Search Guest Houses in Winchester

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Featured Guest Houses in Winchester and around

Our top choices for Winchester guest houses

Premier Villa, 1 King Bed, Mountain View | Terrace/patio

"Great stay! Staff went out of our way to ensure we were taken care of!"

"Great property, conveniently located to attractions. Host was extremely responsive and friendly. Home and surrounding property was immaculate. We will be staying here again when back in the area. "

includes taxes & fees

2 Sept - 3 Sept

"A lovely setting...breakfast was fantastic...cook was charming & everything was tasty & homemade. "

"We enjoyed our stay. We liked the room and the fact it was close to town which made going places easy. "

includes taxes & fees

28 Aug - 29 Aug

"We came to get away from the city for a few days. This was the perfect location to relax with river views but close enough to walk to downtown for food. The Host was very friendly and we loved the room. "

includes taxes & fees

2 Sept - 3 Sept

"Absolutely loved our stay at Unicorn Hollow. So peaceful. Clean and had everything you needed. Loved the horses and Guiseppe (the donkey) along with the deer and alpacas. Can stroll about the property. Anna and Pino were wonderful to meet. "

includes taxes & fees

3 Sept - 4 Sept