Winchester Vacation Rentals

Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Winchester vacation rentals

Double Room | Iron/ironing board, free WiFi

Settle Winchester

Settle Winchester
2.0 star property
Winchester
The price is ￥7,774
￥25,347 total
includes taxes & fees
May 31 - Jun 1
Settle 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 ￥17,300
￥20,717 total
includes taxes & fees
May 10 - May 11
Aethelred Annexe - New Build with Full Amenities
1 bedroom, iron/ironing board, WiFi, bed sheets

Garden room, central Winchester

Garden room, central Winchester
Winchester
The price is ￥19,222
￥22,639 total
includes taxes & fees
May 10 - May 11
Garden room, central Winchester
Interior

Sunday Winchester Wessex Cathedral Hotel | Compact

Sunday Winchester Wessex Cathedral Hotel | Compact
Southampton
The price is ￥27,118
￥27,118 total
includes taxes & fees
May 10 - May 11
Sunday Winchester Wessex Cathedral Hotel | Compact
Iron/ironing board, travel crib, WiFi, bed sheets

Winchester City Centre Flat/Sleeps 6/Free Parking

Winchester City Centre Flat/Sleeps 6/Free Parking
Hampshire
The price is ￥18,795
￥38,017 total
includes taxes & fees
May 10 - May 11
Winchester City Centre Flat/Sleeps 6/Free Parking
Property grounds

Rivergem - Riverside Coach House

Rivergem - Riverside Coach House
2.0 star property
Winchester
The price is ￥153,222
￥183,866 total
includes taxes & fees
May 26 - May 27
Rivergem - Riverside Coach House
4 bedrooms, iron/ironing board, free WiFi

Piping House 4bedroom

Piping House 4bedroom
Colden Common
The price is ￥56,757
￥60,796 total
includes taxes & fees
May 22 - May 23
Piping House 4bedroom
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 ￥34,437
￥45,491 total
includes taxes & fees
May 10 - May 11
Cosy A-Frame cabin nestled in the chalk steams of Hampshire
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 ￥29,760
￥37,200 total
includes taxes & fees
May 15 - May 16
Escape to Boscobel: Enjoy a Cosy 1 Bed Apartment with Free Parking
Interior

Birdsong Mansion sleeps 12 Twyford Winchester

Birdsong Mansion sleeps 12 Twyford Winchester
Winchester
The price is ￥211,935
￥214,911 total
includes taxes & fees
May 11 - May 12
Birdsong Mansion sleeps 12 Twyford 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 ￥166,870
￥169,846 total
includes taxes & fees
May 22 - May 23
Birdsong House
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 ￥19,107
￥19,107 total
includes taxes & fees
May 10 - May 11
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 ￥34,777
￥34,777 total
includes taxes & fees
May 10 - May 11
Sunday Winchester Wessex Cathedral Hotel | Twin
Dining

Squirrel's Leap

Squirrel's Leap
3.0 star property
Winchester
The price is ￥87,502
￥105,002 total
includes taxes & fees
May 24 - May 25
Squirrel's Leap
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 ￥36,137
￥41,026 total
includes taxes & fees
May 11 - May 12
Beautiful 4 Berth Boat on the Isle of Wight for the Ultimate Relaxation
Marina

Y Knot - The New Way To Holiday

Y Knot - The New Way To Holiday
Lymington
9.4 out of 10, Exceptional, (3 reviews)
"Agent failed to mention that the toilet was not to be used for number "two s" ."
United Kingdom
manojkunar P.
The price is ￥58,458
￥67,599 total
includes taxes & fees
May 10 - May 11
Y Knot - The New Way To Holiday
Deluxe Studio | Iron/ironing board, free WiFi

Settle Southampton

Settle Southampton
Freemantle
10.0 out of 10, Exceptional, (2 reviews)
"I had trouble getting in so I messaged and received a response very quickly Good location Clean room"
United Kingdom
elysha
The price is ￥8,035
￥19,207 total
includes taxes & fees
May 11 - May 12
Settle Southampton
Tent, Courtyard View (Bell Tent )

Stone Circle Glamping

Stone Circle Glamping
2.0 star property
Durrington
8.0 out of 10, Very Good, (3 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 ￥10,363
￥12,436 total
includes taxes & fees
May 10 - May 11
Stone Circle Glamping
Deluxe Studio Suite, Garden View | 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
10.0 out of 10, Exceptional, (1 review)
"Room is well equipped "
United Kingdom
Chris
The price is ￥11,841
￥14,209 total
includes taxes & fees
May 20 - May 21
Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking
1 bedroom, iron/ironing board, WiFi, bed sheets

Portsmouth Gem: King Room Close to Beach

Portsmouth Gem: King Room Close to Beach
Southsea
The price is ￥9,778
￥9,778 total
includes taxes & fees
May 11 - May 12
Portsmouth Gem: King Room Close to Beach
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 Southampton Eastleigh

Village Hotel Southampton Eastleigh

6/10 Okay
"Decent size room, friendly staff, and very good location for getting to Southampton port, but there were a few issues. Room was clean for the most part but very dusty and a few mysterious stains on the headboard and chairs. Bed was pretty hard and uncomfortable. Room was very hot - they provide air con but it only stays on for an hour before defaulting back to 25C meaning we had to keep setting it again in the night. The glass door to the bathroom is a bit weird - would not recommend if you are not very comfortable with person you are sharing a room with. Good amount of parking however don’t be lured into the more expensive room rate that includes parking if you stay at the weekend as parking is free then! We picked this hotel in part due to the presence of electric car charging, however all were either in use or broken so sadly we had to charge elsewhere."
Elodie 1-night trip
Posted 2 hours ago
Village Hotel Southampton Eastleigh

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:

  • View our selection of featured holiday rentals in Winchester
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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.

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

Birdsong Mansion sleeps 12 Twyford Winchester: Visitors give good reviews to this Winchester vacation home rental, which offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals are there in Winchester?

Expedia has 44 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.