COVID-19 alert: Travel requirements are changing rapidly, including need for pre-travel COVID-19 testing and quarantine on arrival.

Check restrictions for your trip.Opens in new tab or window

Search Holiday Homes in Winchester

Search over 1 million properties and 550 airlines worldwide

Members save 10% more on select hotels, cars, activities and holiday rentals. Sign up.

Free cancellation on most hotels. Because flexibility matters.

Featured Holiday Homes in Winchester

Two Bare Feet

Two Bare Feet

3.5 out of 5
15a Parchment Street, Winchester, England
Get Rates

Situated in Winchester, this holiday home is within a 10-minute walk of Theatre Royal Winchester and Winchester Cathedral. University of Winchester is 0.9 mi ...…

4.5/5Wonderful! (24 reviews)
Great little house

"Lovely stay :)"…"

Reviewed on 12 Dec 2020

Two Bare Feet
South House Winchester

South House Winchester

4 out of 5
South House, 24C North Walls, Winchester, England
Get Rates

Located in the heart of Winchester, this holiday home is within a 10-minute walk of Winnall Moors Nature Reserve and Winchester Cathedral. University of Winchester ...…

5/5Exceptional! (2 reviews)
Comfortable stay in great location

"Very good location, very clean, well equipped and comfortable. Great to have a parking space included but a bit tricky if you have a big car."…"

Reviewed on 27 Dec 2020

South House Winchester
Beautifully Converted 17th C Grade II Stables/coach House/barn In Quiet Location

Beautifully Converted 17th C Grade II Stables/coach House/barn In Quiet Location

Mildmay House Church Lane Twyford, Winchester, ENG
Get Rates

Situated on the riverfront, this historic holiday home is within 3 miles (5 km) of Hospital of St Cross, Winchester Cathedral and Marwell Zoo. University of ...…

4.8/5Exceptional! (84 reviews)
Cute cottage in gorgeous location

"Thank you Kate and family for a lovely stay. Perfect cottage. Clean and comfortable. Loved the walks to winchester and along the river!"…"

Reviewed on 10 Jan 2021

Beautifully Converted 17th C Grade II Stables/coach House/barn In Quiet Location
You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Sign up, it's freeSign in
Queens Road Rental - Winchester Accommodation

Queens Road Rental - Winchester Accommodation

2.5 out of 5
31 Queens Road, Winchester, England
The price is £102 per night from 14 Apr to 15 Apr

Situated in Winchester, this property is within 1 mi (2 km) of Gurkha Museum Winchester, University of Winchester, and Winchester Cathedral. Royal Green Jackets ...…

Queens Road Rental - Winchester Accommodation
Panoramic View of Winchester Cathedral

Panoramic View of Winchester Cathedral

11 College St, Winchester, ENG
The price is £143 per night from 24 Apr to 25 Apr

Situated in Winchester, this historic holiday home is within a 5-minute walk of Winchester College and Winchester Cathedral. University of Winchester is 0.7 ...…

4.8/5Exceptional! (6 reviews)
Enviable location

"Super easy check-in, on street parking permit provided, central location yet on quiet side street. Excellent stay."…"

Reviewed on 7 Mar 2020

Panoramic View of Winchester Cathedral
Stunning 19th Century Barn Conversion in Gorgeous Hampshire Countryside

Stunning 19th Century Barn Conversion in Gorgeous Hampshire Countryside

The Old Stables, South Wonston Farm, Winchester, ENG
Get Rates

Located in a rural location, this family-friendly holiday home is within 6 mi (10 km) of Gurkha Museum Winchester, University of Winchester, and Winnall Moors ...…

5/5Exceptional! (4 reviews)
Very nice stay

"Lovely property, very helpful and friendly owners, all good."…"

Reviewed on 19 Nov 2020

Stunning 19th Century Barn Conversion in Gorgeous Hampshire Countryside
Mallard Cottage Sleeps 5 Rural Winchester Twyford

Mallard Cottage Sleeps 5 Rural Winchester Twyford

Manor Rd Twyford, Winchester, ENG
Get Rates

Situated in Winchester, this holiday home is 2.6 mi (4.2 km) from Hospital of St Cross and 2.7 mi (4.4 km) from Marwell Zoo. Winchester Cathedral and University ...…

Mallard Cottage Sleeps 5 Rural Winchester Twyford
Perfect Family Home, Within Walking Distance of City Centre, to the Wide Range of Excellent Shops and Restaurants, Ideal for a Longer Stay

Perfect Family Home, Within Walking Distance of City Centre, to the Wide Range of Excellent Shops and Restaurants, Ideal for a Longer Stay

28, Western Road, Winchester, ENG
Get Rates

Situated in Winchester, this holiday home is within 1 mi (2 km) of Gurkha Museum Winchester, University of Winchester, and Winchester Cathedral. Royal Green ...…

Perfect Family Home, Within Walking Distance of City Centre, to the Wide Range of Excellent Shops and Restaurants, Ideal for a Longer Stay
Situated Within Moments of the High Street and Theatre Royal

Situated Within Moments of the High Street and Theatre Royal

81, Tower Street, Winchester, ENG
Get Rates

Situated in Winchester, this holiday home is within a 10-minute walk of Theatre Royal Winchester and Winchester Cathedral. University of Winchester is 0.7 mi ...…

Situated Within Moments of the High Street and Theatre Royal
RiverGem

RiverGem

4 out of 5
8 Itchen Court, Eastgate, Winchester, England
Get Rates

Situated on the riverfront, this holiday home is within a 10-minute walk of Winchester City Mill and Winchester Cathedral. University of Winchester is 1.1 mi ...…

5/5Exceptional! (1 review)

"An ideal location in city centre. Totally modern throughout and clean as a new pin."…"

Reviewed on 16 Aug 2020

RiverGem
Don't see what you're looking for?
See all available properties in Winchester
View all properties
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.

Other property types in Winchester

Mercure Wessex Winchester Hotel

Mercure Wessex Winchester Hotel

4 out of 5
Paternoster Row, Winchester, England
The price is £55 per night from 16 Apr to 17 Apr
3.7/5Good! (997 reviews)

"The location was good. It was not always easy to get someone's attention at the reception."…"

Reviewed on 1 Apr 2021

Mercure Wessex Winchester Hotel
The Winchester Hotel & Spa

The Winchester Hotel & Spa

4 out of 5
Worthy Lane, Winchester, England
4.1/5Very Good! (871 reviews)
Anniversary stay

"A wedding anniversary break with a lovely room, tasty bed and breakfast and all at a great price. The staff were friendly yet professional and the rooms spacious and well appointed. The staff, knowing we were celebrating our wedding anniversary, made us feel extra welcome and even prepared us an ..."…"

Reviewed on 26 Dec 2020

The Winchester Hotel & Spa
Holiday Inn Winchester

Holiday Inn Winchester

4 out of 5
Telegraph Way Morn Hill, Winchester, England
The price is £58 per night from 17 Apr to 18 Apr
4.3/5Excellent! (471 reviews)
Very impressed

"Very impressed as haven’t stayed in a hol inn for a while. Lady at check in was so friendly and helpful. Nice hotel, good system for drinks/breakfast etc. As it’s not near anywhere else we opted for breakfast here and it was good. Can walk into town (about 30min) but we opted for the bus no 64 which ..."…"

Reviewed on 5 Nov 2020

Holiday Inn Winchester
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.

More trip options