Winchester Vacation Rentals

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Browse Select Winchester Vacation Homes

Our top choices for Winchester vacation homes

"The place was right on the river which was beautiful and it had everything that we would need. It was clean and pretty roomy for my family and I to spend the weekend there and we absolutely loved it! We’re already trying to make another trip out here!"

"We have stayed at this property now multiple times and it has been clean, easy, great location, everything works and we will definitely be back"

CA $299 total

includes taxes & fees

Sep 5 - Sep 6

"Bill's house was comfortable, and the house and property were consistent with the listing. The house and furnishings worked well for my family for our one-night stay."

CA $285 total

includes taxes & fees

Sep 7 - Sep 8

"Enjoyed the accommodations. just as advertised would stay again."

CA $240 total

includes taxes & fees

Sep 7 - Sep 8

"We stayed here for a night since we had a nearby disc golf tournament. Leah was a great host and the house was super clean and comfy. Quiet neighborhood, cool back porch to hang out. Highly recommend! Thank you Leah!"

CA $535 total

includes taxes & fees

Sep 7 - Sep 8

"April answered all my emails immediately and was very nice. Loved the location."

CA $298 total

includes taxes & fees

Sep 10 - Sep 11

"This is the second time staying at this property and it is so peaceful. It's right on the river and is close to many trails and waterfalls. I highly recommend!"

"I would suggest to everyone to stay here!"

"It was such a nice little spot to get away."

CA $217 total

includes taxes & fees

Sep 8 - Sep 9

"great property"

CA $737 total

includes taxes & fees

Sep 7 - Sep 8

"Just the right size and location for a wine country getaway weekend. Had everything we needed, and more. Will not hesitate to book again next trip, if it's available."

CA $232 total

includes taxes & fees

Sep 14 - Sep 15

"Extremely clean home in a safe neighborhood! We had everything we needed! Host was very kind and communicative! Would love to stay there again! "

CA $451 total

includes taxes & fees

Sep 22 - Sep 23

"House has the most amazing views. Perfect location for hiking all of the waterfalls. We would most definitely stay again!"

"Very nice property. "

CA $234 total

includes taxes & fees

Sep 10 - Sep 11

"This was amazing stay. Great location, close to every place we wanted to go. It was very nice and clean. We will definitely be staying again. "

"Very clean and we loved how well stocked it was! Thankful for the garage to park in! Easy to find and easy to check in!"

"We had a great time! The hosts were very fast in responding to any questions we had and the house was clean, comfortable and had all the amenities to make it a great family trip!"