Vacation rentals in Winchester

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Top-rated accommodation in Winchester

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

Guest favourite

Guesthouse in Winchester

4.95 out of 5 average rating, 260 reviews

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.

10–17 Sep

$219 NZD per night
Guest favourite

Farm stay in Headbourne Worthy

5.0 out of 5 average rating, 228 reviews

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.

31 Jan – 7 Feb

$362 NZD per night
Guest favourite

Apartment in Hampshire

4.95 out of 5 average rating, 171 reviews

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).

17–24 Jun

$276 NZD per night

Popular amenities for Winchester accommodation

Stay near Winchester's top sights

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

Other great accommodation in Winchester

Guest favourite

Home in Winchester

4.99 out of 5 average rating, 241 reviews

Martyr Worthy Home with a View

7–14 Oct

$282 NZD per night
Guest favourite

Hut in Winchester

4.97 out of 5 average rating, 454 reviews

The Pigsty

6–13 Dec

$386 NZD per night
Guest favourite

Cottage in Hampshire

5.0 out of 5 average rating, 170 reviews

Cosy country cottage with chalk stream charm

10–17 May

$294 NZD per night
Guest favourite

Home in Otterbourne

4.98 out of 5 average rating, 121 reviews

Quiet semi-detached house near Winchester

23–30 May

$193 NZD per night
Guest favourite

Shepherd’s hut in Winchester

4.96 out of 5 average rating, 325 reviews

Shepherd's Hut with Hot Tub near Winchester

29 Aug – 5 Sep

$245 NZD per night
Guest favourite

Loft in Charlecote

4.92 out of 5 average rating, 158 reviews

Beautiful Apartment in Centre of Winchester

2–9 Apr

$284 NZD per night
Guest favourite

Guesthouse in Hampshire

4.9 out of 5 average rating, 304 reviews

Cosy Annexe in a beautiful part of Winchester

9–16 Aug

$195 NZD per night
Guest favourite

Apartment in Compton

4.98 out of 5 average rating, 224 reviews

The Annexe at Longacre, near Winchester

22–29 Dec

$227 NZD per night
Guest favourite

Farm stay in Hampshire

4.9 out of 5 average rating, 141 reviews

Room with a view

12–19 Nov

$134 NZD per night
Guest favourite

Cottage in Privett

4.97 out of 5 average rating, 405 reviews

The Barn @ North Lodge -Soho Farmhouse-esque Cabin

3–10 Nov

$228 NZD per night
Guest favourite

Guest suite in Micheldever Station

4.98 out of 5 average rating, 109 reviews

The Tower House Studio

6–13 Feb

$167 NZD per night
Guest favourite

Apartment in Hampshire

4.83 out of 5 average rating, 24 reviews

Flat in central Winchester

17–24 Oct

$222 NZD per night

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

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