A large red brick building with a central entrance flanked by columns, a fountain in front, and trees on either side.

Winchester Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Winchester holiday rentals

Room

1. Settle Winchester

Settle Winchester
2.0 star property
Winchester
The price is S$176
includes taxes & fees
6 Sept - 7 Sept
Settle Winchester
Property grounds

2. Rivergem - Riverside Coach House

Rivergem - Riverside Coach House
2.0 star property
Winchester
The price is S$1,498
includes taxes & fees
28 Aug - 29 Aug
Rivergem - Riverside Coach House
Room

3. Clifton Lodge

Clifton Lodge
2.0 star property
Winchester
The price is S$1,003
includes taxes & fees
31 Aug - 1 Sept
Clifton Lodge
Balcony

4. Barley Cottage

Barley Cottage
3.0 star property
Alresford
The price is S$1,514
includes taxes & fees
21 Sept - 22 Sept
Barley Cottage
Room

5. Settle Southampton

Settle Southampton
2.0 star property
Freemantle
8.8 out of 10, Excellent, (8 reviews)
"Brilliant property really well situated for the centre of town. Deffo coming back."
United Kingdom
Chris
The price is S$153
includes taxes & fees
31 Aug - 1 Sept
Settle Southampton
Interior entrance

6. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,306 reviews)
"Great place to stay on the way to our cruise…would definitely recommend!!"
Canada
Shelly
The price is S$178
includes taxes & fees
9 Sept - 10 Sept
Second Nature Southampton
Room

7. The Riley Stable- Cozy Getaway

The Riley Stable- Cozy Getaway
2.5 star property
Waterlooville
The price is S$220
includes taxes & fees
25 Aug - 26 Aug
The Riley Stable- Cozy Getaway
Room

8. 1 Bed Flat - Sleeps 2 - Parking - Wifi

1 Bed Flat - Sleeps 2 - Parking - Wifi
3.0 star property
The Polygon
The price is S$801
includes taxes & fees
1 Sept - 2 Sept
1 Bed Flat - Sleeps 2 - Parking - Wifi
Room

9. QE2 Loft Apartments

QE2 Loft Apartments
3.0 star property
Southampton City Centre
6.4 out of 10, (8 reviews)
"No Air conditioning! Bar under with loud party all night long. Windows open for air. You book this room only if you want to party. Otherwise you will be kept up all night long. 90 degrees outside and hotter inside do to restaurant ovens directly under room. It was the worst experience. Jet lag turned into nightmare 😫"
United States
BRIAN
The price is S$277
includes taxes & fees
25 Aug - 26 Aug
QE2 Loft Apartments
Lobby sitting area

10. For Students Only Abodus The Walls Southampton - Campus Accommodation

For Students Only Abodus The Walls Southampton - Campus Accommodation
2.0 star property
Southampton City Centre
5.8 out of 10, (9 reviews)
"It was ok for a quick stay. nothing fancy. "
United States
Lamel
For Students Only Abodus The Walls Southampton - Campus Accommodation
Miscellaneous

11. Bayview Apartments

Bayview Apartments
2.0 star property
Southampton City Centre
8.0 out of 10, Very good, (5 reviews)
"The apartment and neighborhood were nice. Very convenient location to shopping and the cruise terminal. The amenities were great. Beds were comfortable. "
United States
Kenne
The price is S$277
includes taxes & fees
31 Aug - 1 Sept
Bayview Apartments
Room

12. Stone Circle Glamping

Stone Circle Glamping
2.0 star property
Durrington
9.0 out of 10, Wonderful, (8 reviews)
"A great location to explore the area, including walking distance to WoodHenge, a short drive to Stonehenge and an hour from Glastonbury. Very quiet, peaceful and quaint. The perfect short break away."
United Kingdom
Iris
The price is S$83
includes taxes & fees
22 Sept - 23 Sept
Stone Circle Glamping
Room

13. Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking

Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking
2.0 star property
Gosport
8.0 out of 10, Very good, (5 reviews)
"Room is well equipped "
United Kingdom
Chris
The price is S$107
includes taxes & fees
24 Sept - 25 Sept
Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking
Private kitchen

14. The Old Granary

The Old Granary
2.0 star property
Southampton
The Old Granary
Room

15. Studio 31-Free Private Parking

Studio 31-Free Private Parking
2.0 star property
Southsea
The price is S$165
includes taxes & fees
31 Aug - 1 Sept
Studio 31-Free Private Parking
Room

16. Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.4 out of 10, Exceptional, (39 reviews)
"Very friendly host with modern suites"
United Kingdom
Samuel
The price is S$275
includes taxes & fees
23 Sept - 24 Sept
Pinnacle Suites
Living area

17. Bladon Court

Bladon Court
3.5 star property
Basingstoke
The price is S$265
includes taxes & fees
29 Aug - 30 Aug
Bladon Court
Living area

18. 2 Bed Flat - Sleeps 4 - Pets - Parking - Garden

2 Bed Flat - Sleeps 4 - Pets - Parking - Garden
3.0 star property
Farlington
The price is S$304
includes taxes & fees
31 Aug - 1 Sept
2 Bed Flat - Sleeps 4 - Pets - Parking - Garden
Exterior

19. Ground-Floor Super King or Twin Studio Apartment with Free Private Parking

Ground-Floor Super King or Twin Studio Apartment with Free Private Parking
2.0 star property
Southsea
The price is S$137
includes taxes & fees
1 Sept - 2 Sept
Ground-Floor Super King or Twin Studio Apartment with Free Private Parking
Beach

20. Loft 2bed Appartment with EVCharger

Loft 2bed Appartment with EVCharger
2.0 star property
Southsea
The price is S$166
includes taxes & fees
2 Sept - 3 Sept
Loft 2bed Appartment with EVCharger
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

Leonardo Royal Southampton Grand Harbour

Leonardo Royal Southampton Grand Harbour

8/10 Good
"Lovely hotel in excellent position for exploring the town and for access to the cruise terminals. Check in Was fine but no information given on breakfast timings or options for dinner. Although not really a problem as such, strange there was nothing in the in-room guide either stating the times"
Steven 1-night trip
Posted 2 hours ago
Leonardo Royal Southampton Grand Harbour

Frequently asked questions

Can I find holiday rentals in Winchester?

Yes, there are holiday rentals in Winchester close to Winchester Science Centre and Planetarium, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the stunning cathedral and picturesque gardens in Winchester. The array of shops and festivals are some other things you might want to check out while you're here.

How many holiday rentals are there in Winchester?

Expedia has 39 holiday rentals for your stay in Winchester.

What’s there to see and do in Winchester?

Winchester Science Centre and Planetarium and Marwell Zoo are a couple of the family-friendly sights, whereas cultural attractions include Great Hall and Horsepower The Museum Of The King's Royal Hussars. While in the area, you can also visit popular places such as Southampton Cruise Terminal and New Forest National Park.

What’s a holiday rental in Winchester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winchester. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a small group gathering.