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
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Winchester vacation 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 NT$1,733
NT$4,391 total
includes taxes & fees
Oct 4 - Oct 5
Settle Winchester
A white, two-story building with a curved corner, a brick base, and a small balcony on the second floor.

2. Clifton Lodge

Clifton Lodge
2.0 star property
Winchester
The price is NT$20,581
NT$24,698 total
includes taxes & fees
Sep 15 - Sep 16
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 NT$30,848
NT$37,018 total
includes taxes & fees
Sep 24 - Sep 25
Rivergem - Riverside Coach House
A building with a gravel driveway, a door, and two potted trees.

4. Barley Cottage

Barley Cottage
3.0 star property
Alresford
The price is NT$28,884
NT$34,660 total
includes taxes & fees
Oct 11 - Oct 12
Barley Cottage
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, (1,328 reviews)
"Great place to stay on the way to our cruise…would definitely recommend!!"
Canada
Shelly
The price is NT$3,202
NT$3,842 total
includes taxes & fees
Oct 4 - Oct 5
Second Nature Southampton
A bedroom with a large bed, a sofa, a TV, and a window with blinds.

6. QE2 Loft Apartments

QE2 Loft Apartments
3.0 star property
Southampton City Centre
5.8 out of 10, (9 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 NT$5,870
NT$7,044 total
includes taxes & fees
Sep 16 - Sep 17
QE2 Loft Apartments
A bedroom with a wooden headboard, white bedding, two floral pillows, a bedside lamp, and a folded towel on the bed.

7. The Riley Stable- Cozy Getaway

The Riley Stable- Cozy Getaway
2.5 star property
Waterlooville
The price is NT$3,626
NT$5,630 total
includes taxes & fees
Sep 24 - Sep 25
The Riley Stable- Cozy Getaway
A bedroom with a large bed, a wooden ceiling, and a view of a brick building outside.

8. Settle Southampton

Settle Southampton
2.0 star property
Freemantle
8.6 out of 10, Excellent, (9 reviews)
"Brilliant property really well situated for the centre of town. Deffo coming back."
United Kingdom
Chris
The price is NT$2,247
NT$4,622 total
includes taxes & fees
Oct 5 - Oct 6
Settle Southampton
A single bed with orange bedding, a wooden nightstand, and a wall-mounted decorative item.

9. Property

Property
3.0 star property
Bevois Valley
The price is NT$5,456
NT$6,547 total
includes taxes & fees
Sep 16 - Sep 17
Property
A tent with a bed inside, a colorful rug, and a sign on the ground.

10. Stone Circle Glamping

Stone Circle Glamping
2.0 star property
Durrington
8.6 out of 10, Excellent, (11 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 NT$1,620
NT$1,943 total
includes taxes & fees
Sep 28 - Sep 29
Stone Circle Glamping
A bedroom with a bed, a TV, and a window with curtains.

11. Bayview Apartments

Bayview Apartments
2.0 star property
Southampton City Centre
8.0 out of 10, Very Good, (5 reviews)
"The apartment was reasonably priced, conveniently located to our destination and perfectly adequate for our needs."
United States
Donald
The price is NT$5,706
NT$6,848 total
includes taxes & fees
Sep 20 - Sep 21
Bayview Apartments
An outdoor seating area with a table, chairs, and a bottle of wine.

12. Suetts Farm Barns

Suetts Farm Barns
2.0 star property
Southampton
The price is NT$30,510
NT$36,612 total
includes taxes & fees
Sep 22 - Sep 23
Suetts Farm Barns
A modern living room with a glass dining table, a leather sofa, and a large sliding glass door to a balcony.

13. Western Gate

Western Gate
4.0 star property
Basingstoke
The price is NT$5,237
NT$6,284 total
includes taxes & fees
Sep 14 - Sep 15
Western Gate
A modern living room with a sofa, a dining table with chairs, a lamp, and a view through a large window.

14. Bladon Court

Bladon Court
3.5 star property
Basingstoke
The price is NT$4,387
NT$6,288 total
includes taxes & fees
Sep 18 - Sep 19
Bladon Court

15. Studio 31-Free Private Parking

Studio 31-Free Private Parking
2.0 star property
Southsea
The price is NT$4,144
NT$4,144 total
includes taxes & fees
Sep 24 - Sep 25
Studio 31-Free Private Parking
A building with multiple windows and doors, illuminated by green and white lights.

16. Ground-Floor Super King or Twin Studio Apartment with Free Private Parking

Ground-Floor Super King or Twin Studio Apartment with Free Private Parking
2.0 star property
Southsea
The price is NT$2,600
NT$3,120 total
includes taxes & fees
Oct 1 - Oct 2
Ground-Floor Super King or Twin Studio Apartment with Free Private Parking
A bedroom with two beds, a nightstand with a lamp, and wall art.

17. Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking

Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking
2.0 star property
Gosport
7.8 out of 10, Good, (6 reviews)
"The room was exactly as described. Communications with staff were clear and prompt. Check-in/Check-out was easy. Double bed was a nice firm mattress. Building was super quiet overnight. Location was very easy to access."
United Kingdom
Audrey
The price is NT$2,762
NT$2,762 total
includes taxes & fees
Sep 13 - Sep 14
Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking
A beach with a clear sky, calm sea, and a distant ship.

18. Loft 2bed Appartment with EVCharger

Loft 2bed Appartment with EVCharger
2.0 star property
Southsea
The price is NT$4,091
NT$4,091 total
includes taxes & fees
Sep 16 - Sep 17
Loft 2bed Appartment with EVCharger
A cozy living room with a sofa, a dining table set for two, and a TV on a stand.

19. 2 Bed Flat - Sleeps 4 - Pets - Parking - Garden

2 Bed Flat - Sleeps 4 - Pets - Parking - Garden
3.0 star property
Farlington
The price is NT$3,972
NT$7,478 total
includes taxes & fees
Sep 23 - Sep 24
2 Bed Flat - Sleeps 4 - Pets - Parking - Garden
A building with multiple windows and doors, illuminated by green and white lights.

20. Ground-Floor Queen Bed Studio Apartment with Free Parking

Ground-Floor Queen Bed Studio Apartment with Free Parking
2.0 star property
Southsea
The price is NT$2,773
NT$2,773 total
includes taxes & fees
Oct 5 - Oct 6
Ground-Floor Queen Bed Studio Apartment with Free Parking
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

Moxy Southampton

Moxy Southampton

8/10 Good
"The staff was excellent and attentive. Checking in and out was a breeze. Tables weren’t cleaned soon after people left after breakfast. Many times you had to wait for a table. Breakfast was decent."
Martin 2-night trip
Posted 2 hours ago
Moxy 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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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 39 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.