Title: In Town | 1830s Roots, Modern Style | The Winn - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # In Town | 1830s Roots, Modern Style | The Winn Vacation home in Round Top with kitchen and balcony ## Photo gallery for In Town | 1830s Roots, Modern Style | The Winn ![Property grounds - In Town | 1830s Roots, Modern Style | The Winn (Round Top)](https://images.trvl-media.com/lodging/103000000/102480000/102475700/102475657/d37caeeb.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Dining - In Town | 1830s Roots, Modern Style | The Winn (Round Top)](https://images.trvl-media.com/lodging/103000000/102480000/102475700/102475657/3e867cac.jpg?impolicy=resizecrop&rw=297&ra=fit) ![1 bedroom, iron/ironing board, WiFi, bed sheets - In Town | 1830s Roots, Modern Style | The Winn (Round Top)](https://images.trvl-media.com/lodging/103000000/102480000/102475700/102475657/4d3d4e3d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - In Town | 1830s Roots, Modern Style | The Winn (Round Top)](https://images.trvl-media.com/lodging/103000000/102480000/102475700/102475657/a83931dc.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - In Town | 1830s Roots, Modern Style | The Winn (Round Top)](https://images.trvl-media.com/lodging/103000000/102480000/102475700/102475657/355dcfc1.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies In downtown Round Top, Winn House offers a carefully restored retreat with modern appeal. Balance the home's past with chic pendant lights and art collected worldwide. You'll find wide plank walls and refinished hardwood floors perfect for relaxing or exploring nearby shops, wine spots, and antiques. ## Reviews 9.4 Exceptional ### Entire home 1 bedroom1 bathroomSleeps 4 ## Popular amenities - Kitchen - Air conditioning - Outdoor Space ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### In Town | 1830s Roots, Modern Style | The Winn Summary: Dating back to the 1830's, the lovingly restored Winn House belonged to Round Top's first settler, James Winn. Guests will find a carefully updated interior that balances the home's past while adding modern appeal. Wide plank walls and refinished hardwood floors blend with chic pendant lights and art collected from around the world. Located in downtown Round Top and walking distance to some of our favorite spots. The Space: 1 King Bed | 1 Pull Out Sofa | 1 Bathroom with Shower | Kitchenette | WiFi | Sleeps 4 BEDROOM \- Primary: King bed, en-suite bathroom \- Lounge area with pull-out sofa \- There are no Blackout curtains or room darkening blinds in the rooms \- Smart TV in bedroom BATHROOMS \- Primary Bath: walk-in shower + single vanity \- Shampoo, conditioner, body/hand soap, fluffy towels, and hair dryer provided in bathroom KITCHEN \- Kitchen includes sink and full-size refrigerator/freezer with great counter space \- Coffee: K-cup machine - coffee provided + sweetener, creamer \- Microwave DINING \- Chair seating in kitchen with seating up to 4 ENTERTAINMENT + WORK \- Smart TV \- Use your login to access a variety of streaming apps \-Cable TV provided by Dish \- WiFi: please note, it can be spotty at times! YARD AREA + FIRE PIT \- Gas Fire pit- may be shared with other guests \- Walking distance to shopping, wine, antiques & more! Guest Access: You will have access to the entire cottage and yard spaces. Yard area is shared. When other units are rented, we ask that you give each other privacy and respect. The Neighborhood: Just steps away from the center of town. Getting Around: Round Top Motel is in the heart of Round Top, walking distance from local shops and restaurants. Parking is available at local establishments if you choose to drive. Other Things to Note: \-Pre-arrival form & rental agreement: we do ask for a copy of your ID as part of our guest screening process after the reservation is confirmed. You will also be asked to sign a rental agreement. \- For liability and security purposes, there are external cameras at the front of the house. There are NO inside cameras. Hosts may monitor external cameras at any time via a smartphone app, and cameras are not to be tampered with or covered. \- When you stay with HOSTIE Vacation Rentals, you are covered for any accidents that might happen up to $3000 with the added fee of $39 in your total. Coverage details are spelled out in your rental agreement. This is applied to all bookings. \- It is possible for the other houses on the property to be booked during your stay. If you would like to book the entire property, please send us a message or find the additional listing! \-OPTIONAL FEES - We offer additional services that may be available for an additional fee (must be pre-approved by the host, non-refundable): \* Early Check-In - $35/hour \* Late Check-Out - $35/hour \-Concierge service available! Charcuterie Boards, dinner reservations, in-home massages and more! Interaction with Guests: This property is professionally managed by HOSTIE Vacation Rentals. They will be available during your entire stay! \*This is not an actual "motel" with a front desk. This is a stand alone vacation rental with contactless check-in. HOSTIE staff will be available to assist, if you have any questions. ## Property amenities ### Internet - Available in the house: WiFi ### Parking and transportation - Onsite parking options include a garage ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Kitchenette - Microwave - Refrigerator - Toaster ### Bedrooms - Bedroom - Bedsheets provided - Sofa bed ### Bathroom - 1 bathroom - Hair dryer - Shampoo - Shower - Soap ### Entertainment - TV with cable/satellite channels ### Outdoor areas - Balcony - Firepit - Garden ### Work spaces - Office ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Hardwood flooring in public areas - Smoking not allowed ### Services and conveniences - Concierge services - Iron/ironing board ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - First aid kit - Fire extinguisher ### General - Garden ## Similar properties ![Property grounds](https://images.trvl-media.com/lodging/121000000/120750000/120748900/120748807/8464f12a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### NEW | Olive House | Elegant Fall Stay Near RT Round Top - Kitchen - Washer - Dryer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-08&endDate=2026-01-09&selected=120748807&PinnedHotelID=120748807&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102480000/102475700/102475601/80b6a384.