Updating

Dates
...

Viewing 40 of 628 rentals in Winchester

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

Holiday Lettings
> Europe
> United Kingdom
> England
> Hampshire
> Self catering accommodation and cottages in Winchester

Self catering accommodation in Winchester and Cottages - Holiday Lettings - Holiday Rentals Winchester

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
Tripadvisor rating Vrbo rating
Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type
  • Penthouse (1)
  • Apartment (130)
  • Villa (2)
  • Cottage (137)
  • House (212)
  • Chalet (8)
  • Lodge (32)
  • Manor House (1)
  • Bungalow (8)
  • Barn (4)
  • Townhouse (5)
  • Studio (11)
  • Yacht (2)
  • Yurt (4)
  • Boathouse (1)
  • Condo (6)
  • Private room (3)
  • B&B (5)
  • Shepherds Hut (3)
  • Guest house (2)
  • Hotel apartment (2)
  • Log cabin (21)
  • Caravan/Mobile Home (27)
  • Tree House (1)

All filters (1)

Filters (2)

Clear filters

1 Holiday homes

Why am I receiving these results?
Applied filters (2)
Penthouse
Parking

Great rentals within 20 miles that match your search

Holiday penthouse with golf nearby in Cowes

Cowes penthouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
28 reviews

from £224 / night

£1,260 - £3,693 / week

1 / 24

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Lymington holiday apartment rental

Lymington apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £138 / night

£1,031 / week

1 / 9

Great rentals within 20 miles that match your search

Brockenhurst holiday home rental

Brockenhurst house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £121 / night

£842 - £1,323 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday log cabin with shared pool, golf nearby in Downton

Downton log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £173 / night

£519 - £1,624 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday lodge with shared pool in Downton

Downton lodge

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £130 / night

£906 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday cottage in Barton-on-Sea

Barton-on-Sea cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £111 / night

£773 - £1,535 / week

1 / 16

Great rentals within 20 miles that match your search

Salisbury holiday home rental

Salisbury house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £149 / night

£802 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday cottage in Redlynch

Redlynch cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £163 / night

£576 - £1,764 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday cottage in Sparsholt

Sparsholt cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £145 / night

£506 - £1,242 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Highcliffe

Highcliffe cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £230 / night

£689 - £2,666 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Sopley

Sopley cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £288 / night

£863 - £2,862 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday caravan/mobile home with shared pool in Barton-on-Sea

Barton-on-Sea caravan/mobile home

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £138 / night

£962 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday cottage in Redlynch

Redlynch cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £193 / night

£671 - £2,113 / week

1 / 39

Great rentals within 20 miles that match your search

Home rental in Southbourne

Southbourne house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £573 / night

£3,607 - £4,617 / week

1 / 31

Great rentals within 20 miles that match your search

Southampton holiday apartment rental

Southampton apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £109 / night

£762 / week

1 / 33

Great rentals within 20 miles that match your search

Frogham holiday apartment let

Frogham apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £403 / night

£1,208 - £3,812 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday apartment rental

Portsmouth apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

from £161 / night

£482 - £1,273 / week

1 / 23

Great rentals within 20 miles that match your search

Caravan/mobile home rental in Porchfield with shared pool, golf nearby

Porchfield caravan/mobile home

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £145 / night

£576 - £1,623 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday yurt in Sopley

Sopley yurt

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £126 / night

£378 - £1,024 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday cottage in Cowes

Cowes cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £344 / night

£2,233 - £7,054 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday chalet with shared pool in Bashley

Bashley chalet

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £122 / night

£844 - £2,875 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday home in Amesbury

Amesbury house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £389 / night

£2,715 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday lodge in Gurnard

Gurnard lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £127 / night

£889 - £2,416 / week

1 / 27

Great rentals within 20 miles that match your search

Apartment rental in Winchester

Winchester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £207 / night

£1,443 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday lodge in Eastleigh

Eastleigh lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £45 / night

£308 - £481 / week

1 / 10

Great rentals within 20 miles that match your search

West End holiday apartment rental

West End apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £142 / night

£992 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday home in West End

West End house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £573 / night

£4,008 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday home in Fordingbridge

Fordingbridge house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £371 / night

£2,597 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday lodge with shared pool in Keyhaven

Keyhaven lodge

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £161 / night

£1,010 - £1,479 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday lodge with shared pool in Milford on Sea

Milford on Sea lodge

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £137 / night

£954 / week

1 / 39

Great rentals within 20 miles that match your search

Apartment rental in Rownhams

Rownhams apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £126 / night

£745 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday apartment in West End

West End apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

1 filter does not match: Property type

from £126 / night

£745 / week

1 / 14

Great rentals within 20 miles that match your search

Amesbury holiday apartment rental

Amesbury apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £103 / night

£722 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment in Rownhams

Rownhams apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £138 / night

£745 / week

1 / 14

Great rentals within 20 miles that match your search

Apartment rental in Southampton

Southampton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £212 / night

£1,483 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment rental

Southampton apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £212 / night

£1,483 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday caravan/mobile home in Mudeford

Mudeford caravan/mobile home

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £124 / night

£866 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home in Portsmouth

Portsmouth house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £172 / night

£1,203 / week

1 / 24

Great rentals within 20 miles that match your search

Christchurch holiday home let

Christchurch house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Property type

from £215 / night

£1,499 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in Portsmouth

Portsmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £207 / night

£1,443 / week

1 / 56

×

Also consider