The 20 best holiday rentals in Winchester
based on 2,843 holiday rental reviews on Booking.com
Guests' Choice
Hang Your Hat
#1 of 48 Holiday rentals in Winchester
Last review posted: 47 days ago
“Lovely well equipped cottage with a gorgeous garden”
“The perfect base to explore Winchester from”
“Superb find and great stay.”
See more reviews of Hang Your Hat
The Sky Penthouse
#2 of 48 Holiday rentals in Winchester
Last review posted: 7 days ago
“--- **Amazing Stay at the Sky Penthouse in Winchester!**”
“Fantastic penthouse in the heart of Winchester, we loved it!”
“Perfect home from home”
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City Apartment
#3 of 48 Holiday rentals in Winchester
Last review posted: 12 days ago
“Exceptional Apartment”
“Perfect stay”
“A good apartment with excellent location for a short stay”
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Two Bare Feet
#4 of 48 Holiday rentals in Winchester
Last review posted: 4 days ago
“Great place to catch all the attractions in and around Winchester”
“Value for money,very clean and great location”
“Fantastic!”
See more reviews of Two Bare Feet
Sky View
#5 of 48 Holiday rentals in Winchester
Last review posted: 16 days ago
“Modern, spacious and well equipped house.”
“All you need when staying in Winchester”
“I wish every property was like this - perfect”
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Millstream House
#6 of 48 Holiday rentals in Winchester
Last review posted: 5 days ago
“Lovely place to stay, recommended.”
“Perfect walking distance for Winchester city centre.”
“This house a generous feel and a calm atmosphere. Would recommend”
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Idyllic Studio Flat
#7 of 48 Holiday rentals in Winchester
Last review posted: 17 days ago
“Lovely studio flat in a fantastic location.”
“Brilliant”
“Bed bathroom”
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4 Bed City House with Private Garden and Parking
#8 of 48 Holiday rentals in Winchester
Last review posted: 34 days ago
“Great location.”
“A really lovely weekend away, we would stay again.”
“Good location close to town.”
See more reviews of 4 Bed City House with Private Garden and Parking
South House
#9 of 48 Holiday rentals in Winchester
Last review posted: 4 days ago
“Good home, with city centre easily accessible.”
“Excellent stay”
“Comfortable house in great location”
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Walsingham House - Peaceful Elevated - Near Oram's Arbour
#10 of 48 Holiday rentals in Winchester
Last review posted: 46 days ago
“As above (what we liked)”
“A beautiful gem”
“Great find, fully equipped and a stone’s throw from the City centre.”
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Tastefully Decorated 1-Bed with Free Parking - At Hem
#11 of 48 Holiday rentals in Winchester
Last review posted: 2 days ago
“An excellent base from which to explore the city and wider region.”
“Location was good.”
“Fantastic stay with Finn welcoming us each step of the way.”
See more reviews of Tastefully Decorated 1-Bed with Free Parking - At Hem
The Barrel Room at The Northbrook Arms
#12 of 48 Holiday rentals in Winchester
Last review posted: 7 days ago
“Nice, but fairly small room.”
“Pleasant, comfortable stay at a place close to where we needed to visit, with a lovely evening meal.”
“Very pleasant!”
See more reviews of The Barrel Room at The Northbrook Arms
The Nook @ Winchester.
#13 of 48 Holiday rentals in Winchester
Last review posted: 12 days ago
“Everything was perfect!”
“Would stay again”
“Place was nice and clean”
See more reviews of The Nook @ Winchester.
The Nestle House
#14 of 48 Holiday rentals in Winchester
Last review posted: 15 days ago
“Excellent stay. Highly recommended”
“Excellent stay .”
“Charming little cottage perfect for a chilled girlie weekend”
See more reviews of The Nestle House
The Apartment, 24 West End Terrace, Winchester
#15 of 48 Holiday rentals in Winchester
Last review posted: 8 days ago
“I loved everything about it and hope to return”
“It was ana amazing stay,, staff where amazing too”
“Very comfortable and relaxing. Winchester is a very friendly town.”
See more reviews of The Apartment, 24 West End Terrace, Winchester
Mallard Cottage
#16 of 48 Holiday rentals in Winchester
Last review posted: 8 days ago
“Beautiful”
“A true home from home, the ideal bolt-hole to explore Wonderful Winchester!!”
“The cottage is beautiful and exceptionally well furnished.”
See more reviews of Mallard Cottage
The Penthouse, Winchester
#17 of 48 Holiday rentals in Winchester
Last review posted: 26 days ago
“Good clean accomodation that was well laid out in a super...”
“The location of the apartment, which is close to the city...”
“We loved our stay at The Penthouse and would happily choose to stay there again.”
See more reviews of The Penthouse, Winchester
Watley Farm
#18 of 48 Holiday rentals in Winchester
Last review posted: 5 days ago
“A pleasant stay ruined by experience after leaving.”
“The visit was too short”
“A great location for a short family visit to Hampshire”
See more reviews of Watley Farm
Cosy 1-Bed Escape with Free Parking - At Hem
#19 of 48 Holiday rentals in Winchester
Last review posted: 38 days ago
“Lovely relaxing short break”
“Proximity to town and services”
“Great!”
See more reviews of Cosy 1-Bed Escape with Free Parking - At Hem
No2 St Peters Street
#20 of 48 Holiday rentals in Winchester
Last review posted: 34 days ago
“Great location- in the center of the town, close to...”
“We'd definitely recommend the accommodation; the house is fantastic”
“Comfortable and cosy stay with friends - highly recommend!”
See more reviews of No2 St Peters Street
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