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Winchester >
Holiday homes

Winchester holiday rentals

Multiple accommodations for your stay
Check-in date:
07 Jun 2026
Check-out date:
08 Jun 2026
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2 guests
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46 results found

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Rivergem - Riverside Coach House

8 Itchen Court Eastgate Street, Winchester, United Kingdom (Open map)

The 1-bedroom holiday home is in the immediate vicinity of the medieval almshouse "Hospital of St Cross", while the festive...
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US$ 224
price for 1 night
RESERVE
8.8
Fabulous
7 reviews

The Loft Winchester

38B Clifton Road, Winchester, United Kingdom (Open map)

The 2-bedroom holiday home is within 20 km of Southampton airport and not far from such cultural points of interest as Royal Green...
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US$ 258
price for 1 night
RESERVE
8.9
Fabulous
26 reviews

4 Bedroom Gateway In Winchester

48 Longfield Road, Winchester, United Kingdom (Open map)

Southampton airport can be reached within 14 minutes drive, and natural attractions like Abbey Gardens are 2.1 km away. Located...
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RESERVE
9.4
Superb
5 reviews

Winchester City House

18 Andover Road, Winchester, United Kingdom (Open map)

Southampton airport can be reached within 22 minutes drive, and natural attractions like Abbey Gardens are nearly a 20-minute walk...
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US$ 187
price for 1 night
RESERVE
8.6
Fabulous
6 reviews

House In Central Winchester

Upper Brook Street, Winchester, United Kingdom (Open map)

Winchester City Council is in the vicinity of the 1-bedroom holiday home and the South Downs Way is 9 minutes' walk away. Located 450…
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RESERVE
9.2
Superb
51 reviews

House In Historic Winchester

26 Swan Lane, Winchester, United Kingdom (Open map)

The Westgate Museum is a short way from this accommodation, and the restored Winchester City Water Mill is just 1.2 km away....
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US$ 339
price for 1 night
RESERVE
7.9
Good
54 reviews

House - Sleeps 8 - Parking - Garden

48 Longfield Road, Winchester, United Kingdom (Open map)

Southampton airport can be reached within 14 minutes drive, and natural attractions like St Catherine's Hill are 2.3 km away....
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US$ 469
price for 1 night
RESERVE
10
Exceptional
1 review

The Old Brewery Boardroom - Winchester City Centre - Unique Property - Free Parking - Sleeps 6 - By Xplus Stays

57 Marston Gate, Winchester, United Kingdom (Open map)

The 1-bedroom holiday home is in the vicinity of the 11th-century Winchester Cathedral, featuring easy access to Royal Green Jackets...
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US$ 502
price for 1 night
RESERVE
8.7
Fabulous
36 reviews

The Old Cook House

Maybush, , Olivers Battery Gardens, Winchester, United Kingdom (Open map)

Southampton airport can be reached within 17 minutes drive, and natural attractions like St Catherine's Hill are nearly 25 minutes'...
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US$ 118
price for 1 night
RESERVE
9.8
Exceptional
4 reviews

Walsingham House Winchester

20 North View, Winchester, United Kingdom (Open map)

Southampton airport can be reached within 22 minutes drive, and natural attractions like St Catherine's Hill are 2.3 km away....
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US$ 365
price for 1 night
RESERVE
9.0
Superb
15 reviews

Winchester Luxury Home I Southdown View I Town Centre I 4Br3Bath I Free Parking

48A Gordon Avenue, Winchester, United Kingdom (Open map)

Southampton airport can be reached within 19 minutes drive, and natural attractions like Abbey Gardens are approximately 5 minutes...
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US$ 394
price for 1 night
RESERVE

Squirrel'S Leap

118 Duke Street Micheldever, Winchester, United Kingdom (Open map)

Blackwood Forest can be found 3.3 km away, and Church of the Holy Trinity is 3.9 km from this property. Located about 5 minutes' walk…
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US$ 148
price for 1 night
RESERVE
9.1
Superb
8 reviews

4 Bed Cosy Home W Free Parking, Pets Welcome

17 Chaundler Rd, Winchester, United Kingdom (Open map)

Guests can visit the 11th-century Winchester Cathedral, which is a mere 1.9 km from the holiday home, or check out Winchester...
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RESERVE
7.0
Good
1 review

Central Winchester Townhouse

16 Tower Street, Winchester, United Kingdom (Open map)

The holiday home is within 20 km of Southampton airport and 350 metres from such cultural points of interest as the 15th-century...
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US$ 305
price for 1 night
RESERVE
6.4
Pleasant
23 reviews

Large 4 Bedroom Family Home In Centre Winchester

58 Stockbridge Road, Winchester, United Kingdom (Open map)

This Winchester holiday home is within 20 km of Southampton airport and a short way from such cultural points of interest as the...
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RESERVE

Two Bedroom House In The Heart Of Winchester

56 St John'S St, Winchester, United Kingdom (Open map)

This holiday home is in the immediate vicinity of The Great Hall, while the festive Winchester Christmas Market is a 5-minute walk...
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US$ 326
price for 1 night
RESERVE

Family Home In Hampshire - Sleeps Up To 9 People With 3 Parking Spaces

3 West End Close, Winchester, United Kingdom (Open map)

At the Winchester holiday home you'll be only 1.2 km from Dean Garnier's Garden and 2.1 km from the medieval almshouse "Hospital of...
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US$ 483
price for 1 night
RESERVE

Millstream House

8 Chesil Street, Winchester, United Kingdom (Open map)

This holiday home is 10 minutes by car from the Winchester Science Centre and Planetarium, while the King Alfred Statue is about 5...
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US$ 239
price for 1 night
RESERVE

Saxon Lodge, Luxury Retreat In Winchester, Hottub!

Saxon Lodge, Sarum Road, Winchester, Winchester, United Kingdom (Open map)

Southampton airport can be reached within 17 minutes drive, and natural attractions like St Catherine's Hill are 2.8 km away....
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US$ 877
price for 1 night
RESERVE

Meed, Large Art Deco Style Bungalow

Meed, Park Road, Winchester, United Kingdom (Open map)

Royal Green Jackets Regimental Museum is within reach of the 2-bathroom villa, while the South Downs Way is 17 minutes' walk away....
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RESERVE
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