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50 Holiday homes

Filters applied: City breaks (27)

1 / 8

Holiday home in Winchester

Hampshire / Winchester

3 7 2 nights min stay

House / 3 bedrooms / sleeps 7 / 2 nights min stay

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from £445 / night

£3115 / week

Book

from £445 / night

(20) Very Good 

1 / 35

Holiday bungalow in Winchester

Hampshire / Winchester

2 6 2 nights min stay

Bungalow / 2 bedrooms / sleeps 6 / 2 nights min stay

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from £90 / night

£950 - £1555 / week

Book

from £90 / night

(5) Excellent 

1 / 17

Holiday home rental

Hampshire / Winchester

3 6 2 nights min stay

House / 3 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £175 / night

£1225 / week

Book

from £175 / night

1 / 7

Winchester holiday home rental

Hampshire / Winchester

5 10 2 nights min stay

House / 5 bedrooms / sleeps 10 / 2 nights min stay

Add to shortlist

from £700 / night

£2300 / week

Book

from £700 / night

1 / 44

Holiday cottage in Winchester

Hampshire / Winchester

2 6 2 nights min stay

Cottage / 2 bedrooms / sleeps 6 / 2 nights min stay

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from £95 / night

£675 - £1610 / week

Book

from £95 / night

(2) Very Good 

1 / 15

Winchester holiday cottage accommodation

Hampshire / Winchester

1 2 2 nights min stay

Cottage / 1 bedroom / sleeps 2 / 2 nights min stay

Add to shortlist

from £85 / night

£500 / week

Book

from £85 / night

1 / 21

Holiday home in Winchester

Hampshire / Winchester

3 6 2 nights min stay

House / 3 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £165 / night

£1100 / week

Book

from £165 / night

(10) Excellent 

1 / 16

Holiday penthouse rental

Hampshire / Winchester

2 4 1 night min stay

Penthouse / 2 bedrooms / sleeps 4 / 1 night min stay

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from £170 / night

£1000 / week

Book

from £170 / night

(27) Excellent 

1 / 8

Holiday cottage rental

Hampshire / Winchester

1 2 2 nights min stay

Cottage / 1 bedroom / sleeps 2 / 2 nights min stay

Add to shortlist

from £175 / night

£950 / week

Book

from £175 / night

(3) Good 

1 / 7

Holiday apartment in Twyford

Twyford / Twyford

2 5 2 nights min stay

Apartment / 2 bedrooms / sleeps 5 / 2 nights min stay

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from £55 / night

£385 / week

Book

from £55 / night

(3) Very Good 

1 / 11

Winchester holiday apartment let

Hampshire / Winchester

3 5 Min stay varies

Apartment / 3 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £130 / night

£980 / week

Book

from £130 / night

1 / 29

Holiday townhouse in Winchester

Hampshire / Winchester

3 6 7 nights min stay

Townhouse / 3 bedrooms / sleeps 6 / 7 nights min stay

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from £146 / night

£882 - £1018 / week

Book

from £146 / night

1 / 10

Ski camper van to rent in Winchester

Hampshire / Winchester

2 5 1 night min stay

Camper van / 2 bedrooms / sleeps 5 / 1 night min stay

Add to shortlist

from £70 / night

£490 - £700 / week

Book

from £70 / night

(1) Excellent 

1 / 8

Winchester holiday camper van rental

Hampshire / Winchester

2 5 1 night min stay

Camper van / 2 bedrooms / sleeps 5 / 1 night min stay

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from £70 / night

£490 - £700 / week

Book

from £70 / night

(6) Excellent 

1 / 18

Log cabin rental in Winchester

Hampshire / Winchester

1 2 2 nights min stay

Log cabin / 1 bedroom / sleeps 2 / 2 nights min stay

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from £60 / night

£360 - £410 / week

Book

from £60 / night

(7) Very Good 

1 / 21

Cottage rental in Winchester

Twyford / Twyford

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

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from £150 / night

£795 / week

Book

from £150 / night

(9) Very Good 

1 / 19

Holiday apartment with golf nearby in Winchester

Hampshire / Winchester

1 4 3 nights min stay

Apartment / 1 bedroom / sleeps 4 / 3 nights min stay

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from £110 / night

£650 / week

Book

from £110 / night

(1) Very Good 

1 / 18

Home rental in Winchester

Hampshire / Winchester