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cozy Up In Town | The Reed Sleeps 6 + Fire Pit Round Top - Kitchen - Washer - Dryer - Air conditioning 10 Exceptional 13 reviews CA $1,337 CA $1,994 total includes taxes & fees Jan 22 - Jan 23, 2026 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-22&endDate=2026-01-23&selected=102475601&PinnedHotelID=102475601&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/72000000/71520000/71510100/71510044/d92a97da.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beautiful, meticulously restored 1908 home. 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DO NOT rearrange furniture. No loud music or parties. No confetti or glitter allowed o... ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know 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 Onsite parties or group events are strictly prohibited Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher and a first aid kit This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as 68890d778ee8ae000e8a4b14 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C30.06435%2C-96.69838&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=FHWP3q-RvzovesF-cfamCMdgJ9U=) Round Top, TX #### What's nearby - Copper Shade Tree \- 3 min walk \- 0.3 km - Henkel Square Market \- 5 min walk \- 0.5 km - The Round Top Historical Society \- 8 min walk \- 0.8 km - Festival Hill Concert Hall \- 2 min drive \- 1.9 km - Winedale Historical Complex \- 6 min drive \- 6.7 km #### Getting around - Eagle Lake, TX (ELA) - 84 min drive #### Restaurants - ‪J W's Steakhouse - ‬12 min drive - ‪Busted Oak Cellars - ‬20 min drive - ‪Ellis Motel - ‬6 min walk - ‪Merrit Meat Co - ‬6 min walk - ‪Boon & Company - ‬3 min walk ## Frequently asked questions ### Is In Town | 1830s Roots, Modern Style | The Winn pet-friendly? ### What time is check-in at In Town | 1830s Roots, Modern Style | The Winn? ### What time is check-out at In Town | 1830s Roots, Modern Style | The Winn? ### Where is In Town | 1830s Roots, Modern Style | The Winn located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## In Town | 1830s Roots, Modern Style | The Winn Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 7 8 - Good 1 6 - Okay 1 4 - Poor 0 2 - Terrible 0 ### 9.8 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### Paula P. Apr 6, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect location! Cute 1 bedroom house with easy access to everything! ##### Paula P. Stayed 2 nights in Apr 2025 ### 10/10 Excellent #### Jaime W. Mar 24, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location! Loved our stay. The house was great! Very clean, comfortable and convenient location! Would definitely book again. ##### Jaime W. Stayed 2 nights in Mar 2024 ### 10/10 Excellent #### Kelley R. Nov 17, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location We love staying at this property! It’s in a great location for walking around Round Top. It’s a very comfortable and cozy cabin. ##### Kelley R. Stayed 3 nights in Oct 2023 ### 10/10 Excellent #### Vicki N., Stephenville, tx Mar 25, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Location!! Great location for a girls trip!! House was awesome!:) ##### Vicki N. Stayed 3 nights in Mar 2024 ### 10/10 Excellent #### Francine M. Mar 28, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Charming Roundtop Cottage This one-bedroom cottage is part of a compound of similar properties, charmingly decorated, with a simple kitchen and comfortable sitting area. King bed, bizarre bathroom door we wished had actually closed, and the bathroom itself is tight, but these were minor concerns. Loved our stay! ##### Francine M. Stayed 4 nights in Mar 2025 ### 8/10 Good #### mary ann y. Oct 30, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Cool Place great place- comfy bed. not a fan of the bathroom not having a true door, not enough privacy in such a small space. other than this- it was a great option and would stay again, except for the bathroom sliding shutter doors ##### mary ann y. Stayed 1 night in Oct 2024 ### 6/10 Okay #### Stacey A. Aug 30, 2024 Liked: Cleanliness, check-in, communication, location #### Work Trip The property is nice. Understandably looks a little weary as it is very old and totally fitting with the vintage of the neighborhood. We had very little time to spend at the house as this was a working trip. My only complaint is that the lighting is so poor it was next to impossible to read and work effectively. I appreciate that management check in on us regularly by text. ##### Stacey A. Stayed 4 nights in Aug 2024 ### 10/10 Excellent #### Stephanie G. Jan 20, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Stay Great Location! We stayed 3 nights in this darling cottage! It is beautifully updated with every amenity and the most comfortable bed! It is located directly across the street from shopping and dining. We can’t wait to return! ##### Stephanie G. 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