Search Holiday Homes in Winchester

    price find illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Save instantly and earn perks with One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Browse Select Winchester Holiday Homes

No 1 Ashey

9.6 out of 10, Exceptional, (17)
"House was wonderful. Comfortable beds , hottub and pool were superb. Fully equipped kitchen."
The price is £1,429
includes taxes & fees
11 Jul - 12 Jul
No 1 Ashey

Middle Lodge

9.4 out of 10, Exceptional, (23)
"This is a perfect location for the quiet end of ryde with a great beach. The management team were very quick to respond. The house has great features but is slightly damp and tired."
The price is £1,014
includes taxes & fees
18 Jul - 19 Jul
Middle Lodge

Creek View, Isle of Wight

The price is £1,155
includes taxes & fees
14 Jul - 15 Jul
Creek View, Isle of Wight

St Georges Villa

The price is £711
includes taxes & fees
13 Jul - 14 Jul
St Georges Villa

George Street House

The price is £817
includes taxes & fees
11 Jul - 12 Jul
George Street House

Seafarers

The price is £2,119
includes taxes & fees
26 Jul - 27 Jul
Seafarers

Dassia

The price is £894
includes taxes & fees
11 Jul - 12 Jul
Dassia

Creekside Cottage

10.0 out of 10, Exceptional, (3)
"Creek Cottage is lovely and cosy. We had a great time staying there, it had everything you needed for an enjoyable stay. I would definitely book again!"
The price is £547
includes taxes & fees
11 Jul - 12 Jul
Creekside Cottage

Point Quay - Four Bedroom House, Sleeps 8

The price is £1,273
includes taxes & fees
11 Jul - 12 Jul
Point Quay - Four Bedroom House, Sleeps 8

York Street

10.0 out of 10, Exceptional, (6)
"It was absolutely perfect ! The house was so well looked after ."
The price is £1,035
includes taxes & fees
30 Jul - 31 Jul
York Street

Isle Escape Retreat- Sleeps 4, Garden & Games Room

The price is £138
includes taxes & fees
14 Jul - 15 Jul
Isle Escape Retreat- Sleeps 4, Garden & Games Room

Driftwood House

The price is £753
includes taxes & fees
14 Jul - 15 Jul
Driftwood House

Lymington Retreat with Garden

The price is £760
includes taxes & fees
29 Jul - 30 Jul
Lymington Retreat with Garden

The Deck House, Isle of Wight

The price is £1,183
includes taxes & fees
27 Jul - 28 Jul
The Deck House, Isle of Wight

The Nautilus -Cowes IOW- 2 bedroom bungalow/garden

10.0 out of 10, Exceptional, (2)
"Unassuming from the outside, excellently decorated and equipped internally, including a nice garden."
The price is £280
includes taxes & fees
13 Jul - 14 Jul
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden

Princes Esplanade

The price is £1,338
includes taxes & fees
21 Jul - 22 Jul
Princes Esplanade

Penderic, Isle of Wight

The price is £732
includes taxes & fees
13 Jul - 14 Jul
Penderic, Isle of Wight

Cliffhanger, Cowes. Stunning period property with fabulous sea views, sleeps 10

9.8 out of 10, Exceptional, (65)
"Fully equipped and well looked after. Thank you "
The price is £1,163
includes taxes & fees
27 Jul - 28 Jul
Cliffhanger, Cowes. Stunning period property with fabulous sea views, sleeps 10

Spa Retreat (relaxation centre)

10.0 out of 10, Exceptional, (5)
"Location perfect, very comfortable place to stay, had a lovely time"
The price is £297
includes taxes & fees
15 Jul - 16 Jul
Spa Retreat (relaxation centre)

Garden studio, own entry, shared kitchen. Close to beach, bars and shops

The price is £76
includes taxes & fees
2 Aug - 3 Aug
Garden studio, own entry, shared kitchen. Close to beach, bars and shops
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in