Entire home
In Town | 1830s Roots, Modern Style | The Winn
Holiday home in Round Top with balcony
Photo gallery for In Town | 1830s Roots, Modern Style | The Winn





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
9.49.4 out of 10
Exceptional
Entire home
Popular amenities
- Air-conditioning
- Outdoor space
Add dates for prices
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.
- CANCELLATION POLICY: The initial deposit is fully refundable up to 30 days prior to your stay, less a 6% processing fee. No refunds for cancellations made within 30 days of check-in, except for spring/fall/winter antique show dates, no refunds for cancellations made within 60 days of check-in. The cancellation policy will be upheld, no exceptions. All guests are encouraged to purchase trip insurance.
- 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
-Please note that sightings of common insects or wildlife (such as skunks, snakes, scorpions, spiders, flies, wasps, mice, ants, etc.) do not qualify for refunds, as occasional encounters are possible in any rural environment.
-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.
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.
- CANCELLATION POLICY: The initial deposit is fully refundable up to 30 days prior to your stay, less a 6% processing fee. No refunds for cancellations made within 30 days of check-in, except for spring/fall/winter antique show dates, no refunds for cancellations made within 60 days of check-in. The cancellation policy will be upheld, no exceptions. All guests are encouraged to purchase trip insurance.
- 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
-Please note that sightings of common insects or wildlife (such as skunks, snakes, scorpions, spiders, flies, wasps, mice, ants, etc.) do not qualify for refunds, as occasional encounters are possible in any rural environment.
-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 transport
- Onsite parking options include a garage
Food and drink
- Coffee/tea maker
- Cookware, dishware, and utensils
- Microwave
- Toaster
Bedrooms
- Bedroom
- Bedsheets provided
- Sofa bed
Bathroom
- 1 bathroom
- Hair dryer
- Shower
Entertainment
- TV
Outdoor areas
- Balcony
- Firepit
- Garden
Work spaces
- Office
Comfort
- Air conditioning
- Heating
Pets
- No pets allowed
Suitability/Accessibility
- Hardwood flooring in public areas
- Smoke-free property
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)
- Fire extinguisher
General
- Garden
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