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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Winchester vacation rentals

Double Room | Iron/ironing board, WiFi (free)

1. Settle Winchester

Settle Winchester
2.0 star property
Winchester
The price is AED 263
AED 582 total
includes taxes & fees
20 Aug - 21 Aug
Settle Winchester
1 bedroom, iron/ironing board, WiFi, bed sheets

2. Garden room, central Winchester

Garden room, central Winchester
Winchester
The price is AED 493
AED 572 total
includes taxes & fees
10 Aug - 11 Aug
Garden room, central Winchester
1 bedroom

3. Aethelred Annexe - New Build with Full Amenities

Aethelred Annexe - New Build with Full Amenities
Winchester
10.0 out of 10, Exceptional, (1 review)
"Had a lovely stay at the Aethelred Annexe! Great amenities and an incredibly generous host. It felt very warm and cozy and the bed was super comfy. Great location for a quick drive/ bus into the city centre. Would absolutely recommend."
United States
Andrea W.
The price is AED 400
AED 478 total
includes taxes & fees
16 Aug - 17 Aug
Aethelred Annexe - New Build with Full Amenities
Terrace/patio

4. Cosy A-Frame cabin nestled in the chalk steams of Hampshire

Cosy A-Frame cabin nestled in the chalk steams of Hampshire
Winchester
8.8 out of 10, Excellent, (5 reviews)
"Lovely cabin and outside kitchen plus garden. It's my second stay and I enjoyed my stay. Love the garden kitchen,. It's very pretty and relaxing ."
United Kingdom
Nicola H.
The price is AED 799
AED 1,051 total
includes taxes & fees
18 Aug - 19 Aug
Cosy A-Frame cabin nestled in the chalk steams of Hampshire
Dining

5. Calm 1 Bed Apartment with Parking, Winchester by At Hem

Calm 1 Bed Apartment with Parking, Winchester by At Hem
Winchester
10.0 out of 10, Exceptional, (1 review)
"Excellent location and property. The owner was very responsive and helpful "
Australia
Jayani
The price is AED 918
AED 1,090 total
includes taxes & fees
23 Aug - 24 Aug
Calm 1 Bed Apartment with Parking, Winchester by At Hem
Interior

6. Sunday Winchester Wessex Cathedral Hotel | Twin

Sunday Winchester Wessex Cathedral Hotel | Twin
Winchester
6.0 out of 10, (1 review)
"Didn’t have Kitchen like advertised, no fridge unfortunately "
United Kingdom
Hayden
The price is AED 453
AED 453 total
includes taxes & fees
31 Aug - 1 Sep
Sunday Winchester Wessex Cathedral Hotel | Twin
2 bedrooms, iron/ironing board, travel crib, WiFi

7. Winchester City Centre Flat/Sleeps 6/Free Parking

Winchester City Centre Flat/Sleeps 6/Free Parking
Hampshire
The price is AED 696
AED 1,139 total
includes taxes & fees
27 Aug - 28 Aug
Winchester City Centre Flat/Sleeps 6/Free Parking
Property grounds

8. Rivergem - Riverside Coach House

Rivergem - Riverside Coach House
2.0 star property
Winchester
The price is AED 3,556
AED 4,267 total
includes taxes & fees
8 Aug - 9 Aug
Rivergem - Riverside Coach House
2 bedrooms, iron/ironing board, WiFi (free), bed sheets

9. The Porterhouse - Residence I

The Porterhouse - Residence I
Winchester
The price is AED 543
AED 938 total
includes taxes & fees
31 Aug - 1 Sep
The Porterhouse - Residence I
Coffee/tea maker, fridge, microwave, oven

10. The Porterhouse - Residence II

The Porterhouse - Residence II
Winchester
The price is AED 474
AED 869 total
includes taxes & fees
23 Aug - 24 Aug
The Porterhouse - Residence II
Dining

11. Squirrel's Leap

Squirrel's Leap
3.0 star property
Winchester
The price is AED 2,021
AED 2,425 total
includes taxes & fees
15 Aug - 16 Aug
Squirrel's Leap
Exterior

12. Hollington Park Glamping

Hollington Park Glamping
2.0 star property
Newbury
8.8 out of 10, Excellent, (3 reviews)
"Claire is so so lovely & welcoming & friendly being on my own with my children she instantly made me feel at ease ☺️ We absolutely loved everything about it stay & would highly recommended it 👌 Such a beautiful setting & so tranquil. The only down side was having to leave ☺️ We will definitely be returning Claire, can’t wait to see you & the gorgeous Tony again 🙏"
United Kingdom
angelina
The price is AED 487
AED 584 total
includes taxes & fees
17 Aug - 18 Aug
Hollington Park Glamping
Interior entrance

13. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,290 reviews)
"Great stay and very nice staff!"
Canada
Anne
The price is AED 402
AED 483 total
includes taxes & fees
10 Aug - 11 Aug
Second Nature Southampton
Deluxe Studio | Iron/ironing board, WiFi (free)

14. Settle Southampton

Settle Southampton
2.0 star property
Freemantle
8.4 out of 10, Very Good, (6 reviews)
"Brilliant property really well situated for the centre of town. Deffo coming back."
United Kingdom
Chris
The price is AED 209
AED 472 total
includes taxes & fees
12 Aug - 13 Aug
Settle Southampton
Deluxe Apartment | Iron/ironing board, WiFi (free), bed sheets

15. 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 AED 642
AED 770 total
includes taxes & fees
12 Aug - 13 Aug
QE2 Loft Apartments
Private kitchen

16. Centrally located double room

Centrally located double room
Freemantle
The price is AED 148
AED 178 total
includes taxes & fees
23 Aug - 24 Aug
Centrally located double room
Tent, Courtyard View (Bell Tent )

17. Stone Circle Glamping

Stone Circle Glamping
2.0 star property
Durrington
9.0 out of 10, Wonderful, (6 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 AED 230
AED 276 total
includes taxes & fees
1 Sep - 2 Sep
Stone Circle Glamping
Private kitchen

18. Radstock Road - Room 3a

Radstock Road - Room 3a
Southampton
The price is AED 237
AED 284 total
includes taxes & fees
16 Aug - 17 Aug
Radstock Road - Room 3a
Apartment, Garden View | WiFi (free)

19. The Riley Stable- Cozy Getaway

The Riley Stable- Cozy Getaway
2.5 star property
Waterlooville
The price is AED 466
AED 707 total
includes taxes & fees
9 Aug - 10 Aug
The Riley Stable- Cozy Getaway
Miscellaneous

20. Beddoe Apartments

Beddoe Apartments
3.0 star property
Eastleigh
7.8 out of 10, Good, (20 reviews)
"Ideal for couple of nights stay. Easy parking was a bonus. "
United Kingdom
Alan
The price is AED 1,480
AED 1,998 total
includes taxes & fees
9 Aug - 10 Aug
Beddoe Apartments
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
"The room was spacious, very clean and the staff was helpful and friendly. Howeverbwhennwe looked out of the windows they needed a good cleaning. Great hotel and I would recommend it to others as well as return myself."
Melody 1-night trip
Posted 6 hours ago
Leonardo Hotel Southampton

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.

What are some of the best vacation home rentals in Winchester?

Beautiful 2 bedroom full-furnished semi-detached house with parking : This vacation home rental outside of Winchester is equipped with a garden, laundry facilities, and WiFi to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and an oven.

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.