Step aboard the nostalgia express with the Caboose on the Square – a beautifully restored Rock Island Caboose right in the heart of Wimberley Square! This one-of-a-kind retreat boasts an authentic restoration with a Steampunk design that'll transport you to a bygone era.
Inside, you'll find a cozy queen-sized bed adorned with luxury linens, ensuring a comfortable and stylish night's sleep. The kitchenette comes complete with a Keurig coffee maker, microwave, and refrigerator, perfect for a quick bite before your next adventure.
For those who need to mix business with pleasure, a dedicated workspace with a desk is at your service. And don't worry about leaving your furry friends behind – we're pet-friendly, accommodating up to 2 dogs weighing 35 pounds or less*. The full bath features a charming clawfoot tub with a hand-held shower attachment for a relaxing soak after a day of exploration. Outside, a fenced yard provides a safe space for your pets to roam, and when the weather permits, gather around the firepit (subject to burn bans) or fire up the charcoal grill for a delightful evening under the stars.
The caboose's deck is a highlight, offering a sunshade and dining space where you can sip your morning coffee or enjoy a sunset meal. With the convenience of walking to nearby restaurants and shops, your stay in the Caboose on the Square promises to be a unique and memorable experience full of charm and comfort! All aboard for an unforgettable getaway!
Right in the heart of Wimberley, Enjoy shopping in the downtown square or swimming, and hiking at the famous Jacobs Well, Zip Line Adventure, or Blue Hole Regional Park offers swimming and nature trails. Visit the delicious restaurants as well as the charming shops in the square. Take a drive to Canyon Lake and rent a boat or jet skis for a fun afternoon. Overlook Park offers fabulous views of Canyon Lake as well as the Dam. Rent a pontoon boat, or jet ski on Canyon Lake. Take a day trip to Gruene, home to the historic Gruene Hall, enjoy music and dancing, or dine at the delicious Gristmill Restaurant. New Braunfels offers lots of fun, float the beautiful Guadalupe River, rent paddle boats or picnic at Landa Park, swim at the Spring Fed Pool, spend the day at Schlitterbahn Water Park, or visit one of the local wineries or breweries for wine or beer tasting.
*The health and safety of our guests is paramount. Cleanliness is always our top priority. Arrive after four o’clock when it is convenient for you with an easy and contactless check in and out process for our guests.
*A maximum of 2 dogs are allowed at pet friendly properties. Please confirm the property you are interested in is designated as pet friendly prior to booking if you plan to bring your dog(s). Please note that a $25 per pet per night fee will be added to your reservation if you choose to bring your furry friend.
*Please note the property is monitored by exterior cameras.
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You'll be asked to pay the following charges at the property. Fees may include applicable taxes:
Administrative fee: USD 1 per stay
We have included all charges provided to us by the property.
You need to know
Property # 9934476
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Wimberley
Located in Wimberley, this holiday home is in the city centre. Hays County Historic Courthouse and Charles S. Cock House Museum are local landmarks, and some of the area's attractions include The Island and Central Texas Bonsai Exhibit at Jade Gardens. Labyrinth and Young County Arena are also worth visiting. Spend some time exploring the area's activities, including winery tours.
Wimberley Lions Market Days - 19 min walk - 1.6 km
Central Texas Bonsai Exhibit at Jade Gardens - 2 min drive - 2.7 km
Getting around
San Marcos Station - 22 min drive
Austin-Bergstrom International Airport (AUS) - 61 min drive
Restaurants
Willow Lake Watering Hole & Mercantile - 3 min walk
Blanco Brew - 9 min walk
Dairy Queen - 15 min walk
Mima's Kitchen - 3 min drive
Wimberley Cafe - 1 min drive
Frequently asked questions
Is Chic Caboose in Wimberley Square pet-friendly?
Yes, pets are allowed at this property.
How much is parking at Chic Caboose in Wimberley Square?
On-site parking is available at the property.
What time is check-in at Chic Caboose in Wimberley Square?
