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
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Winchester vacation rentals

Iron/ironing board, WiFi (free)

1. Settle Winchester

Settle Winchester
2.0 star property
Winchester
The price is P3,806
P9,060 total
includes taxes & fees
Sep 6 - Sep 7
Settle Winchester
Property grounds

2. Rivergem - Riverside Coach House

Rivergem - Riverside Coach House
2.0 star property
Winchester
The price is P59,968
P71,962 total
includes taxes & fees
Aug 29 - Aug 30
Rivergem - Riverside Coach House
Dining

3. Squirrel's Leap

Squirrel's Leap
3.0 star property
Winchester
The price is P34,086
P40,903 total
includes taxes & fees
Aug 20 - Aug 21
Squirrel's Leap
Iron/ironing board, WiFi (free)

4. Settle Southampton

Settle Southampton
2.0 star property
Freemantle
8.6 out of 10, Excellent, (7 reviews)
"Brilliant property really well situated for the centre of town. Deffo coming back."
United Kingdom
Chris
The price is P3,244
P7,637 total
includes taxes & fees
Aug 31 - Sep 1
Settle Southampton
Interior entrance

5. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,301 reviews)
"Great place to stay on the way to our cruise…would definitely recommend!!"
Canada
Shelly
The price is P6,224
P7,469 total
includes taxes & fees
Aug 17 - Aug 18
Second Nature Southampton
Room

6. Stone Circle Glamping

Stone Circle Glamping
2.0 star property
Durrington
9.2 out of 10, Wonderful, (7 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 P3,482
P4,178 total
includes taxes & fees
Sep 1 - Sep 2
Stone Circle Glamping
Iron/ironing board, WiFi (free), bed sheets

7. QE2 Loft Apartments

QE2 Loft Apartments
3.0 star property
Southampton City Centre
6.4 out of 10, (7 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 P11,456
P13,747 total
includes taxes & fees
Aug 17 - Aug 18
QE2 Loft Apartments
WiFi (free)

8. The Riley Stable- Cozy Getaway

The Riley Stable- Cozy Getaway
2.5 star property
Waterlooville
The price is P7,076
P10,987 total
includes taxes & fees
Aug 17 - Aug 18
The Riley Stable- Cozy Getaway
Lobby sitting area

9. 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
The price is P1,849
P4,714 total
includes taxes & fees
Aug 25 - Aug 26
For Students Only Abodus The Walls Southampton - Campus Accommodation
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 Hotel Southampton

Leonardo Hotel Southampton

10/10 Excellent
"It was great"
Julie 4-night trip
Posted 2 hours ago
Leonardo Hotel Southampton

Find out more about Winchester

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

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

Frequently asked questions

Can I find vacation rentals in Winchester?

Yes, we give you a choice of vacation rentals in Winchester close to Winchester Science Centre and Planetarium, or you can go with 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 vacation rentals are there in Winchester?

Expedia has 41 vacation 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 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 like Southampton Cruise Terminal and New Forest National Park.

What’s a vacation rental in Winchester like?

A vacation rental is a private property where you can stay for several days or longer in Winchester. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family getaway.