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

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Our top choices for City of Winchester holiday rentals

A bedroom with a bed, a nightstand, a lamp, a window with curtains, and a radiator.

1. Settle Winchester

Settle Winchester
2.0 star property
Winchester City Center
The price is ฿1,378
฿4,059 total
includes taxes & fees
4 Nov - 5 Nov
Settle Winchester
A building with a gravel driveway, a door, and two potted trees.

2. Barley Cottage

Barley Cottage
3.0 star property
Alresford
The price is ฿26,086
฿31,303 total
includes taxes & fees
9 Nov - 10 Nov
Barley Cottage
A bedroom with a wooden headboard, white bedding, two floral pillows, a bedside lamp, and a folded towel on the bed.

3. The Riley Stable- Cozy Getaway

The Riley Stable- Cozy Getaway
2.5 star property
Waterlooville
The price is ฿3,783
฿5,874 total
includes taxes & fees
19 Oct - 20 Oct
The Riley Stable- Cozy Getaway
An outdoor seating area with a table, chairs, and a bottle of wine.

4. Suetts Farm Barns

Suetts Farm Barns
2.0 star property
Southampton
The price is ฿31,834
฿38,200 total
includes taxes & fees
15 Nov - 16 Nov
Suetts Farm Barns
A modern interior with a red sofa, black chairs, and a patterned floor.

5. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,356 reviews)
"Great location and friendly staff!"
United States
Gary
The price is ฿2,928
฿3,514 total
includes taxes & fees
8 Nov - 9 Nov
Second Nature Southampton
A tent with a bed inside, a colorful rug, and a sign on the ground.

6. Stone Circle Glamping

Stone Circle Glamping
2.0 star property
Durrington
8.8 out of 10, Excellent, (17 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 ฿1,626
฿1,952 total
includes taxes & fees
19 Oct - 20 Oct
Stone Circle Glamping
A bedroom with a bed, a wooden bench, a staircase, and a wall-mounted light fixture.

7. Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.2 out of 10, Wonderful, (41 reviews)
"Very friendly host with modern suites"
United Kingdom
Samuel
The price is ฿4,528
฿5,434 total
includes taxes & fees
6 Nov - 7 Nov
Pinnacle Suites
A bedroom with a bed, a bedside table with a lamp, a window with curtains, a mirror, and a wooden door with a metal handle.

8. Horseshoe Cottage

Horseshoe Cottage
3.0 star property
Romsey
10.0 out of 10, Exceptional, (1 review)
"Well presented and well equipped home. All the essentials plus more. Very family friendly."
United Kingdom
Peter
The price is ฿25,406
฿30,488 total
includes taxes & fees
30 Oct - 31 Oct
Horseshoe Cottage
A bedroom with a large bed, a wooden ceiling, and a view of a brick building outside.

9. 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 ฿2,035
฿4,443 total
includes taxes & fees
15 Nov - 16 Nov
Settle Southampton
A sign for Hotel Peartree, a serviced apartment, with contact information and website.

10. Peartree Serviced Apartments

Peartree Serviced Apartments
3.5 star property
Salisbury
9.6 out of 10, Exceptional, (327 reviews)
"Great. They have everything you could need - well appointed kitchen, milk and breakfast provided, plenty of fluffy towels even down to non stick bath mats"
Australia
Stephanie
The price is ฿4,445
฿5,334 total
includes taxes & fees
8 Nov - 9 Nov
Peartree Serviced Apartments
A modern hotel room with a wooden floor, a bed with a grey blanket, a bedside table, and a desk with a laptop.

11. HQ Aparthotel Farnborough

HQ Aparthotel Farnborough
4.0 star property
Rushmoor District
9.0 out of 10, Wonderful, (481 reviews)
"I always stay here when visiting family nearby as I live in USA."
United States
John
The price is ฿2,369
฿2,842 total
includes taxes & fees
25 Oct - 26 Oct
HQ Aparthotel Farnborough
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

Leonardo Hotel Southampton

Leonardo Hotel Southampton

8/10 Good
"We only stayed one night here. Room was clean and the location was great. Short walk to the city centre."
Debra 1-night trip
Posted 12 hours ago
Leonardo Hotel Southampton

Find out more about City of Winchester

Vacation Apartments in City of Winchester

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