Winchester Rentals

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267 Houses

South House - In the centre of Winchester

Winchester house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$289

Hang Your Hat - stylish hideaway in Winchester

Winchester cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

“A peaceful haven close to the centre” Generous English gentleman host gave us a taste of classy eccentric hospitality in unusual setting. Simply marvellous.

Responds fast! avg. 36 minutes

Price per night from

$215

Responds fast! avg. 36 minutes

Price per night from

$222

The Hayloft, Crabwood Cottages

Winchester guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$148

Luxury 2 Bedroom Scandinavian Lodge with HOT TUB

Winchester lodge

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$182

City Centre Apartment Winchester with parking provided

Winchester apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$156

The Old Tractor Barn, Crabwood Cottages

Pitt cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$193

Luxury 3 Bedroom, Scandinavian Lodge with HOT TUB

Winchester lodge

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$212

Idyllic Hampshire Hideaway - The Orchard Studio, Sparsholt

Winchester b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 40 minutes

Price per night from

$141

Stylish House in Winchester with parking for two cars

Winchester house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$259

Cosy character cottage in central Winchester

Winchester cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$222

South House Winchester

Winchester house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$289

Luxury 3 bedroom Scandinavian Lodge (without hot tub)

Winchester log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$182

Luxury 2 Bedroom Scandinavian Lodge (without hot tub)

Winchester log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$230

City Centre Home With Private Off Road Parking

Winchester house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$222

3 Bedroom, Luxury Scandinavian Lodge, set in woodland

Winchester log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$184

2 Bedroom, Luxury Scandinavian Lodge set in woodland

Winchester log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$166

1 Abbotts Court Mews

Winchester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 3 hours 44 minutes

Price per night from

$200

Unique Home in the Heart of Winchester Centre

Winchester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$196

Mallard Cottage Sleeps 4 Rural Winchester Twyford

Twyford house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$289

Piping House 4BR:4adults or 2adults+4children parking wifi garden TVs

Twyford house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$336

59 Bar End Road, Winchester

Winchester cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$250

Charming 4-Bed House in Winchester,Free Parking

Winchester house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$382

Meed

Winchester studio

  • Studio
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 44 minutes

Price per night from

$267

The Bake House City Centre

Winchester house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$320

Stylish 2-BR Central Location,Sleeps 6, Winchester

Winchester house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$230

2-BR Cosy Retreat, w/ Garden, central Winchester

Winchester house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$258

2 Bedroom House in Central Winchester with Free Parking, by Arlan Group

Winchester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$267

Winchester Retreat

Winchester apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$274

Great rentals within 20 miles that match your search

Victorian stable house, South Downs, Liss, near Petersfield, Hants

Liss cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Price per night from

$156

Well Appointed Farm House

Beaulieu house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Price per night from

$962

1 Bedroom Apartment with private courtyard

Southampton apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$134

testeestest

Worcester cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$111

Southampton Serviced Apartment

Southampton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$191

Owls Lodge

Winterslow lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 29 minutes

Price per night from

$132

Rose Cottage Hamble

Hamble house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$131

Still Waters - transitional unit accessible and adapted with style ...

Hill Head apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 53 minutes

Price per night from

$444

Japonica Cottage

Lyndhurst cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$255

Viewing 38 of 267
rentals in Winchester

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Why Winchester?

Based in the county of Hampshire, England, Winchester is a city steeped in history. With cultural landmarks, family attractions and more, book your vacation rental in Winchester today and enjoy an action-packed trip to this beautiful city.

About Winchester

Winchester has been the setting for many novels, including The Whole Day Through by Patrick Gale and One Day by David Nicholls.

What to Do

Winchester Science Centre and Planetarium has over 100 exhibitions where you can discover more about the universe. You can also find out more about the human body as well as live shows and workshops.

Top Winchester Travel Tips

Take a visit to the stunning city of Winchester and marvel at the exquisite range of attractions on offer. Book your vacation rental in Winchester today to enjoy one of the best historic and cultural cities within the UK.

Top Destination reviews

Hang Your Hat - stylish hideaway in Winchester
A perfect 3 night break in every way!

We recently stayed at 'Hang Your Hat' for 3 nights and wished we could have stayed longer. As soon as we saw the cottage we loved it! It had everything you would want from a holiday home and more. We brought our dog and Nigel recommended some really good dog friendly restaurants that we were able to walk to from the cottage, which is a real bonus! Also he gave us some information about some local walks which was helpful. Winchester and the surrounding countryside is really beautiful. We also loved just relaxing in the cottage because it was so peaceful and comfortable. Thanks to Nigel we had a blissful 3 days!see more

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