Winchester Vacation Rentals

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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 ￥8,110
￥25,683 total
includes taxes & fees
May 12 - May 13
Settle Winchester
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 ￥28,713
￥38,709 total
includes taxes & fees
May 6 - May 7
Cosy A-Frame cabin nestled in the chalk steams of Hampshire
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 ￥17,228
￥20,631 total
includes taxes & fees
May 6 - May 7
Aethelred Annexe - New Build with Full Amenities
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 ￥166,961
￥169,939 total
includes taxes & fees
May 6 - May 7
Birdsong House
Interior

Birdsong Mansion sleeps 12 Twyford Winchester

Birdsong Mansion sleeps 12 Twyford Winchester
Winchester
The price is ￥212,051
￥215,029 total
includes taxes & fees
May 6 - May 7
Birdsong Mansion sleeps 12 Twyford Winchester
1 bedroom, iron/ironing board, WiFi, bed sheets

Garden room, central Winchester

Garden room, central Winchester
Winchester
The price is ￥19,142
￥22,545 total
includes taxes & fees
May 7 - May 8
Garden room, central Winchester
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 ￥24,672
￥43,814 total
includes taxes & fees
May 10 - May 11
Winchester City Centre Flat/Sleeps 6/Free Parking
Interior

Sunday Winchester Wessex Cathedral Hotel | Compact

Sunday Winchester Wessex Cathedral Hotel | Compact
Southampton
The price is ￥31,540
￥31,540 total
includes taxes & fees
May 31 - Jun 1
Sunday Winchester Wessex Cathedral Hotel | Compact
4 bedrooms, iron/ironing board, free WiFi

Piping House 4bedroom

Piping House 4bedroom
Colden Common
The price is ￥56,788
￥60,829 total
includes taxes & fees
May 6 - May 7
Piping House 4bedroom
Dining

Squirrel's Leap

Squirrel's Leap
3.0 star property
Winchester
The price is ￥87,139
￥104,567 total
includes taxes & fees
May 9 - May 10
Squirrel's Leap
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 ￥21,964
￥21,964 total
includes taxes & fees
May 7 - May 8
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 ￥43,005
￥43,005 total
includes taxes & fees
May 18 - May 19
Sunday Winchester Wessex Cathedral Hotel | Twin
Property grounds

Rivergem - Riverside Coach House

Rivergem - Riverside Coach House
2.0 star property
Winchester
The price is ￥153,307
￥183,968 total
includes taxes & fees
May 22 - May 23
Rivergem - Riverside Coach House
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 ￥36,157
￥41,049 total
includes taxes & fees
May 7 - May 8
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 ￥58,490
￥67,636 total
includes taxes & fees
May 10 - May 11
Y Knot - The New Way To Holiday
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 ￥11,848
￥14,217 total
includes taxes & fees
May 17 - May 18
Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking
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)
"The shepherds hut I stayed in for one night was so warm and cosy, it was like staying in a giant wendy house. I would have liked face to face contact with the host, but I guess thats a "sign of the times" Beautiful view of the countryside. "
United Kingdom
Deby
The price is ￥9,125
￥10,949 total
includes taxes & fees
May 6 - May 7
Stone Circle Glamping
Chalet, Garden View | Free WiFi

The Hugo Stable- Cozy get away

The Hugo Stable- Cozy get away
2.0 star property
Waterlooville
The price is ￥13,033
￥22,020 total
includes taxes & fees
Jun 5 - Jun 6
The Hugo Stable- Cozy get away
Apartment, Garden View | Free WiFi

The Riley Stable- Cozy Getaway

The Riley Stable- Cozy Getaway
2.5 star property
Waterlooville
The price is ￥19,429
￥29,696 total
includes taxes & fees
May 7 - May 8
The Riley Stable- Cozy Getaway
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 ￥9,784
￥9,784 total
includes taxes & fees
May 6 - May 7
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

Moxy Southampton

Moxy Southampton

10/10 Excellent
"Very nice hotel. Did the job. "
Sarah 1-night trip
Posted 4 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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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.