Winchester Vacation Rentals

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Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

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 ￥8,349
￥31,212 total
includes taxes & fees
Jun 7 - Jun 8
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 ￥34,680
￥45,812 total
includes taxes & fees
May 31 - Jun 1
Cosy A-Frame cabin nestled in the chalk steams of Hampshire
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 ￥26,759
￥46,026 total
includes taxes & fees
May 31 - Jun 1
Winchester City Centre Flat/Sleeps 6/Free Parking
Dining

Squirrel's Leap

Squirrel's Leap
3.0 star property
Winchester
The price is ￥87,706
￥105,247 total
includes taxes & fees
Jun 9 - Jun 10
Squirrel's Leap
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 ￥17,340
￥20,765 total
includes taxes & fees
Jun 4 - Jun 5
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 ￥21,407
￥24,832 total
includes taxes & fees
Jun 1 - Jun 2
Garden room, central Winchester
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 ￥20,738
￥20,738 total
includes taxes & fees
Jun 14 - Jun 15
Sunday Winchester Wessex Cathedral Hotel | Twin
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 ￥168,048
￥171,045 total
includes taxes & fees
May 30 - May 31
Birdsong House
Interior

Birdsong Mansion sleeps 12 Twyford Winchester

Birdsong Mansion sleeps 12 Twyford Winchester
Winchester
The price is ￥213,432
￥216,429 total
includes taxes & fees
May 30 - May 31
Birdsong Mansion sleeps 12 Twyford Winchester
4 bedrooms, iron/ironing board, free WiFi

Piping House 4bedroom

Piping House 4bedroom
Colden Common
The price is ￥57,158
￥61,225 total
includes taxes & fees
May 30 - May 31
Piping House 4bedroom
Property grounds

Rivergem - Riverside Coach House

Rivergem - Riverside Coach House
2.0 star property
Winchester
The price is ￥154,305
￥185,166 total
includes taxes & fees
Jun 4 - Jun 5
Rivergem - Riverside Coach House
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 ￥18,463
￥22,156 total
includes taxes & fees
Jun 11 - Jun 12
Hollington Park Glamping
Property grounds

The Studio - A cosy studio apartment

The Studio - A cosy studio apartment
Hungerford
The price is ￥18,410
￥29,799 total
includes taxes & fees
May 31 - Jun 1
The Studio - A cosy studio apartment
Soundproofing, iron/ironing board, free WiFi

ANG Apartments

ANG Apartments
2.0 star property
Southsea
The price is ￥14,236
￥14,236 total
includes taxes & fees
May 31 - Jun 1
ANG Apartments
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 ￥9,312
￥11,174 total
includes taxes & fees
May 31 - Jun 1
Stone Circle Glamping
Exterior

The South Coast Snug

The South Coast Snug
2.0 star property
Fareham
10.0 out of 10, Exceptional, (1 review)
"Lovely appartment.very welcoming, clean and tidy, all equipment was their to use for a pleasant stay.very quiet.would highly reccomend"
United Kingdom
Ian
The price is ￥11,104
￥13,324 total
includes taxes & fees
Jun 4 - Jun 5
The South Coast Snug
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 ￥14,636
￥23,985 total
includes taxes & fees
Jun 26 - Jun 27
The Hugo Stable- Cozy get away
Interior entrance

room2 Southampton Hometel

room2 Southampton Hometel
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,223 reviews)
"All services have been great for our 2 evening stay "
Canada
shawn
The price is ￥15,100
￥18,120 total
includes taxes & fees
May 31 - Jun 1
room2 Southampton Hometel
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

voco Southampton by IHG

voco Southampton by IHG

10/10 Excellent
"Everything about this hotel was fantastic. The concierge was so helpful"
Melinda 1-night trip
Posted 3 hours ago
voco Southampton by IHG

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 46 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 Jane Austen's House and Great Hall. 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.