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

Winchester Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for 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 RM164
RM489 total
includes taxes & fees
4 Oct - 5 Oct
Settle Winchester
A bedroom with a bed, a nightstand, a lamp, a window with a view, and a radiator.

2. Clifton Lodge

Clifton Lodge
2.0 star property
Winchester
The price is RM2,603
RM3,123 total
includes taxes & fees
16 Oct - 17 Oct
Clifton Lodge
A canal with a wooden fence and a large terracotta pot with flowers.

3. Rivergem - Riverside Coach House

Rivergem - Riverside Coach House
2.0 star property
Winchester City Center
The price is RM3,886
RM4,663 total
includes taxes & fees
6 Oct - 7 Oct
Rivergem - Riverside Coach House
A modern interior with a red sofa, black chairs, and a patterned floor.

4. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,345 reviews)
"Great location and friendly staff!"
United States
Gary
The price is RM380
RM456 total
includes taxes & fees
25 Oct - 26 Oct
Second Nature Southampton
A bedroom with a bed, a bedside lamp, a framed picture, and a pillow with text.

5. 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 RM275
RM573 total
includes taxes & fees
5 Oct - 6 Oct
Settle Southampton
A bedroom with a bed, pillows, a bedside table with a lamp, and a window.

6. Ocean Quay Luxury - Stylish 2 Bed - Has Parking

Ocean Quay Luxury - Stylish 2 Bed - Has Parking
3.0 star property
Southampton City Centre
The price is RM622
RM746 total
includes taxes & fees
4 Oct - 5 Oct
Ocean Quay Luxury - Stylish 2 Bed - Has Parking
A tent with a bed inside, a colorful rug, and a sign on the ground.

7. Stone Circle Glamping

Stone Circle Glamping
2.0 star property
Durrington
8.8 out of 10, Excellent, (15 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 RM209
RM250 total
includes taxes & fees
10 Oct - 11 Oct
Stone Circle Glamping
A bedroom with a wooden headboard, white bedding, two floral pillows, a bedside lamp, and a folded towel on the bed.

8. The Riley Stable- Cozy Getaway

The Riley Stable- Cozy Getaway
2.5 star property
Waterlooville
The price is RM459
RM712 total
includes taxes & fees
12 Oct - 13 Oct
The Riley Stable- Cozy Getaway
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

The Winchester Hotel & Spa

The Winchester Hotel & Spa

8/10 Good
"The property itself was very nice, clean, incredibly helpful staff, and its quite close to the winchester train station. my only gripe would be that the masseuses are only available until 3pm or so in the evening and aren't available early in the morning so unfortunately we couldn't make use of that perk."
Subramanyam 1-night trip
Posted 2 hours ago
The Winchester Hotel & Spa

Find out more about Winchester

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

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

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

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 37 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 Theatre Royal Winchester. 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.