A cathedral at night with illuminated trees and a park with benches.

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City of Winchester Accommodation: Most Popular Cities to Stay

Our top choices for City of Winchester holiday rentals

1. Settle Winchester

Settle Winchester
2.0 star property
Winchester City Center
The price is £102
includes taxes & fees
25 Oct - 26 Oct
Settle Winchester

2. Aethelred Annexe - New Build with Full Amenities

Aethelred Annexe - New Build with Full Amenities
Winchester
10.0 out of 10, Exceptional, (2 reviews)
"Had a lovely stay at the Aethelred Annexe! Great amenities and an incredibly generous host. It felt very warm and cozy and the bed was super comfy. Great location for a quick drive/ bus into the city centre. Would absolutely recommend."
United States
Andrea W.
The price is £100
includes taxes & fees
30 Sept - 1 Oct
Aethelred Annexe - New Build with Full Amenities

3. Garden room, central Winchester – self-contained, kitchenette & parking

Garden room, central Winchester – self-contained, kitchenette & parking
Winchester
The price is £100
includes taxes & fees
27 Sept - 28 Sept
Garden room, central Winchester – self-contained, kitchenette & parking

4. The Porterhouse - Residence I

The Porterhouse - Residence I
Winchester City Center
The price is £170
includes taxes & fees
27 Sept - 28 Sept
The Porterhouse - Residence I

5. Stylish Winchester Apartment | Sleeps 4 | Free Parking | Walk to City Centre

Stylish Winchester Apartment | Sleeps 4 | Free Parking | Walk to City Centre
Winchester City Center
The price is £171
includes taxes & fees
4 Oct - 5 Oct
Stylish Winchester Apartment | Sleeps 4 | Free Parking | Walk to City Centre

6. Cosy A-Frame cabin nestled in the chalk steams of Hampshire

Cosy A-Frame cabin nestled in the chalk steams of Hampshire
Winchester
8.6 out of 10, Excellent, (7 reviews)
"Lovely cabin and outside kitchen plus garden. It's my second stay and I enjoyed my stay. Love the garden kitchen,. It's very pretty and relaxing ."
United Kingdom
Nicola H.
The price is £204
includes taxes & fees
27 Sept - 28 Sept
Cosy A-Frame cabin nestled in the chalk steams of Hampshire

7. Winchester City Centre Flat/Sleeps 6/Free Parking

Winchester City Centre Flat/Sleeps 6/Free Parking
Hampshire
The price is £197
includes taxes & fees
11 Oct - 12 Oct
Winchester City Centre Flat/Sleeps 6/Free Parking

8. Calm 1 Bed Apartment with Parking, Winchester by At Hem

Calm 1 Bed Apartment with Parking, Winchester by At Hem
Winchester
10.0 out of 10, Exceptional, (1 review)
"Excellent location and property. The owner was very responsive and helpful "
Australia
Jayani
The price is £163
includes taxes & fees
28 Sept - 29 Sept
Calm 1 Bed Apartment with Parking, Winchester by At Hem

9. Winchester Wessex Hotel by Sunday Twin Room

Winchester Wessex Hotel by Sunday Twin Room
Winchester City Center
6.0 out of 10, (1 review)
"Didn’t have Kitchen like advertised, no fridge unfortunately "
United Kingdom
Hayden
The price is £99
includes taxes & fees
4 Oct - 5 Oct
Winchester Wessex Hotel by Sunday Twin Room

10. The Riley Stable- Cozy Getaway

The Riley Stable- Cozy Getaway
2.5 star property
Waterlooville
The price is £151
includes taxes & fees
28 Sept - 29 Sept
The Riley Stable- Cozy Getaway

11. Out in the countryside,Retreat away@The Box

Out in the countryside,Retreat away@The Box
Denmead
The price is £128
includes taxes & fees
26 Sept - 27 Sept
Out in the countryside,Retreat away@The Box

12. Clifton Lodge

Clifton Lodge
2.0 star property
Winchester
The price is £579
includes taxes & fees
1 Oct - 2 Oct
Clifton Lodge

13. The Stables, Wickham - a barn conversion that sleeps 2 guests in 1 bedroom

The Stables, Wickham - a barn conversion that sleeps 2 guests in 1 bedroom
Shedfield
9.6 out of 10, Exceptional, (15 reviews)
"Fabulous place to stay."
United States
CHRISTOPHER S.
The price is £455
includes taxes & fees
27 Sept - 28 Sept
The Stables, Wickham - a barn conversion that sleeps 2 guests in 1 bedroom

14. Rivergem - Riverside Coach House

Rivergem - Riverside Coach House
2.0 star property
Winchester City Center
The price is £865
includes taxes & fees
29 Sept - 30 Sept
Rivergem - Riverside Coach House

15. Barley Cottage

Barley Cottage
3.0 star property
Alresford
The price is £810
includes taxes & fees
5 Oct - 6 Oct
Barley Cottage

16. Coppice Hill House

Coppice Hill House
3.0 star property
Southampton
The price is £1,248
includes taxes & fees
15 Oct - 16 Oct
Coppice Hill House

17. Suetts Farm Barns

Suetts Farm Barns
2.0 star property
Southampton
The price is £859
includes taxes & fees
28 Sept - 29 Sept
Suetts Farm Barns

18. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,339 reviews)
"Great location and friendly staff!"
United States
Gary
The price is £88
includes taxes & fees
18 Oct - 19 Oct
Second Nature Southampton

19. Stone Circle Glamping

Stone Circle Glamping
2.0 star property
Durrington
8.6 out of 10, Excellent, (13 reviews)
"Cozy place to stay, it is near a road but it didn’t bother me. It is as advertised"
Canada
Darnell
The price is £52
includes taxes & fees
27 Sept - 28 Sept
Stone Circle Glamping

20. Settle Southampton

Settle Southampton
2.0 star property
Freemantle
8.0 out of 10, Very good, (12 reviews)
"Brilliant property really well situated for the centre of town. Deffo coming back."
United Kingdom
Chris
The price is £99
includes taxes & fees
27 Sept - 28 Sept
Settle Southampton
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 City of Winchester Hotel Reviews

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Holiday Apartments in City of Winchester

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