This is a lovely property with a few issues. It looks as though they have been renovating this beautiful home. The down stairs is mostly done the upstairs still needs a lot of love. Now as far as previous negative reviews we saw some of the issues ex kitchen not cleaned well, ceiling coming down in upstairs bedroom ect. but others had clearly been addressed the a/c was great and it rained a lot during our stay and we had no leaks. Beds were comfortable but the pillows not so much. The host was excellent with communication
2 / 10
Dirtiest house ever! Literally cockroaches and bugs everywhere! Mouse poop in the silverware drawer, fridge even disgusting, wasps all inside the house as well, my kid almost got stung. Property maintenance not kept up. Luckily we saw it and contacted them immediately and left the property for a hotel and was refunded. Communication with host was great and she was helpful and easy to work with during this. Check in was also easy but this house was disgusting. Do not stay here.
8 / 10
We arrived at the property Thursday. Check in was smooth and easy. We had made arrangements to check-in early which the host was very accommodating for but some things come up. And we didn't get there till after 4pm anyway. Host was very responsive to my messages before booking with her and after booking, also, after we arrived at our stay. She even allowed me to bring my two small pups who are crate trained. There was one drawer that we did see that had a few mouse t**** in the kitchen and some of the dishes had a greasy film on them, but we had no problem washing them ourself and also, the two back eyes on the stove do not work but the two front eyes did, and I was able to use those to fix breakfast, was no problem. We did not hear any critters running around and no windows leaked while we were there, as we did have a little bit of rain. All in all, it was a good stay and we would stay there again. We had planned to ride at Circle E but we changed up a bit and went to Coalmont OHV. It was a bit of a drive for Coalmont but would be perfect for Circle E. We had plenty of room to park our vehicles and trailers as well.
2 / 10
From the mouse poop all over the kitchen to the broken windows this was by far our worst rental home ever. The pictures on this site are not accurate. Owner didn’t respond to the issues of rodents alive and running around the upstairs, ceiling leaking in the rain, bodily fluids on living room furniture, or the lack of bedding for 2 of the beds. We had to go buy cleaning supplies and scrub everything in addition to having to send our kids to a hotel because it wasn’t safe in the upstairs due to the live critters. We did contact VRBO and they said they would contact the host, but no attempts were made to correct anything. Such a disappointment.
We arrived at the property Thursday. Check in was smooth and easy. We had made arrangements to check-in early which the host was very accommodating for but some things come up. And we didn't get there till after 4pm anyway. Host was very responsive to my messages before booking with her and after booking, also, after we arrived at our stay. She even allowed me to bring my two small pups who are crate trained. There was one drawer that we did see that had a few mouse t**** in the kitchen and some of the dishes had a greasy film on them, but we had no problem washing them ourself and also, the two back eyes on the stove do not work but the two front eyes did, and I was able to use those to fix breakfast, was no problem. We did not hear any critters running around and no windows leaked while we were there, as we did have a little bit of rain. All in all, it was a good stay and we would stay there again. We had planned to ride at Circle E but we changed up a bit and went to Coalmont OHV. It was a bit of a drive for Coalmont but would be perfect for Circle E. We had plenty of room to park our vehicles and trailers as well.
6 / 10Average·May 2026
This is a lovely property with a few issues. It looks as though they have been renovating this beautiful home. The down stairs is mostly done the upstairs still needs a lot of love. Now as far as previous negative reviews we saw some of the issues ex kitchen not cleaned well, ceiling coming down in upstairs bedroom ect. but others had clearly been addressed the a/c was great and it rained a lot during our stay and we had no leaks. Beds were comfortable but the pillows not so much. The host was excellent with communication
Conveniently located in beautiful downtown Winchester, this home is walking distance from the square and 5 minutes from the Marina. Bring the whole family and enjoy all that the up and coming square has to offer. This renovated 1920’s home has the vintage charm of original hardwood floors and intricate woodwork as well as comfortable modern conveniences. Its 3.5 bedroom 3 bath design has plenty of room ideal for families. Currently renovating some improvements as we are always making steps to restore this beautiful home
Amenities
Non-smoking
No pets allowed
Family friendly
FAQs
Is parking included with this house?
Parking is not specified as an available amenity at Beautiful 1920’s Home in Downtown Winchester. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.
Is Beautiful 1920’s Home in Downtown Winchester pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Beautiful 1920’s Home in Downtown Winchester?
We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.
"We arrived at the property Thursday. Check in was smooth and easy. We had made arrangements to check-in early which the host was very accommodating for but some things come up. And we didn't get there..."
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About this house rental
Conveniently located in beautiful downtown Winchester, this home is walking distance from the square and 5 minutes from the Marina. Bring the whole family and enjoy all that the up and coming square has to offer. This renovated 1920’s home has the vintage charm of original hardwood floors and intricate woodwork as well as comfortable modern conveniences. Its 3.5 bedroom 3 bath design has plenty of room ideal for families. Currently renovating some improvements as we are always making steps to restore this beautiful home
We arrived at the property Thursday. Check in was smooth and easy. We had made arrangements to check-in early which the host was very accommodating for but some things come up. And we didn't get there till after 4pm anyway. Host was very responsive to my messages before booking with her and after booking, also, after we arrived at our stay. She even allowed me to bring my two small pups who are crate trained. There was one drawer that we did see that had a few mouse t**** in the kitchen and some of the dishes had a greasy film on them, but we had no problem washing them ourself and also, the two back eyes on the stove do not work but the two front eyes did, and I was able to use those to fix breakfast, was no problem. We did not hear any critters running around and no windows leaked while we were there, as we did have a little bit of rain. All in all, it was a good stay and we would stay there again. We had planned to ride at Circle E but we changed up a bit and went to Coalmont OHV. It was a bit of a drive for Coalmont but would be perfect for Circle E. We had plenty of room to park our vehicles and trailers as well.
6 / 10Average·May 2026
This is a lovely property with a few issues. It looks as though they have been renovating this beautiful home. The down stairs is mostly done the upstairs still needs a lot of love. Now as far as previous negative reviews we saw some of the issues ex kitchen not cleaned well, ceiling coming down in upstairs bedroom ect. but others had clearly been addressed the a/c was great and it rained a lot during our stay and we had no leaks. Beds were comfortable but the pillows not so much. The host was excellent with communication
$$$$
4.4
(6 Ratings)
"We arrived at the property Thursday. Check in was smooth and easy. We had made arrangements to check-in early which the host was very accommodating for but some things come up. And we didn't get there..."
Conveniently located in beautiful downtown Winchester, this home is walking distance from the square and 5 minutes from the Marina. Bring the whole family and enjoy all that the up and coming square has to offer. This renovated 1920’s home has the vintage charm of original hardwood floors and intricate woodwork as well as comfortable modern conveniences. Its 3.5 bedroom 3 bath design has plenty of room ideal for families. Currently renovating some improvements as we are always making steps to restore this beautiful home
Amenities
Non-smoking
No pets allowed
Family friendly
FAQs
Is parking included with this house?
Parking is not specified as an available amenity at Beautiful 1920’s Home in Downtown Winchester. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.
Is Beautiful 1920’s Home in Downtown Winchester pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Beautiful 1920’s Home in Downtown Winchester?
We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.
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