2 6 3 nights min stay

House / 2 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £175 / night

£950 - £1150 / week

Book

from £175 / night

(3) Very Good 

1 / 11

Holiday b&b in Winchester

Hampshire / Winchester

1 2 1 night min stay

B&B / 1 bedroom / sleeps 2 / 1 night min stay

Add to shortlist

from £90 / night

£700 / week

Book

from £90 / night

1 / 10

Holiday apartment rental

Hampshire / Winchester

4 8 Min stay varies

Apartment / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £124 / night

£867 - £1382 / week

Enquire

from £124 / night

1 / 11

Holiday cottage in Winchester

Hampshire / Winchester

3 6 Min stay varies

Cottage / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £600 / night

£760 - £975 / week

Enquire

from £600 / night

1 / 13

Winchester holiday apartment rental

Hampshire / Winchester

1 3 Min stay varies

Apartment / 1 bedroom / sleeps 3 / Min stay varies

Add to shortlist

from £275 / night

£550 - £750 / week

Enquire

from £275 / night

(18) Excellent 

1 / 8

Holiday apartment in Winchester

Hampshire / Winchester

2 5 2 nights min stay

Apartment / 2 bedrooms / sleeps 5 / 2 nights min stay

Add to shortlist

from £110 / night

£690 - £770 / week

Enquire

from £110 / night

(3) Excellent 

1 / 6

Winchester holiday apartment rental

Hampshire / Winchester

1 2 Min stay varies

Apartment / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £267 / night

£440 - £705 / week

Enquire

from £267 / night

(3) Excellent 

1 / 8

Holiday barn in Winchester

Hampshire / Winchester

1 2 2 nights min stay

Barn / 1 bedroom / sleeps 2 / 2 nights min stay

Add to shortlist

from £120 / night

£650 / week

Enquire

from £120 / night

(8) Excellent 

1 / 10

Holiday log cabin rental

Winchester / Pitt

2 4 Min stay varies

Log cabin / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £103 / night

£599 - £1040 / week

Enquire

from £103 / night

(8) Excellent 

1 / 10

Holiday log cabin rental

Winchester / Pitt

3 6 Min stay varies

Log cabin / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £115 / night

£675 - £1100 / week

Enquire

from £115 / night

More results near

Distance approx 1.97 miles from Winchester Show on Map

1 / 20

Holiday home in Kings Worthy

Hampshire / Kings Worthy

2 8 3 nights min stay

House / 2 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £130 / night

£820 - £950 / week

Book

from £130 / night

Distance approx 8.48 miles from Winchester Show on Map

1 / 32

Holiday home in Romsey

Hampshire / Romsey

3 7 Min stay varies

House / 3 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £210 / night

£1470 / week

Book

from £210 / night

Distance approx 10.1 miles from Winchester Show on Map

(14) Very Good 

1 / 22

Holiday home in Southampton

Hampshire / Southampton

4 12 2 nights min stay

House / 4 bedrooms / sleeps 12 / 2 nights min stay

Add to shortlist

from £250 / night

£900 - £1040 / week

Book

from £250 / night

Distance approx 11.37 miles from Winchester Show on Map

1 / 18

Southampton holiday apartment rental

Hampshire / Southampton

1 2 3 nights min stay

Apartment / 1 bedroom / sleeps 2 / 3 nights min stay

Add to shortlist

from £90 / night

£540 / week

Book

from £90 / night

Distance approx 11.56 miles from Winchester Show on Map

1 / 6

Holiday apartment in Southampton

Hampshire / Southampton

1 2 5 nights min stay

Apartment / 1 bedroom / sleeps 2 / 5 nights min stay

Add to shortlist

from £110 / night

£770 / week

Enquire

from £110 / night

Distance approx 11.92 miles from Winchester Show on Map

1 / 9

Holiday apartment in Ocean Village

Southampton / Ocean Village

2 4 5 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 5 nights min stay

Add to shortlist

from £119 / night

£973 / week

Enquire

from £119 / night

Distance approx 11.99 miles from Winchester Show on Map

(17) Very Good 

1 / 19

Holiday apartment in Ocean Village

Southampton / Ocean Village

1 2 7 nights min stay

Apartment / 1 bedroom / sleeps 2 / 7 nights min stay

Add to shortlist

from £72 / night

£500 / week

Book

from £72 / night

Distance approx 11.99 miles from Winchester Show on Map

(2) Very Good 

1 / 21

Southampton holiday apartment rental

Hampshire / Southampton

2 5 3 nights min stay

Apartment / 2 bedrooms / sleeps 5 / 3 nights min stay