Check-in begins at 4:00 PM.
What time is check-out at Chic Caboose in Wimberley Square?
Checkout is at 10:00 AM.
Where is Chic Caboose in Wimberley Square located?
Located in the heart of Wimberley, this holiday home is within a 15-minute walk of The Island and Blue Hole Regional Park. Corral Theatre and Wimberley Lions Market Days are also within 1 mile (2 km).
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Excellent location and very cute and comfortable place to stay
Nicole S.
Stayed 2 nights in Feb 2026
Response from VrboOwner on 26 February 2026
Thank you so much for your kind words! We’re thrilled you enjoyed the location and found the space cute and comfortable. It was a pleasure hosting you, and we’d love to welcome you back anytime!
Highly recommend!! Fabulous location and very cool property! We will definitely stay here again
Brooke T.
Stayed 2 nights in Mar 2026
Response from VrboOwner on 20 March 2026
Thank you so much for your wonderful review! We’re thrilled you enjoyed the location and the property itself. We can’t wait to welcome you back for another stay!
Thank you so much! We’re thrilled you noticed the cleanliness and enjoyed the décor. We’re glad the house made a great impression and would love to welcome you back!
The caboose is in a perfect location for shopping and dining. The decor was precious! Hot tub was nice and relaxing. The fire pit was perfect for having a drink and kicking back. Area was nice and quiet. Being dog friendly was very nice!
Melissa S.
Stayed 2 nights in Dec 2025
Response from VrboOwner on 28 December 2025
Thank you so much for your wonderful review! We’re so happy to hear you enjoyed the location, decor, and all the amenities like the hot tub and fire pit. It’s great that you and your dog were able to relax and enjoy the peaceful surroundings. We hope to welcome you back soon for another relaxing getaway!
Great place to stay for a quick getaway. Just about everything is within walking distance. The grounds and rental were exceptionally maintained.
KC
Stayed 2 nights in Apr 2025
Response from VrboOwner on 5 May 2025
Thank you for your wonderful review! We’re so glad to hear that our property was the perfect spot for a quick getaway and that the location made it easy for you to explore nearby attractions. It’s great to know you enjoyed the well-maintained grounds and rental. We’d love to have you back anytime for another convenient and relaxing stay!
We loved this cute little place for our weekend stay. Everything was so close and easy to get to. Parking was so convenient. Hosts were super responsive when we had an issue with the lock - which was so nice. Only advice would be to bring wine glasses if you want to have wine and a sleep mask to block out the light from the AC. It will keep a light sleeper awake!
Amy L.
Stayed 3 nights in Nov 2025
Response from VrboOwner on 16 December 2025
Thank you so much for the 5-star review and for staying with us at our "Chic Caboose"! We’re glad to hear you loved the space and found the location and parking so convenient—it really is a great spot for an easy Wimberley weekend. We’re also happy our team was able to help quickly with the lock issue.
We truly appreciate the helpful notes about the wine glasses and the AC light. Guest feedback like this is invaluable, and we’ll be reviewing those items to improve the experience for future stays. We’d love to host you again next time you’re back in Wimberley!
The Caboose was so cute and has everything we needed. I do wish there had been some drawers or shelves for clothes and some under the sink shelves for toiletries, but we made it work. Comfy bed, cute breakfast nook, great patio, hot tub felt great after a long day walking around. Loved all the railroad themed decorations! Would definitely stay here again.
Dawn E.
Stayed 2 nights in Aug 2025
Response from VrboOwner on 15 August 2025
Thank you so much for your kind review! We're thrilled to hear you enjoyed your stay in the Caboose and that it had everything you needed for a comfortable visit. We're glad the bed, breakfast nook, patio, and hot tub all added to your experience—especially after a long day of exploring! We really appreciate your feedback about the storage space, and we'll definitely take that into consideration as we look for ways to improve. It’s great to know you loved the railroad-themed decor—it’s one of our favorite touches too! We’d be honored to host you again anytime.
