Updating

Dates
...

Viewing 40 of 622 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
  • Apartment (1)
  • House (9)
  • Condo (1)

All filters (2)

Filters (2)

Clear filters

11 Holiday homes

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

Great rentals within 20 miles that match your search

Holiday home in Cowes

Cowes house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
5 reviews

from £168 / night

£1,171 / week

1 / 17

Great rentals within 20 miles that match your search

Cowes holiday home rental

Cowes house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

from £190 / night

£1,331 / week

1 / 27

Great rentals within 20 miles that match your search

Ryde holiday home rental

Ryde house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

from £263 / night

£1,836 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home letting

Ryde house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6
2 reviews

from £263 / night

£1,836 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday home in Ryde

Ryde house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 4
1 review

from £168 / night

£1,171 / week

1 / 22

Great rentals within 20 miles that match your search

Apartment rental in Old Blendworth

Old Blendworth apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
4 reviews

Pricing unknown

1 / 18

Great rentals within 20 miles that match your search

Holiday condo in Cowes

Cowes condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £155 / night

£1,082 / week

1 / 20

Great rentals within 20 miles that match your search

Ryde holiday home rental

Ryde house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10
7 reviews

from £702 / night

£4,914 / week

1 / 29

Great rentals within 20 miles that match your search

Cowes holiday home rental

Cowes house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5
1 review

from £168 / night

£1,171 / week

1 / 20

Great rentals within 20 miles that match your search

Ryde holiday home rental

Ryde house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
1 review

from £161 / night

£1,123 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home rental

Christchurch house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
12 reviews

from £207 / night

£1,443 / 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

Holiday apartment in Christchurch

Christchurch apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

from £121 / night

£974 - £1,038 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday studio in Christchurch

Christchurch studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Pets allowed

4 reviews

from £123 / night

£859 - £951 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday cottage rental

Fordingbridge cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

5 reviews

from £275 / night

£1,374 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home in Brockenhurst

Brockenhurst house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

7 reviews

from £189 / night

£1,323 / week

1 / 21

Great rentals within 20 miles that match your search

Gunwharf Quays holiday apartment rental

Gunwharf Quays apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Pets allowed

10 reviews

from £328 / night

£2,290 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday b&b in Lymington

Lymington b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Pets allowed

3 reviews

from £98 / night

£682 / week

1 / 25

Great rentals within 20 miles that match your search

Sway holiday home rental

Sway house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

12 reviews

from £148 / night

£1,031 - £1,758 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment in Gunwharf Quays

Gunwharf Quays apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Pets allowed

5 reviews

from £328 / night

£2,290 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment in Southampton

Southampton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

1 review

from £148 / night

£796 - £1,197 / week

1 / 14

Great rentals within 20 miles that match your search

Ringwood holiday apartment rental

Ringwood apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

from £98 / night

£682 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday apartment in Ringwood

Ringwood apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

from £109 / night

£762 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday home in Mudeford

Mudeford house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Pets allowed

12 reviews

from £85 / night

£590 / week

1 / 15

Great rentals within 20 miles that match your search

Cowes holiday apartment rental

Cowes apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

8 reviews

from £115 / night

£544 - £1,603 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment in Cowes

Cowes apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

9 reviews

from £115 / night

£544 - £1,603 / week

1 / 19

Great rentals within 20 miles that match your search

Fordingbridge holiday apartment rental

Fordingbridge apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Pets allowed

40 reviews

from £98 / night

£682 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday home in Winchester

Winchester house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

4 reviews

from £224 / night

£1,563 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday chalet in East Meon

East Meon chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Pets allowed

9 reviews

from £32 / night

£220 / week

1 / 32

Great rentals within 20 miles that match your search

Bungalow rental in Bursledon

Bursledon bungalow

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

21 reviews

from £131 / night

£916 / week

1 / 32

Great rentals within 20 miles that match your search

Townhouse rental in Lymington with golf nearby

Lymington townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

4 reviews

from £458 / night

£2,977 / week

1 / 14

Great rentals within 20 miles that match your search

Milford on Sea holiday caravan/mobile home rental

Milford on Sea caravan/mobile home

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

33 reviews

from £81 / night

£561 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday cottage in Alresford

Alresford cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Pets allowed

29 reviews

from £201 / night

£1,203 / week

1 / 25

Great rentals within 20 miles that match your search

Fordingbridge holiday cottage rental

Fordingbridge cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

1 filter does not match: Pets allowed

18 reviews

from £129 / night

£802 - £2,302 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday cottage in Brockenhurst

Brockenhurst cottage

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Pets allowed

14 reviews

from £205 / night

£1,432 - £3,321 / week

1 / 20

Great rentals within 20 miles that match your search

Cottage letting in Fordingbridge

Fordingbridge cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

32 reviews

from £123 / night

£607 - £1,071 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home in Beaulieu

Beaulieu house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

1 filter does not match: Pets allowed

from £745 / night

£5,210 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday lodge in Ibsley

Ibsley lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Pets allowed

21 reviews

from £86 / night

£573 / week

1 / 8

Great rentals within 20 miles that match your search

Home rental in Brockenhurst

Brockenhurst house

  • 13 bedrooms
  • 5 bathrooms
  • sleeps 38

1 filter does not match: Pets allowed

from £858 / night

£5,152 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday apartment in Southampton

Southampton apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Pets allowed

1 review

from £103 / night

£722 / week

1 / 15

Great rentals within 20 miles that match your search

Portsmouth holiday home rental

Portsmouth house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Pets allowed

from £136 / night

£573 / week

1 / 13

×

Also consider