Vacation rentals in Winchester

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Top-rated holiday rentals in Winchester

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Guesthouse in Winchester
Water Meadows Lodge beside Winchester South Downs
"Riverside" Garden Lodge is separate, secure and sunny with a private garden and free parking in St Cross village Winchester, beside the Water Meadows and South Downs. Only 15 minutes walk from the centre via the famous Water Meadow paths or road's celebrated inns you have an ideal location to enjoy this historic city. Finished to high standards, the double bedroom, spacious living / dining room, kitchen, shower / loo have the essential luxuries. Plus Fast WiFi, 42" Smart TV and Laundry service.
5 – 12 Nov
4.95 out of 5 average rating, 260 reviews
Guest favourite
Farm stay in Headbourne Worthy
A Unique Farm Retreat
There’s something magical about The Granary. Set in acres of farmland with spectacular sunrises and sunsets, The Granary brims with rustic charm. A dreamy hideaway with an outdoor copper bath and wood fired hot tub. An idyllic get-away-from-it-all yet only 3 miles to historic Winchester. Soak amid hot water, steam and fresh air surrounded by nature and birdsong, enjoy magnificent sunsets from the ‘Sundowner’ or cosy up toasting marshmallows over the fire pit - a perfect escape to unwind.
22 – 29 Jan
5.0 out of 5 average rating, 224 reviews
Guest favourite
Apartment in Hampshire
Romantic, artist’s flat, superb central location.
Romantic, bow-fronted, ground floor Regency property with lots of character. Well-appointed but down to earth. Directly opposite the famous King Alfred's statue in the centre of town: 1 minute walk to the river, 1 minute to city centre shops, 3 mins to Winchester Cathedral, 15 mins to train station. Kitchen opens into small pretty garden, then onto quiet cul-de sac for parking (permit provided- parking in the cul-de-sac not guaranteed but there are plenty of streets within the permit zones).
13 – 20 June
4.95 out of 5 average rating, 170 reviews

Popular amenities for Winchester holiday rentals

Stay near Winchester's top sights

The Great Hall55 locals recommend
Sainsbury's7 locals recommend
Winchester Christmas Market11 locals recommend
St Catherine's Hill55 locals recommend
Theatre Royal Winchester41 locals recommend
The Old Vine21 locals recommend

Other great holiday rentals in Winchester

Guest favourite
Guest suite in Ovington
Luxury annexe near the River Itchen & Alresford
13 – 20 May
4.98 out of 5 average rating, 127 reviews
Guest favourite
Shepherd’s hut in Winchester
Shepherd's Hut with Hot Tub near Winchester
27 July – 3 Aug
4.96 out of 5 average rating, 323 reviews
Guest favourite
Cottage in Winchester
Beggar's Lane Cottage-3 beds in Central Winchester
15 – 22 Aug
4.82 out of 5 average rating, 244 reviews
Guest favourite
Guesthouse in Hampshire
The Lodge Winchester
22 – 29 July
4.97 out of 5 average rating, 145 reviews
Guest favourite
Apartment in Compton
The Annexe at Longacre, near Winchester
10 – 17 Feb
4.98 out of 5 average rating, 223 reviews
Guest favourite
Home in Winchester
Martyr Worthy Home with a View
7 – 14 Nov
4.99 out of 5 average rating, 241 reviews
Guest favourite
Guesthouse in Hampshire
Cosy Annexe in a beautiful part of Winchester
14 – 21 June
4.9 out of 5 average rating, 303 reviews
Guest favourite
Hut in Winchester
The Pigsty
23 – 30 Aug
4.97 out of 5 average rating, 452 reviews
Guest favourite
Guest suite in Hampshire
Pretty self contained annexe
31 Aug – 7 Sept
4.95 out of 5 average rating, 123 reviews
Guest favourite
Condo in Hampshire
Lovely 2 Bedroom Flat
16 – 23 June
4.95 out of 5 average rating, 187 reviews
Guest favourite
Apartment in Winchester
City Apartment
28 July – 4 Aug
4.99 out of 5 average rating, 116 reviews
Guest favourite
Farm stay in Hampshire
Room with a view
25 Nov – 2 Dec
4.9 out of 5 average rating, 142 reviews

Quick stats about holiday rentals in Winchester

Total rentals

310 properties

Wi-Fi availability

300 properties include access to Wi-Fi

Rentals with dedicated workspaces

120 properties have a dedicated workspace

Pet-friendly rentals

80 properties allow pets

Family-friendly rentals

150 properties are a good fit for families

Total number of reviews

16K reviews

Destinations to explore

  1. Airbnb
  2. United Kingdom
  3. England
  4. Hampshire
  5. Winchester