Photo by Donny Campos

Search Winchester Villa Rentals

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Browse Select Winchester Villas

"It was an absolute privilege to stay in this huge, beautifully appointed, and comfortable home. The host have provided every convenience, including excellent technology. The grounds are incredible as well. Perfect location across the street from the golf course. Very quiet and private. Comfortable mattresses and bedding. Just perfect."

"Great spot. The house was beautiful and we made full use of the professional kitchen, hot tub and two available fireplaces. Kids loved their rooms and the spaciousness with which to spread out after skiing. Host (Nancy) was great and had really good communication. We would definitely stay there again! Thank you!"

Save an average of 15% on thousands of hotels when you're signed in

Other property types in Winchester

"Once again I was placed into a state of memories starting from childhood when I used to swim in Lake Sunshine(now lake Contoocook! The scenery is mesmerizing and I love staring at the trees and lake which takes me back to days of freedom and wonderment. The sunrises are spectacular and make me begin a new day with energy and hope for this unsettled world."

"Small but very clean and had everything we needed for our stay "

"Had a fantastic weekend at this cabin. Beautifully maintained, sparking clean and beautiful cabin. Everything was exactly as pictured and is even better in person. Would stay here again x100"

Find out more about Winchester

Winchester Villas information

Number of reviews
Accommodation	Villas
Lowest Price
Highest Price

Recent Reviews in Winchester

5/5 Excellent

"Great for the price!"

A verified traveller stayed at Colonial Motel And Spa

Posted 2 days ago

5/5 Excellent

"The Latchis Hotel was amazing. There is so much history within the walls and the decor. Not to mention the pictures of the hotel back in 1939. As well as the theater being built. Being right in downtown was great. There was plenty of dining as well as different stores for everyone. I will most definitely be back. "

A verified traveller stayed at Latchis Hotel

Posted 3 days ago