picnic area features a simple wooden table surrounded by grass and stone. An active fire pit, with flames flickering, adds warmth to the scene. The tranquil Colorado River and lush trees create a serene backdrop.
Tiny home in Smithville
5 out of 5 average rating, 126 reviews

Colorado River Romance/Glamp/Fish/Float/Pup-heaven

Dive deep into a picturesque countryside haven alongside the tranquil Colorado River. Here, every twist and turn unveils amazing views to become your shared stories of nature's serenity. Join the River RV family of guests. Revel in peaceful nights beneath a star-studded sky, with the firepit's glow complementing the river's lullaby. Experience luxury with a king bed, a fully-equipped kitchen, and opulent theater seats. This is where enchanting sunsets meet dawn's promise of adventures anew.

Top Guest favourite
A serene pond reflects the surrounding trees and the home, creating a peaceful atmosphere. Lush greenery and open space are present on the property, complemented by a clear blue sky above.
Home in Smithville
4.96 out of 5 average rating, 207 reviews

Private Fishing Spot, Family Fun & Wifi - 10 Acres

La Puerta Pink Casita invites you to come savor the quietness and beauty of the countryside in a fully furnished 2 bed/2 bath home. Spend time reminiscing, reconnecting and reenergizing with friends, family or dog(s) by the fire, making s'mores. Need wifi? We have Starlink wifi for checking email or Netflix. Enjoy 10 acres of land while sitting in the backyard. The summer heat did not dry the pond and the bass and catfish are thriving! Bring fishing poles and enjoy time by the pond.

Guest favourite
A charming treehouse constructed from natural materials is nestled among lush greenery. Its distinctive round windows and unique entrance door are highlighted, while a wooden bridge connects it to the surrounding landscape. The sky overhead is partly cloudy, adding to the enchanting ambiance.
Treehouse in Paige
4.94 out of 5 average rating, 132 reviews

The Hobbit's Nest

Escape to a world of magic and wonder with a visit to the enchanting Hobbit's Nest treehouse. Whether you seek a romantic getaway or a fun-filled family vacation, this unique glamping experience offers the serenity of nature with all the comforts of home. Resting amidst the lush treetops of Lost Pines Forest, the Hobbit's Nest promises an unforgettable stay where your imagination can run wild and your soul can find solace in the beauty of the natural world in the 42 acre Lost Pines Shire.

Top Guest favourite
A charming cottage features a sturdy wooden door framed by large glass windows. The surrounding landscape includes well-maintained mulch beds with ornamental plants and a stone pathway leading to the entrance, while trees provide a natural backdrop.
Cottage in Smithville
5 out of 5 average rating, 145 reviews

Domovina Ranch Cottages ("The FW")

We offer two beautiful cottages (The Hemingway and The FW) that are located on 50 acres at the end of a dead end road. Surrounded by thousands of privately owned acreage, featuring abundant wildlife (deer, turkey, birdwatchers paradise). This is a working cattle ranch so you can take in sunsets as cattle graze in front of you. Cottages are newly built and fully furnished. Lofts for reading, custom tile showers, outdoor fire pits and lounge area. Cottages are located away from main house.

Top Guest favourite
The rustic cabin is enclosed by tall pine trees, showcasing a wooden exterior. A small porch is accessed by steps, featuring two red rocking chairs. An American flag hangs visibly, and a satellite dish is mounted on the roof under a clear sky.
Cabin in Smithville
4.93 out of 5 average rating, 274 reviews

Best Little Cabin in Texas

Secluded cabin on 200 acres of private pine forest. Enjoy hiking & views from large deck. Cabin's decor based on local legend & Broadway hit, The Best Little Whorehouse in Texas, replete with the madam's bed. Fully stocked kitchen with coffee maker, microwave, & dishwasher. BBQ on the outdoor propane grill and enjoy a campfire under the stars (bring your own firewood). 2 miles off highway. Pets OK with a $25 per pet fee. Up to three. Please let us know if you’ll be bringing yours.

Top Guest favourite
The exterior of a newly built modern cabin is featured, showcasing a wooden facade and a welcoming front porch. Large windows provide natural light, while steps lead up to the entrance. Surrounding trees and a landscaped yard enhance the serene outdoor setting.
Home in La Grange
4.99 out of 5 average rating, 141 reviews

The Modern Mule - Relaxing & stylish cabin escape!

Come getaway from the hustle and bustle of city life in this newly built modern cabin. 360 degree views of nature from every window and nestled away on over 10 acres, you and your guests will get the peace and quiet you’re looking for. Sit out on the deck and soak up the sun surrounded by an array of beautiful trees. Just minutes outside of La Grange where you will find charming shops, local eats and a perfect place to stay for The Ice Plant Bldg and Round Top Antique fair.

Top Guest favourite
A modern open-concept cabin space features a spacious bed with crisp white linens. Natural light filters through large windows, revealing views of the surrounding trees. A kitchen area includes bar stools and a microwave, offering a warm, inviting setting amidst nature.
Farm stay in Cedar Creek
4.97 out of 5 average rating, 176 reviews

Relaxing Ranch, Friendly Animals, Modern Stay

Unwind in this modern cabin where nature meets comfort. Enjoy an interactive experience with friendly farm animals eager for pets and treats. Soak in views of the serene pond, grazing cows, and horses. Explore trails on secluded acreage. Light-filtering blinds, AC, and Starlink WiFi. Built in 2023. We have piggies, mini goats, cows, horses, donkeys, and a black lab to say hello to Close to Circuit of the Americas, Bastrop, Austin Airport, and Smithville.

Top Guest favourite
Large windows frame serene views of tall pine trees and the calm surface of Lake Jean, allowing natural light to fill the space. Wooden beams overhead enhance the rustic charm, while ceiling fans offer comfort in the warm cabin atmosphere.
Cabin in La Grange
4.94 out of 5 average rating, 251 reviews

Log Cabin Antique Week Retreat, serene lake

*New Stainless Steel Appliances!* Escape the stress of the city and experience the relaxing peace and tranquility of our log cabin surrounded by tall pines with stunning views of Lake Jean. Imagine the look on the faces of your friends or family when they step out of the car and take in the calm, smooth surface of the lake through the trees. They look at you and smile, wondering where you found this place. Inside you'll know that you made the right choice.

Top Guest favourite
The interior of the cabin features wooden walls with a rustic charm. Sunlight illuminates a decorative sunflower, while a framed artwork depicts horses grazing outside. White curtains gently drape over the windows, adding to the warm atmosphere.
Cabin in Paige
4.98 out of 5 average rating, 130 reviews

Peaceful Pines Country Getaway

Rustic, remodeled cabin. 1 bedroom with queen bed, living area with (2 twin beds), 2 full baths and kitchenette. Walking trails for you to enjoy! Wet creek and 1 acre pond. Outside picnic area. Catch and release fishing. Beautiful horses grazing on the property. Multiple outdoor areas to enjoy. Sitting area on back deck with pond view from cabin. Great place to unwind and get a peaceful nights rest. 38 miles to Austin city limits.

Popular amenities for Winchester holiday rentals

  1. Airbnb
  2. United States
  3. Texas
  4. Fayette County
  5. Winchester