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Our top choices for Winchester holiday homes

The price is HK$10,448
HK$10,595 total
includes taxes & fees
31 Jan - 1 Feb 2026
Birdsong Mansion sleeps 12 Twyford Winchester

Holiday Home in Winchester

Birdsong House
10.0 out of 10, Exceptional, (1)
"We had a wonderful stay at Birdsong house. The owner was always available and the house was so cozy and comfortable! Thank you"
United Kingdom
Judith D.
The price is HK$8,226
HK$8,373 total
includes taxes & fees
31 Jan - 1 Feb 2026
Birdsong House

Holiday Home in Colden Common

Piping House 4bedroom
The price is HK$2,798
HK$2,997 total
includes taxes & fees
31 Jan - 1 Feb 2026
Piping House 4bedroom

Holiday Home in Colden Common

Piping Green 4Bedroom House
The price is HK$2,987
HK$3,186 total
includes taxes & fees
31 Jan - 1 Feb 2026
Piping Green 4Bedroom House
9.4 out of 10, Exceptional, (6)
"Great location, xxx"
United Kingdom
Christopher K.
The price is HK$1,323
HK$1,512 total
includes taxes & fees
1 Jan - 2 Jan 2026
Beautiful 2 bedroom full-furnished semi-detached house with parking

Holiday Home in Gosport

Bury Villa - sleeping 18 guests
9.6 out of 10, Exceptional, (18)
"Property was exactly how it was listed. Great location, short walk to the ferry to get over to Portsmouth & short drive to the closest beach. "
United Kingdom
Zoe C.
The price is HK$11,548
HK$11,548 total
includes taxes & fees
5 Jan - 6 Jan 2026
Bury Villa - sleeping 18 guests
9.6 out of 10, Exceptional, (5)
"Excellent stay in a nice area. Property was clean, well appointed and ideal for our stay."
United Kingdom
Robert B.
The price is HK$1,677
HK$2,044 total
includes taxes & fees
8 Jan - 9 Jan 2026
Iris home in Southsea, Portsmouth. 15 minute walk to the seafront!
10.0 out of 10, Exceptional, (1)
The price is HK$4,253
HK$4,820 total
includes taxes & fees
4 Jan - 5 Jan 2026
Self contained large annexe near Stonehenge
9.8 out of 10, Exceptional, (30)
"Lovely well eqipped accommodation which was ideal for our family of 14. Rooms were spacious and there was lots to do including a games room. Good location right near the sea."
United Kingdom
Diane S.
The price is HK$12,659
HK$12,659 total
includes taxes & fees
5 Jan - 6 Jan 2026
Dairy House - a house that sleeps 16 guests in 7 bedrooms
10.0 out of 10, Exceptional, (3)
"The accommodation was very comfortable and perfectly situated for a pre cruise stay! The beds were comfortable and the kitchen was very well equipped! Comfy sofas in the lounge and great internet! Highly recommended! Would definitely book again! Great host too! "
United Kingdom
Michael H.
The price is HK$1,698
HK$2,641 total
includes taxes & fees
8 Jan - 9 Jan 2026
modern Bungalow with hot tub, garden, bbq & Netflix 10 min drive to city centre

Holiday Home in Salisbury

Salisbury Residences by Charles Hope
4.0 star property
Salisbury Residences by Charles Hope

Holiday Home in Cowes Isle of Wight

The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
10.0 out of 10, Exceptional, (4)
"Unassuming from the outside, excellently decorated and equipped internally, including a nice garden."
United Kingdom
Simon S.
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
The price is HK$305
HK$525 total
includes taxes & fees
25 Jan - 26 Jan 2026
Cosy En-suite Room in the City Centre Room 14
7.0 out of 10, Good, (2)
"Cottage was lovely and quirky comfortable and warm, but there was a few issues, cobwebs in the bedroom table lamp in the lounge gave me an electric shock! Stairs outside need looking at as very worn out and not enough utensils pizza tray didn’t fit the small oven. The local Woodmancote pub was great for Sunday lunch and you get a 20% discount too."
United Kingdom
Lindsay
The price is HK$1,811
HK$2,641 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Pig Sty * WOW Factor Countryside Retreat

Holiday Home in Hambledon

Mill Down Cottage -Hambledon Vineyard
The price is HK$2,100
HK$3,371 total
includes taxes & fees
25 Jan - 26 Jan 2026
Mill Down Cottage -Hambledon Vineyard

Holiday Home in Emsworth

Frankland - Emsworth 3 Bedroom
8.0 out of 10, Very good, (1)
"The property had everything that you needed. The area is lovely. The host answered all our questions and was very helpful. Was clean and tidy. We will definitely stay again when we are next visiting family."
United Kingdom
Paul C.
The price is HK$1,544
HK$1,670 total
includes taxes & fees
1 Jan - 2 Jan 2026
Frankland - Emsworth 3 Bedroom
The price is HK$785
HK$785 total
includes taxes & fees
4 Jan - 5 Jan 2026
Private Garden Annexe + Parking. Near QA Hospital
9.8 out of 10, Exceptional, (6)
"Enjoyable time in Alverstoke. Great place for a mix of excursions and holiday fun."
Germany
Nadine V.
The price is HK$3,938
HK$3,938 total
includes taxes & fees
10 Jan - 11 Jan 2026
Little Lane is a charming, recently refurbished 2 bedroom cottage sleeping 4
2.0 star property
The price is HK$546
HK$546 total
includes taxes & fees
12 Jan - 13 Jan 2026
Cozy & Self Contained The Garden Annex 306
The price is HK$1,575
HK$2,205 total
includes taxes & fees
4 Jan - 5 Jan 2026
Modern 3-bed house in Portsmouth near transport & stadium - free parking included
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.
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Top Winchester Hotel Reviews

Find out more about Winchester

Winchester Vacation Homes information

Number of reviews
74
Accommodation
579 Vacation Homes
Lowest Price
HK$525
Highest Price
HK$12,659

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