Photo by Vin Lane-Kieltyka

City of Winchester Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Our top choices for City of Winchester holiday rentals

Free WiFi
The Hugo Stable- Cozy get away

The Hugo Stable- Cozy get away

The Hugo Stable- Cozy get away
2.0 star property
Waterlooville
The price is RM518
RM786 total
includes taxes & fees
6 Jan - 7 Jan 2026
The Hugo Stable- Cozy get away
Free WiFi
The Riley Stable- Cozy Getaway

The Riley Stable- Cozy Getaway

The Riley Stable- Cozy Getaway
2.0 star property
Waterlooville
The price is RM518
RM786 total
includes taxes & fees
26 Dec - 27 Dec
The Riley Stable- Cozy Getaway
Living area
Rudley Ranch

Rudley Ranch

Rudley Ranch
2.5 star property
Waterlooville
The price is RM576
RM855 total
includes taxes & fees
3 Jan - 4 Jan 2026
Rudley Ranch
Terrace/patio
Peaceful Elevated Residential Area - Walk to City

Peaceful Elevated Residential Area - Walk to City

Peaceful Elevated Residential Area - Walk to City
5.0 star property
Winchester
The price is RM1,458
RM1,750 total
includes taxes & fees
31 Dec - 1 Jan 2026
Peaceful Elevated Residential Area - Walk to City
Dining
Squirrel's Leap

Squirrel's Leap

Squirrel's Leap
3.0 star property
Winchester
The price is RM2,191
RM2,629 total
includes taxes & fees
27 Dec - 28 Dec
Squirrel's Leap
Outdoor spa tub
Coppice Hill House

Coppice Hill House

Coppice Hill House
3.0 star property
Southampton
The price is RM5,705
RM6,846 total
includes taxes & fees
5 Jan - 6 Jan 2026
Coppice Hill House
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top City of Winchester Hotel Reviews

Macdonald Botley Park Hotel & Spa

Macdonald Botley Park Hotel & Spa

10/10 Excellent
"Very comfortable and clean"
Deji 1-night trip
Posted 3 days ago
Macdonald Botley Park Hotel & Spa

Find out more about City of Winchester

Holiday Apartments in City of Winchester

Search for holiday rentals in City of Winchester on Expedia.com.my! You can easily find your home rentals, villas, holiday apartments in City of Winchester using one of the methods below:

  • View our selection of featured holiday rentals in City of Winchester
  • Use the map to find apartments and other holiday homes in the City of Winchester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in City of Winchester while they last

Look no further and take a look at our great range of rental properties in City of Winchester!