Photo by Tom Leeson
Holiday rentals near Winchester College
We found 835 holiday rentals — enter your dates for availability
If you want to to stay within easy reach of Winchester College, scroll through and discover holiday rentals to choose your home away from home. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll have the amenities that you expect and more, which might include cable TV and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Winchester College
Showing deals for:14 Nov - 21 Nov
Image gallery for Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig
9.49.4 out of 10 rating
Exceptional
(115 reviews)
Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig
Southampton, ENG
17% off
Price is AU$2,686
AU$2,686
AU$384 per night
includes taxes & fees
Image gallery for A quirky character cottage on the edge of the New Forest
1010 out of 10 rating
Exceptional
(7 reviews)
A quirky character cottage on the edge of the New Forest
Southampton, England
9% off
Price is AU$2,461
AU$2,461
AU$352 per night
includes taxes & fees
Image gallery for Stunning barn conversion in the heart of the South Downs
9.49.4 out of 10 rating
Exceptional
(12 reviews)
Stunning barn conversion in the heart of the South Downs
Petersfield, ENG
18% off
Price is AU$10,459
AU$10,459
AU$1,494 per night
includes taxes & fees
Image gallery for Apple Pye - Converted Barn In An Attractive Courtyard On Our Family Stockfarm
1010 out of 10 rating
Exceptional
(9 reviews)
Apple Pye - Converted Barn In An Attractive Courtyard On Our Family Stockfarm
Romsey, ENG
28% off
Price is AU$1,163
AU$1,163
AU$166 per night
includes taxes & fees
Image gallery for Unique, Spacious, Self-Built Eco House with Huge Garden and Movie Room
1010 out of 10 rating
Exceptional
(23 reviews)
Unique, Spacious, Self-Built Eco House with Huge Garden and Movie Room
Andover, England
14% off
Price is AU$8,384
AU$8,384
AU$1,198 per night
includes taxes & fees
Image gallery for Tranquility, In grounds of Dower house on large country estate in the Candover's
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Tranquility, In grounds of Dower house on large country estate in the Candover's
Basingstoke, Hampshire
20% off
Price is AU$2,490
AU$2,490
AU$356 per night
includes taxes & fees
Image gallery for Converted from a old dairy into a beautiful, quaint cottage in The New Forest.
9.69.6 out of 10 rating
Exceptional
(44 reviews)
Converted from a old dairy into a beautiful, quaint cottage in The New Forest.
Lyndhurst
9% off
Price is AU$1,273
AU$1,273
AU$182 per night
includes taxes & fees
Image gallery for New Forest Cottage, charming & full of character in the heart of The New Forest
1010 out of 10 rating
Exceptional
(71 reviews)
New Forest Cottage, charming & full of character in the heart of The New Forest
Lyndhurst, ENG
9% off
Price is AU$3,769
AU$3,769
AU$538 per night
includes taxes & fees
Image gallery for The Stable at Rambler Cottage
1010 out of 10 rating
Exceptional
(12 reviews)
The Stable at Rambler Cottage
Eastleigh, England
5% off
Price is AU$1,453
AU$1,453
AU$208 per night
includes taxes & fees
Image gallery for Beautifully designed open plan home in picturesque countryside village of Amport
9.89.8 out of 10 rating
Exceptional
(14 reviews)
Beautifully designed open plan home in picturesque countryside village of Amport
Andover, ENG
13% off
Price is AU$9,835
AU$9,835
AU$1,405 per night
includes taxes & fees
Image gallery for Cedar-tiled Cottage in own Garden, in Grounds of Nearby Owner's House
8.68.6 out of 10 rating
Excellent
(40 reviews)
Cedar-tiled Cottage in own Garden, in Grounds of Nearby Owner's House
Brockenhurst, ENG
32% off
Price is AU$1,355
AU$1,355
AU$194 per night
includes taxes & fees
Image gallery for Secluded, warm & cosy cottage - rural but 10 mins easy walk of shop/pubs.
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Secluded, warm & cosy cottage - rural but 10 mins easy walk of shop/pubs.
Andover, Hampshire
5% off
Price is AU$3,706
AU$3,706
AU$529 per night
includes taxes & fees
Image gallery for Very Stylish contemporary house within the Centre of Winchester
9.69.6 out of 10 rating
Exceptional
(32 reviews)
Very Stylish contemporary house within the Centre of Winchester
Winchester, Hampshire
9% off
Price is AU$2,673
AU$2,673
AU$382 per night
includes taxes & fees
Image gallery for Historic Listed Cottage In Beaulieu/ Wifi/ Wood Burning Stove/ Parking
1010 out of 10 rating
Exceptional
(35 reviews)
Historic Listed Cottage In Beaulieu/ Wifi/ Wood Burning Stove/ Parking
Brockenhurst, ENG
9% off
Price is AU$3,044
AU$3,044
AU$435 per night
includes taxes & fees
Image gallery for Farthings - genuine Austen charm cottage & garden
9.69.6 out of 10 rating
Exceptional
(15 reviews)
Farthings - genuine Austen charm cottage & garden
Alton, ENG
9% off
Price is AU$2,446
AU$2,446
AU$349 per night
includes taxes & fees
Image gallery for Close to Peppa Pig World, New Forest and South coast
1010 out of 10 rating
Exceptional
(21 reviews)
Close to Peppa Pig World, New Forest and South coast
Romsey, ENG
9% off
Price is AU$2,292
AU$2,292
AU$327 per night
includes taxes & fees
Image gallery for Rural location, Test Valley, Barn Conversion. 4 miles from Stockbridge.