Very cute place for a couple. Good location, easy in and out and quick communications with rental company.
Kelley R.
Stayed 2 nights in Aug 2024
Response from VrboOwner on 10 August 2024
Kelley, thanks for your review! We're so glad to hear you had a great stay and found it a cute and conveniently located spot for two. We appreciate your feedback on our part in your stay and look forward to hosting you again soon.
The Caboose is so comfortable for two! Great location and private. Communication with host was immediate and helpful. Thank you for the stay!!!
Laine J.
Stayed 2 nights in Mar 2025
Response from VrboOwner on 21 March 2025
Thank you for your kind review! We’re so happy to hear that you found The Caboose comfortable and enjoyed the privacy and great location. It was a pleasure hosting you, and we’re glad our communication was helpful. We’d love to have you back anytime for another wonderful stay!
Amazing place to stay with a slice of history. Not too often you get to say you stayed in a caboose. The hot tub was a nice bonus. The location was ideal. Didn’t have to worry about parking and was easily walking distance to everything. Will be coming back again!!!
Robert H.
Stayed 3 nights in May 2025
Response from VrboOwner on 29 May 2025
Thank you so much for your kind words! We hope to welcome you back again soon!
Staying here is amazing, but it is an adventure. Quarters are definitely close and need just a little adjusting to. If you’ve ever done a weekend getaway in a travel trailer, you’ll do just fine. It’s a caboose in a very public downtown. Expect lots of unexpected visitors trying to get into the room.
Sean H.
Stayed 3 nights in Nov 2025
Response from VrboOwner on 21 November 2025
Thank you for sharing your experience with us. We’re glad to hear you enjoyed the unique stay and appreciate your thoughtful notes about the setting.
Your feedback about curious passersby has been especially helpful. We are now creating a clearly visible sign to let the public know that the caboose is a private rental and not an attraction to visit. This should greatly reduce unexpected interruptions and make future stays even more comfortable.
We truly appreciate you staying with us and helping us improve the experience for future guests.
Verified
10/10 Excellent
Matthew
20 October 2024
Liked: Cleanliness, amenities, property conditions & facilities, communication
Unique experience to stay in a train car in the heart of Wimberly!
Chic Caboose was exactly as described, perfect for a couple looking to simply relax. Evening in hot tub followed by sitting on patio by the gas fire pit was the end to an excellent day. Be mindful of tub it is exactly that but a fun change from normal showering.
Alex M.
Stayed 2 nights in Apr 2025
Response from VrboOwner on 5 May 2025
Thank you for your wonderful review! We're so happy to hear that Chic Caboose was the perfect spot for a relaxing getaway. The hot tub and gas fire pit sound like the ideal way to end a day! We appreciate your note about the tub—it's definitely a unique feature, and we're glad you enjoyed it as a fun change of pace. We’d love to welcome you back for another peaceful stay anytime!
Property was perfectly located for hanging out in Wimberley without having to drive anywhere. It's only a few steps to everything on the square and is super cute. We loved it and the only complaint was my husband not loving the lack of a real shower, but he survived!
Cary A.
Stayed 2 nights in Jul 2024
Response from VrboOwner on 25 July 2024
Hi Cary, we're happy to hear you enjoyed your stay and were able to check out the many great attractions Wimberley has to offer! We hope you stay with us again in the future.
The property was perfect. The caboose was right in town, yet felt private. It was spotless w a great porch & hot tub. We walked everywhere. It was a perfect spot & so easy to ck into. No texting back & forth the day of arrival trying to get codes. Great trip-we’d stay there again.
Marcia B.
Stayed 4 nights in Apr 2025
Response from VrboOwner on 12 May 2025
Thank you so much for your wonderful review! We're thrilled to hear that you enjoyed your stay and found the caboose both conveniently located and private. It's great to know you appreciated the cleanliness, the porch, and the hot tub—and that check-in was smooth and hassle-free. We’re so glad you had a great trip and would love to welcome you back anytime!