The 20 best holiday rentals in Winchester

#1 of 46 Holiday rentals in Winchester

• “The perfect base to explore Winchester from”
• “Superb find and great stay.”
• “One word - FAB-U-LOUS!!”
• See more reviews of Hang Your Hat

#2 of 46 Holiday rentals in Winchester

• “Winchester is a beautiful city to visit, this apartment was perfect for location, facilities and some welcome extras too”
• “Most perfect apartment”
• “Truly excellent.”
• See more reviews of City Apartment

#3 of 46 Holiday rentals in Winchester

• “Loved it, loved it, loved it!”
• “Sky Penthouse Winchester”
• “Beautiful apartment”
• See more reviews of The Sky Penthouse

#4 of 46 Holiday rentals in Winchester

• “Exceptional”
• “A memorable and wonderful stay”
• “Amazing place – way better than a hotel, and for the same price or less.”
• See more reviews of Two Bare Feet

#5 of 46 Holiday rentals in Winchester

• “Thoroughly recommend this cottage for a visit to Winchester and around the area”
• “Cozy, comfortable, clean place to stay close to town, yet very quiet.”
• “Excellent on all counts”
• See more reviews of Millstream House

#6 of 46 Holiday rentals in Winchester

• “All you need when staying in Winchester”
• “I wish every property was like this - perfect”
• “beautiful home, highly reccomend”
• See more reviews of Sky View

#7 of 46 Holiday rentals in Winchester

• “Well equipped studio.”
• “Idyllic by name and nature.”
• “We’ll named.”
• See more reviews of Idyllic Studio Flat

#8 of 46 Holiday rentals in Winchester

• “Perfect location, perfect accommodation”
• “Convenient for Winchester, comfortable house.”
• “Highly recommend staying at South House - we will be back.”
• See more reviews of South House

#9 of 46 Holiday rentals in Winchester

• “Perfect house for a weekend in Winchester!”
• “Great location.”
• “Relaxing stay in a great location”
• See more reviews of 4 Bed City House with Private Garden and Parking

#10 of 46 Holiday rentals in Winchester

• “Stylish and comfy centrally located apartment :)”
• “Excellent location, dedicated parking, well-equipped and...”
• “Loved it, would use it again”
• See more reviews of No 3 Old Printworks

#11 of 46 Holiday rentals in Winchester

• “A beautiful gem”
• “Great find, fully equipped and a stone’s throw from the City centre.”
• “Wonderful stay”
• See more reviews of Walsingham House - Peaceful Elevated - Near Oram's Arbour

#12 of 46 Holiday rentals in Winchester

• “Comfortable bed and room, good bathroom, good WiFi,...”
• “Grzegorz Wasilek”
• “Very cosy .”
• See more reviews of The Barrel Room at The Northbrook Arms

#13 of 46 Holiday rentals in Winchester

• “Lovely flat with everything you could need.”
• “A lovely 1 month stay”
• “Winchester, boscobel apartment”
• See more reviews of Boscobel Apartments Up

#14 of 46 Holiday rentals in Winchester

• “Loved Winchester though with a wheelchair it has it's challenges.”
• “Long weekend in winchester”
• “easy to explore Winchester.”
• See more reviews of The Apartment, 24 West End Terrace, Winchester

#15 of 46 Holiday rentals in Winchester

• “A comfortable place to stay handy to all amenities. Perfect all round”
• “Very god stay in a nice place close to the train station and nice walk into central area.”
• “Had a great time at the Christmas market”
• See more reviews of Jubilee apartment, Winchester

#16 of 46 Holiday rentals in Winchester

• “The location was fabulous.”
• “This is beautiful property with everything that we needed.”
• “Perfect”
• See more reviews of House situated on River Itchen

#17 of 46 Holiday rentals in Winchester

• “Lovely location, nice house, very clean”
• “Lovely time but host needs to address the minor easily fixed flaws.”
• “The shower drain is blocked so when showering the water...”
• See more reviews of Watley Farm

#18 of 46 Holiday rentals in Winchester

• “Excellent lovely clean property well presented everything you could possibly want x”
• “Happy Jane Austen trip.”
• “Comfortable home from home for exploring Winchester”
• See more reviews of Beautiful house on the River Itchen

#19 of 46 Holiday rentals in Winchester

• “A true home from home, the ideal bolt-hole to explore Wonderful Winchester!!”
• “The cottage is beautiful and exceptionally well furnished.”
• “I have stay in a lot of holiday homes and one was by far...”
• See more reviews of Mallard Cottage

#20 of 46 Holiday rentals in Winchester

• “Very pleasant quaint, old cottage close to the town centre.”
• “Great little cottage, very comfortable, had everything you...”
• “Really enjoyable stay, perfect for our needs.”
• See more reviews of Beggar's Lane Cottage