1010 out of 10 rating
Exceptional
(55 reviews)
Rural location, Test Valley, Barn Conversion. 4 miles from Stockbridge.
Stockbridge, England
9% off
Price is AU$1,747
AU$1,747
AU$250 per night
includes taxes & fees
Image gallery for Charming period cottage quietly located in the centre of Winchester
9.69.6 out of 10 rating
Exceptional
(40 reviews)
Charming period cottage quietly located in the centre of Winchester
Winchester, Hampshire
9% off
Price is AU$2,303
AU$2,303
AU$329 per night
includes taxes & fees
Image gallery for Welcome to The Light House a tranquil city retreat, with off road parking.
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Welcome to The Light House a tranquil city retreat, with off road parking.
Southampton, England
9% off
Price is AU$1,588
AU$1,588
AU$227 per night
includes taxes & fees
Image gallery for Luxury Southampton house with garden and parking
1010 out of 10 rating
Exceptional
(5 reviews)
Luxury Southampton house with garden and parking
Southampton, England
8% off
Price is AU$2,762
AU$2,762
AU$395 per night
includes taxes & fees
Image gallery for The Hay Barn - located in South Downs National Park & Jane Austen country
1010 out of 10 rating
Exceptional
(51 reviews)
The Hay Barn - located in South Downs National Park & Jane Austen country
Alton
5% off
Price is AU$2,128
AU$2,128
AU$304 per night
includes taxes & fees
Image gallery for Hang Your Hat - The Cottage
1010 out of 10 rating
Exceptional
(30 reviews)
Hang Your Hat - The Cottage
Winchester, ENG
11% off
Price is AU$2,467
AU$2,467
AU$352 per night
includes taxes & fees
Image gallery for Victorian Stable House with attractive vaulted ceiling , Southdowns.
9.89.8 out of 10 rating
Exceptional
(25 reviews)
Victorian Stable House with attractive vaulted ceiling , Southdowns.
Liss, England
9% off
Price is AU$1,493
AU$1,493
AU$213 per night
includes taxes & fees
Image gallery for 3 Storey modern executive townhouse. Central Basingstoke, with parking
1010 out of 10 rating
Exceptional
(6 reviews)
3 Storey modern executive townhouse. Central Basingstoke, with parking
Basingstoke, ENG
14% off
Price is AU$2,376
AU$2,376
AU$339 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Winchester College
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Find the best place to stay - Winchester College
Stunning barn conversion in the heart of the South Downs
Sleeps 14 · 6 bedrooms · 3+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Lovely Holiday Cottage
Sleeps 5 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
116 reviews(116 reviews)
4 Bedroom Gateway: Winchester - Town Centre 4 mins.
Sleeps 10 · 4 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
Luxury cottage in the stunning Hampshire countryside with garden and views.
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
NEW Luxury 2 bed Cottage in the Historic City Winchester with private parking
Sleeps 6 · 2 bedrooms
9.69.6 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
The Down House Cottage less than 3 miles from the heart of historic Winchester.
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
82 reviews(82 reviews)
Top rated rentals - Winchester College
Amazing cottage in a great location
1010 out of 10
Exceptionalexceptional
235 reviews(235 reviews)
We really enjoyed our stay and would throughly recommend it to our family and friends.
Ian H.
Stayed Apr 2025
Lovely little cottage
1010 out of 10
Exceptionalexceptional
104 reviews(104 reviews)
A lovely little modernised cottage with a nice outlook. Just be aware that the laneway down to the property is unmade … you don’t need a 4x4 but don’t take the sports car 😉😂
Maggie & Pete W.
Stayed May 2024
Life in the country
1010 out of 10
Exceptionalexceptional
35 reviews(35 reviews)
New, clean, well equipped and comfortable. Within easy walking distance of two pubs.- (lovely meals)
Not however, convenient for general shopping, or surprisingly for country walks - we tried two signposted walking tracks, both took us to houses!
Margaret K.
Stayed Apr 2024
Walker's paradise.
1010 out of 10
Exceptionalexceptional
48 reviews(48 reviews)
Our stay at Tangley in the UK was fabulous. Very nice and comfortable cottage, friendly and helpful host, and wonderful countryside walking. Absolute heaven.
Victor and Wendy G.
Stayed Apr 2024
New Forest bliss
1010 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Lovely relaxing cottage, perfect for our young family
Chris C.
Stayed Apr 2024
Quiet Countryside Escape
1010 out of 10
Exceptionalexceptional
51 reviews(51 reviews)
We enjoyed the personal touches and local advice. Quiet location with easy access to local sites and bigger towns.
Michael R.
Stayed Sept 2023
All perfect
1010 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
Just as advertised
Barry M.
Stayed May 2023
Family Visit
1010 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Easy booking, clear instructions on how to get there, great welcome pack. USB charging cables and port provided. Shower was tricky to get temperatures set but once figured out all was good.
Plenty of pot and pans …..
Enjoyed our stay 😀
Andre R.
Stayed Mar 2023
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value