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

Holiday Homes in City of Winchester

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for City of Winchester holiday homes

A wooden gazebo with a thatched roof, surrounded by lush greenery and a calm pond.

1. Northlands Farm & Lakes

Northlands Farm & Lakes
4.0 star property
Chichester
9.2 out of 10, Wonderful, (52 reviews)
"Brilliant place to stay, being able to walk around and meet to the donkeys, alpacas and the goats was great for the kids. A very pet friendly property and I can’t wait to return and stay again"
United Kingdom
Lee
Northlands Farm & Lakes
A double bed with white linens and two pillows, a bedside table with a lamp, and a window with curtains.

2. Beautiful 2-bed Apart in Southampton

Beautiful 2-bed Apart in Southampton
3.0 star property
Millbrook
Beautiful 2-bed Apart in Southampton
A modern kitchen with white cabinetry, a gas stove, and a built-in oven.

3. Southsea 5-bed Seaside Retreat- Sleeps 11 & Garden

Southsea 5-bed Seaside Retreat- Sleeps 11 & Garden
4.0 star property
Southsea
Southsea 5-bed Seaside Retreat- Sleeps 11 & Garden
A living room with a sofa, a coffee table, and a chandelier.

4. Host Stay Combpyne

Host Stay Combpyne
2.0 star property
Winchester
Host Stay Combpyne
A modern kitchen with white cabinets, a black countertop, and a window overlooking a wooden fence.

5. Remarkable 3-bed House in East Cowes

Remarkable 3-bed House in East Cowes
3.5 star property
East Cowes
Remarkable 3-bed House in East Cowes
Interior

6. Stunning Holiday Home Beautiful Lakeside Views 15 Mins From Goodwood

Stunning Holiday Home Beautiful Lakeside Views 15 Mins From Goodwood
2.0 star property
Chichester
2.0 out of 10, (1 review)
The price is Rp2.811.955
Rp3.374.346 total
includes taxes & fees
15 Oct - 16 Oct
Stunning Holiday Home Beautiful Lakeside Views 15 Mins From Goodwood
A beach with a cliff and a lighthouse in the distance.

7. Caravan Sandhills Holiday Park Astounding Seaview

Caravan Sandhills Holiday Park Astounding Seaview
4.0 star property
Bembridge
Caravan Sandhills Holiday Park Astounding Seaview
A riverside promenade with outdoor seating, a modern building, and a flagpole.

8. Somers House

Somers House
3.5 star property
Portsmouth
10.0 out of 10, Exceptional, (1 review)
"Very close to train station. Very close to large grocery store. Many diverse take-away and dining options in the neighbourhood. We all had our own bedroom. Kitchen was well equipped. Instructions for entry were clear. Door key was tricky at first, but we got the hang of it eventually. Bus routes nearby. No complaints. Would not hesitate to book again. "
Canada
Catherine
The price is Rp4.408.242
Rp5.621.694 total
includes taxes & fees
28 Oct - 29 Oct
Somers House
A row of wooden beach huts along a sandy beach with footprints leading to them.

9. Stylish Cosy Annexe in Pretty Sailing Village

Stylish Cosy Annexe in Pretty Sailing Village
2.0 star property
Chichester
8.0 out of 10, Very good, (1 review)
"This was a great high quality property. Somethings you may wish to know, due to the nature of the property they had to put a shower in a sloping roof. Which is absolutely fine if you are 5ft 8 or less. Otherwise you can not stand up straight. Also as it’s small there isn’t a dishwasher. Still we loved it apart from the shower."
United Kingdom
Gavin
Stylish Cosy Annexe in Pretty Sailing Village
A kitchen with a washing machine, microwave, and refrigerator. There is a dining table with chairs and a window with frosted glass.

10. Charming Hilltop Cottage With Panoramic Views

Charming Hilltop Cottage With Panoramic Views
2.0 star property
Alton
Charming Hilltop Cottage With Panoramic Views
Exterior

11. Brabon Road House By REDWOOD STAYS

Brabon Road House By REDWOOD STAYS
3.0 star property
Rushmoor District
Brabon Road House By REDWOOD STAYS
A living room with a sofa, a coffee table, and a TV. There is a dining area with a table and chairs in the background.

12. Salisbury Residences by Charles Hope

Salisbury Residences by Charles Hope
4.0 star property
Salisbury
Salisbury Residences by Charles Hope
A pebble beach with a wooden sea wall and a clear sky.

13. 3 Bedroom-house -3mins to Beach- Petsok

3 Bedroom-house -3mins to Beach- Petsok
3.5 star property
Lymington
3 Bedroom-house -3mins to Beach- Petsok
A sunlit room with wicker furniture, a table with pastries, and a view of a garden and houses through large windows.

14. South Downs retreat house with parking

South Downs retreat house with parking
3.0 star property
Chichester
8.0 out of 10, Very good, (1 review)
The price is Rp3.549.716
Rp5.680.968 total
includes taxes & fees
25 Oct - 26 Oct
South Downs retreat house with parking
Exterior

15. Ettrick Court House By REDWOOD STAYS

Ettrick Court House By REDWOOD STAYS
3.0 star property
Rushmoor District
Ettrick Court House By REDWOOD STAYS
A row of beach huts with a sandy beach and the sea in the background.

16. Stylish Self-contained Countryside Accommodation

Stylish Self-contained Countryside Accommodation
3.0 star property
Chichester
Stylish Self-contained Countryside Accommodation
A dark blue door with the number 31, a small window, and a brick wall with a sign reading "Queen's Road".

17. Queens Road Rental - Winchester Accommodation

Queens Road Rental - Winchester Accommodation
2.5 star property
Winchester
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and comfy house. Kitchen had everything I needed and hosts went the extra mile to ensure an enjoyable stay."
United Kingdom
Edward
Queens Road Rental - Winchester Accommodation
A modern living room with a sofa, a wooden cabinet, a TV, and a large window.

18. 2Bd Garden Home - A Short Walk To Stonehenge

2Bd Garden Home - A Short Walk To Stonehenge
2.0 star property
Salisbury
2Bd Garden Home - A Short Walk To Stonehenge
A row of beach huts with a sandy path leading to the beach.

19. Luxury Designer Coastal Home for 10 With hot tub

Luxury Designer Coastal Home for 10 With hot tub
3.0 star property
Chichester
Luxury Designer Coastal Home for 10 With hot tub
A brick exterior with a white-framed door leading to a dining area with a table, chairs, and a hanging light fixture.

20. Elements 3 bed Home in Bracklesham Bay

Elements 3 bed Home in Bracklesham Bay
3.5 star property
Chichester
10.0 out of 10, Exceptional, (1 review)
Elements 3 bed Home in Bracklesham Bay
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

Norton Park Hotel, Spa & Manor House

Norton Park Hotel, Spa & Manor House

8/10 Good
"Room bathroom was a bit tired and had a smell of sewage Other than that stay was ok"
Matt 2-night trip
Posted 4 hours ago
Norton Park Hotel, Spa & Manor House

Find out more about City of Winchester

City of Winchester Holiday Homes information

Number of reviews
54
Accommodation
364 Holiday Homes
Lowest Price
Rp3.374.346
Highest Price
Rp5.680.968