Winchester Rentals

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285 Houses

South House - In the centre of Winchester

Winchester house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$273

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. 3 hours 50 minutes

Price per night from

$203

Responds fast! avg. 29 minutes

Price per night from

$210

The Hayloft, Crabwood Cottages

Winchester guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 42 minutes

Price per night from

$133

Luxury 2 Bedroom Scandinavian Lodge with HOT TUB

Winchester lodge

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$252

City Centre Apartment Winchester with parking provided

Winchester apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$147

The Old Tractor Barn, Crabwood Cottages

Pitt cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 42 minutes

Price per night from

$182

Luxury 3 Bedroom, Scandinavian Lodge with HOT TUB

Winchester lodge

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$280

The Down House Cottage

Winchester cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 57 minutes

Price per night from

$126

Idyllic Hampshire Hideaway - The Orchard Studio, Sparsholt

Winchester b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 38 minutes

Price per night from

$133

Stylish House in Winchester with parking for two cars

Winchester house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$245

Cosy character cottage in central Winchester

Winchester cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$210

South House Winchester

Winchester house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 21 minutes

Price per night from

$273

Luxury 3 bedroom Scandinavian Lodge (without hot tub)

Winchester log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$252

Luxury 2 Bedroom Scandinavian Lodge (without hot tub)

Winchester log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$231

No. 79 Tower Street

Winchester house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Price per night from

$261

No. 11 Cossack Lane House

Winchester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$173

City Centre Home With Private Off Road Parking

Winchester house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$210

3 Bedroom, Luxury Scandinavian Lodge, set in woodland

Winchester log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$174

2 Bedroom, Luxury Scandinavian Lodge set in woodland

Winchester log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$157

Price per night from

$360

1 Abbotts Court Mews

Winchester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 3 hours 25 minutes

Price per night from

$189

Unique Home in the Heart of Winchester Centre

Winchester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$185

Charming 3 bed Thatched Cottage in Rural Village near Stockbridge Winchester

Winchester cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 54 minutes

Price per night from

$175

Price per night from

$360

Immaculate 4-Bed House in Winchester Free Parking

Winchester house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$368

Captivating 2-Bed Apartment in Winchester

Winchester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$182

Meed

Winchester studio

  • Studio
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 25 minutes

Price per night from

$252

No. 81 Tower Street ~ Designers Townhouse

Winchester house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$553

Winchester Retreat

Winchester apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$259

Great rentals within 20 miles that match your search

Milvil Self Catering Apartment

Lee-on-the-Solent apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$175

Abbots Wood, Netley Abbey

Netley house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$976

Guntles with a View

Old Blendworth apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

Inquire for Rates

Watercress Lodges

Alresford lodge

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$238

Price per night from

$216

Woodend

Bursledon bungalow

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 32 minutes

Price per night from

$160

Stunning Cottage | New Forest | Familes | Friends

Fordingbridge cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 16 minutes

Price per night from

$385

Cycle Sanctuary - South Downs National Park

Alresford cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$245

Viewing 38 of 285
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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