A historic downtown area with a prominent clock tower and a green-roofed building.

Holiday Homes in Winchester

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Winchester holiday homes

2 bedrooms, iron/ironing board, WiFi, bed sheets

1. The Cabin at 114 Main Street with Hot Tub

The Cabin at 114 Main Street with Hot Tub
Augusta
The price is NZ$465
includes taxes & fees
13 Aug - 14 Aug
The Cabin at 114 Main Street with Hot Tub
Exterior

2. “Serenity Now” cozy 2BR country retreat in the heart of Amish Country and hiking

“Serenity Now” cozy 2BR country retreat in the heart of Amish Country and hiking
West Union
The price is NZ$316
includes taxes & fees
9 Aug - 10 Aug
“Serenity Now” cozy 2BR country retreat in the heart of Amish Country and hiking
Outdoor spa tub

3. Southern Ohio Retreat w/ Private Hot Tub

Southern Ohio Retreat w/ Private Hot Tub
Georgetown
9.2 out of 10, Wonderful, (10 reviews)
"I truly enjoyed how clean and stocked the cabin was they had everything you could possibly need and some me and my family fully enjoyed the stay "
United States
Austin C.
The price is NZ$335
includes taxes & fees
14 Aug - 15 Aug
Southern Ohio Retreat w/ Private Hot Tub
Interior

4. 1 Bed/1 Bath Guest House

1 Bed/1 Bath Guest House
Hillsboro
9.8 out of 10, Exceptional, (7 reviews)
"New and comfortable and private."
United States
Leigh K.
The price is NZ$235
includes taxes & fees
17 Aug - 18 Aug
1 Bed/1 Bath Guest House
Exterior detail

5. Sunset Cabin-Adults Only Hot Tub Getaway

Sunset Cabin-Adults Only Hot Tub Getaway
Hillsboro
9.8 out of 10, Exceptional, (6 reviews)
"Great weekend thank you"
United States
Kris S.
The price is NZ$490
includes taxes & fees
7 Sept - 8 Sept
Sunset Cabin-Adults Only Hot Tub Getaway
Smart TV

6. LAKE HOUSE ON ROCKY FORK LAKE MOUNTAIN VIEW DR!

LAKE HOUSE ON ROCKY FORK LAKE MOUNTAIN VIEW DR!
Hillsboro
9.4 out of 10, Exceptional, (37 reviews)
"Clean convenient location."
United States
Tyler B.
The price is NZ$672
includes taxes & fees
13 Aug - 14 Aug
LAKE HOUSE ON ROCKY FORK LAKE MOUNTAIN VIEW DR!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winchester Hotel Reviews

French Quarter Inn

French Quarter Inn

10/10 Excellent
"My room overlooked the mighty Ohio River. I am from Maysville and I used to go to sleep to the sound of the trains going through. Last night one of the longest trains I've ever seen came through and because the tracks are right beside the hotel the whole building rumbled. Loved it. Really nice room, clean as can be, updated with white comforter and good mattress. When I opened the blinds at dawn, there was a huge riverboat pulled up under my window, called the American Melody. It's not a brand new hotel but nicely refurbished. Hotel staff was patient and pleasant. Breakfast was a bit limited, but good. The Keurig coffee pod choice could have been a bit better - Great Value and Dunkin Donuts brands. The hotel is walking distance for several things, including the murals on the flood wall. Don't miss lunch at the Parc Cafe down the street. Their park around the building has life-sized bronze statues of buffalo. All in all, a really nice experience."
Patricia 1-night trip
Posted 3 days ago
French Quarter Inn

Find out more about Winchester

Winchester Holiday Homes information

Number of reviews
60
Accommodation
42 Holiday Homes
Lowest Price
NZ$235
Highest Price
NZ$672