Winchester Holiday Rentals

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Check prices for these dates

In two weeks
8 May - 10 May
In two months
19 Jun - 21 Jun
In three months
17 Jul - 19 Jul
In four months
14 Aug - 16 Aug

Our top choices for Winchester holiday rentals

Terrace/patio

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

Cosy A-Frame cabin nestled in the chalk steams of Hampshire
Winchester
9.0 out of 10, Wonderful, (4 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 HK$1,431
HK$1,940 total
includes taxes & fees
27 Apr - 28 Apr
Cosy A-Frame cabin nestled in the chalk steams of Hampshire
Room

Settle Winchester

Settle Winchester
2.0 star property
Winchester
The price is HK$386
HK$1,258 total
includes taxes & fees
4 May - 5 May
Settle Winchester
Interior

Birdsong House

Birdsong House
Winchester
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful stay at Birdsong house. The owner was always available and the house was so cozy and comfortable! Thank you"
United Kingdom
Judith D.
The price is HK$8,323
HK$8,472 total
includes taxes & fees
27 Apr - 28 Apr
Birdsong House
Fridge, microwave, oven, stovetop

2-BR Cosy Retreat, w/ Garden, central Winchester

2-BR Cosy Retreat, w/ Garden, central Winchester
Winchester
8.0 out of 10, Very good, (2 reviews)
"The property was excellent for location in Winchester and was very clean. The ‘garden’ is a small area of decking. "
United Kingdom
barbara
2-BR Cosy Retreat, w/ Garden, central Winchester
Iron/ironing board, travel cot, WiFi, bed sheets

Winchester City Centre Flat/Sleeps 6/Free Parking

Winchester City Centre Flat/Sleeps 6/Free Parking
Hampshire
The price is HK$1,262
HK$2,216 total
includes taxes & fees
14 May - 15 May
Winchester City Centre Flat/Sleeps 6/Free Parking
TV

Escape to Boscobel: Enjoy a Cosy 1 Bed Apartment with Free Parking

Escape to Boscobel: Enjoy a Cosy 1 Bed Apartment with Free Parking
Winchester
10.0 out of 10, Exceptional, (2 reviews)
"This apartment was exactly what we wanted, it was well equipped as we cooked an evening meal and breakfast while there. The host was very accommodating, easy check in and instructions were clear, cannot fault this apartment in any way, the pillows and bedding were exceptional quality."
United Kingdom
Karen J.
The price is HK$1,156
HK$1,527 total
includes taxes & fees
30 Apr - 1 May
Escape to Boscobel: Enjoy a Cosy 1 Bed Apartment with Free Parking
Interior

Sunday Winchester Wessex Cathedral Hotel | Compact

Sunday Winchester Wessex Cathedral Hotel | Compact
Southampton
The price is HK$1,332
HK$1,332 total
includes taxes & fees
30 Apr - 1 May
Sunday Winchester Wessex Cathedral Hotel | Compact
4 bedrooms, iron/ironing board, free WiFi

Piping House 4bedroom

Piping House 4bedroom
Colden Common
The price is HK$2,831
HK$3,032 total
includes taxes & fees
28 Apr - 29 Apr
Piping House 4bedroom
Interior

Birdsong Mansion sleeps 12 Twyford Winchester

Birdsong Mansion sleeps 12 Twyford Winchester
Winchester
The price is HK$10,571
HK$10,720 total
includes taxes & fees
27 Apr - 28 Apr
Birdsong Mansion sleeps 12 Twyford Winchester
1 bedroom

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 HK$859
HK$1,028 total
includes taxes & fees
4 May - 5 May
Aethelred Annexe - New Build with Full Amenities
Property grounds

Rivergem - Riverside Coach House

Rivergem - Riverside Coach House
2.0 star property
Winchester
The price is HK$7,643
HK$9,171 total
includes taxes & fees
3 May - 4 May
Rivergem - Riverside Coach House
1 bedroom, iron/ironing board, WiFi, bed sheets

Garden room, central Winchester

Garden room, central Winchester
Winchester
The price is HK$954
HK$1,124 total
includes taxes & fees
5 May - 6 May
Garden room, central Winchester
Interior

Sunday Winchester Wessex Cathedral Hotel | Classic

Sunday Winchester Wessex Cathedral Hotel | Classic
Winchester
6.0 out of 10, (1 review)
"Carpets and sofa in room were noticeably stained. Otherwise the view was great, bed was comfortable and clean. Staff were very helpful and professional "
Canada
Cathy
The price is HK$940
HK$940 total
includes taxes & fees
30 Apr - 1 May
Sunday Winchester Wessex Cathedral Hotel | Classic
Interior

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 HK$1,701
HK$1,701 total
includes taxes & fees
30 Apr - 1 May
Sunday Winchester Wessex Cathedral Hotel | Twin
Dining

Squirrel's Leap

Squirrel's Leap
3.0 star property
Winchester
The price is HK$4,344
HK$5,213 total
includes taxes & fees
8 May - 9 May
Squirrel's Leap
Room

Modern Ensuite Room in Andover

Modern Ensuite Room in Andover
Penton Harroway
The price is HK$668
HK$838 total
includes taxes & fees
28 Apr - 29 Apr
Modern Ensuite Room in Andover
Spa

Beautiful 4 berth boat on the Isle of Wight for the ultimate relaxation

Beautiful 4 berth boat on the Isle of Wight for the ultimate relaxation
Binfield
10.0 out of 10, Exceptional, (1 review)
"Best stay! Very new experience of staying in a boat. Amazing location for public services as well. "
United Kingdom
srini k.
The price is HK$1,803
HK$2,025 total
includes taxes & fees
27 Apr - 28 Apr
Beautiful 4 berth boat on the Isle of Wight for the ultimate relaxation
Exterior

Hollington Park Glamping

Hollington Park Glamping
2.0 star property
Newbury
8.0 out of 10, Very good, (2 reviews)
"We had a lovely time here with our 2 year old for two nights. We stayed in the Bluebell Pod which was so cosy and comfortable. We had everything we needed and really enjoyed the woods and the animals. Many thanks. Hope to come again next year! "
United Kingdom
maria
The price is HK$676
HK$811 total
includes taxes & fees
27 Apr - 28 Apr
Hollington Park Glamping
Iron/ironing board, free WiFi

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
The price is HK$591
HK$709 total
includes taxes & fees
4 May - 5 May
Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking
Exterior

Cosy Rural Cabin With Ensuite without Pergola

Cosy Rural Cabin With Ensuite without Pergola
Chawton
10.0 out of 10, Exceptional, (7 reviews)
"Brilliant location , helpful staff , nice place for the kids to have a run around and make friends "
United Kingdom
Jay S.
The price is HK$1,050
HK$1,050 total
includes taxes & fees
27 Apr - 28 Apr
Cosy Rural Cabin With Ensuite without Pergola
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

Village Hotel Basingstoke

Village Hotel Basingstoke

10/10 Excellent
"Clean and friendly staff. Room was very comfortable. Gym and pool are awesome. Would absolutely stay again "
Marc 1-night trip
Posted 4 hours ago
Village Hotel Basingstoke

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 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.

What are some of the best holiday rentals that Winchester has to offer?

Birdsong Mansion sleeps 12 Twyford Winchester: This highly rated holiday home rental in Winchester offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Make the most of garden in this rental home to help you unwind.

How many holiday rentals are there in Winchester?

Expedia has 44 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 Horsepower The Museum Of The King's Royal Hussars. 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.