Add to shortlist

from £76 / night

£499 / week

Book

from £76 / night

Distance approx 12.01 miles from Winchester Show on Map

1 / 12

Holiday apartment in Southampton

Hampshire / Southampton

1 2 5 nights min stay

Apartment / 1 bedroom / sleeps 2 / 5 nights min stay

Add to shortlist

from £135 / night

£945 / week

Enquire

from £135 / night

Distance approx 12.03 miles from Winchester Show on Map

(3) Very Good 

1 / 4

Holiday apartment in Southampton

Hampshire / Southampton

2 4 3 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 3 nights min stay

Add to shortlist

from £100 / night

£695 / week

Book

from £100 / night

Distance approx 12.05 miles from Winchester Show on Map

(21) Excellent 

1 / 19

Holiday penthouse rental

Southampton / Ocean Village

4 6 Min stay varies

Penthouse / 4 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £180 / night

£900 / week

Book

from £180 / night

Distance approx 12.12 miles from Winchester Show on Map

(9) Very Good 

1 / 19

Holiday yacht in Ocean Village

Southampton / Ocean Village

2 4 2 nights min stay

Yacht / 2 bedrooms / sleeps 4 / 2 nights min stay

Add to shortlist

from £75 / night

£425 - £565 / week

Book

from £75 / night

Distance approx 12.45 miles from Winchester Show on Map

(4) Excellent 

1 / 21

Bungalow rental in Bursledon

Southampton / Bursledon

3 6 Min stay varies

Bungalow / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £10 / night

£500 - £600 / week

Book

from £10 / night

Distance approx 13.98 miles from Winchester Show on Map

1 / 11

Holiday yacht in Southampton

Hampshire / Southampton

3 5 1 night min stay

Yacht / 3 bedrooms / sleeps 5 / 1 night min stay

Add to shortlist

from £90 / night

£400 - £1030 / week

Book

from £90 / night

Distance approx 14.17 miles from Winchester Show on Map

(11) Very Good 

1 / 12

Hamble holiday home rental

Hampshire / Hamble

2 6 7 nights min stay

House / 2 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £68 / night

£475 - £625 / week

Book

from £68 / night

Distance approx 14.52 miles from Winchester Show on Map

(2) Excellent 

1 / 9

Yacht rental in Southampton

Hampshire / Southampton

3 5 1 night min stay

Yacht / 3 bedrooms / sleeps 5 / 1 night min stay

Add to shortlist

from £90 / night

£400 - £1030 / week

Book

from £90 / night

Distance approx 14.54 miles from Winchester Show on Map

(2) Excellent 

1 / 10

Holiday yacht in Southampton

Hampshire / Southampton

3 5 1 night min stay

Yacht / 3 bedrooms / sleeps 5 / 1 night min stay

Add to shortlist

from £90 / night

£400 - £1030 / week

Book

from £90 / night

Distance approx 15.57 miles from Winchester Show on Map

(5) Excellent 

1 / 24

Holiday apartment in Basingstoke

Hampshire / Basingstoke

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £180 / night

£1155 / week

Book

from £180 / night

Distance approx 17.09 miles from Winchester Show on Map

1 / 24

Holiday apartment in Basingstoke

Hampshire / Basingstoke

1 2 1 night min stay

Apartment / 1 bedroom / sleeps 2 / 1 night min stay

Add to shortlist

from £99 / night

£693 / week

Book

from £99 / night

Distance approx 17.35 miles from Winchester Show on Map

(13) Excellent 

1 / 24

Apartment rental in Basingstoke

Hampshire / Basingstoke

1 2 Min stay varies

Apartment / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £99 / night

£693 / week

Book

from £99 / night

Distance approx 17.41 miles from Winchester Show on Map

(3) Excellent 

1 / 24

Hill Head holiday home rental

Fareham / Hill Head

4 10 2 nights min stay

House / 4 bedrooms / sleeps 10 / 2 nights min stay

Add to shortlist

from £450 / night

£2100 / week

Book

from £450 / night

Distance approx 17.62 miles from Winchester Show on Map

(1) Excellent 

1 / 37

Petersfield holiday apartment rental

Hampshire / Petersfield

1 2 3 nights min stay

Apartment / 1 bedroom / sleeps 2 / 3 nights min stay

Add to shortlist

from £90 / night

£630 - £750 / week

Book

from £90 / night

Distance approx 19.31 miles from Winchester Show on Map

(13) Very Good 

1 / 27

Holiday home rental

Hampshire / Gosport

4 13 Min stay varies

House / 4 bedrooms / sleeps 13 / Min stay varies

Add to shortlist

from £200 / night

£1920 / week

Book

from £200 / night

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