Winchester Vacation Rentals

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Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

Our top choices for Winchester vacation rentals

TV

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 ￥17,082
￥20,456 total
includes taxes & fees
Jan 30 - Jan 31
Aethelred Annexe - New Build with Full Amenities
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 ￥34,165
￥43,233 total
includes taxes & fees
Feb 1 - Feb 2
Cosy A-Frame cabin nestled in the chalk steams of Hampshire
Dining

Squirrel's Leap

Squirrel's Leap
3.0 star property
Winchester
The price is ￥84,710
￥101,651 total
includes taxes & fees
Feb 13 - Feb 14
Squirrel's Leap
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 ￥165,552
￥168,505 total
includes taxes & fees
Jan 30 - Jan 31
Birdsong House
Interior

Birdsong Mansion sleeps 12 Twyford Winchester

Birdsong Mansion sleeps 12 Twyford Winchester
Winchester
The price is ￥210,262
￥213,215 total
includes taxes & fees
Jan 30 - Jan 31
Birdsong Mansion sleeps 12 Twyford 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 ￥16,980
￥16,980 total
includes taxes & fees
Feb 1 - Feb 2
Sunday Winchester Wessex Cathedral Hotel | Classic
4 bedrooms, iron/ironing board, free WiFi

Piping House 4bedroom

Piping House 4bedroom
Colden Common
The price is ￥56,309
￥60,316 total
includes taxes & fees
Jan 30 - Jan 31
Piping House 4bedroom
Dining

Piping Green 4Bedroom House

Piping Green 4Bedroom House
Colden Common
The price is ￥60,105
￥64,112 total
includes taxes & fees
Feb 11 - Feb 12
Piping Green 4Bedroom House
1 bedroom, iron/ironing board, WiFi, bed sheets

Garden room, central Winchester

Garden room, central Winchester
Winchester
The price is ￥18,981
￥22,355 total
includes taxes & fees
Feb 1 - Feb 2
Garden room, central Winchester
Interior

Sunday Winchester Wessex Cathedral Hotel | Compact

Sunday Winchester Wessex Cathedral Hotel | Compact
Southampton
The price is ￥14,698
￥14,698 total
includes taxes & fees
Feb 1 - Feb 2
Sunday Winchester Wessex Cathedral Hotel | Compact
Interior

Sunday Winchester Wessex Cathedral Hotel | Twin

Sunday Winchester Wessex Cathedral Hotel | Twin
Winchester
The price is ￥19,261
￥19,261 total
includes taxes & fees
Feb 5 - Feb 6
Sunday Winchester Wessex Cathedral Hotel | Twin
Property grounds

Rivergem - Riverside Coach House

Rivergem - Riverside Coach House
2.0 star property
Winchester
The price is ￥149,033
￥178,839 total
includes taxes & fees
Feb 1 - Feb 2
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 ￥35,852
￥39,648 total
includes taxes & fees
Jan 30 - Jan 31
Beautiful 4 Berth Boat on the Isle of Wight for the Ultimate Relaxation
Interior entrance

room2 Southampton Hometel

room2 Southampton Hometel
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,188 reviews)
"Staff were very helpful. Room is very well maintained and it's a warm feeling through out. "
United Kingdom
Trevor Charles
The price is ￥13,190
￥15,828 total
includes taxes & fees
Jan 30 - Jan 31
room2 Southampton Hometel
Luxury Suite, Ensuite | 1 bedroom

Stonehenge Cottages

Stonehenge Cottages
5.0 star property
Salisbury
9.8 out of 10, Exceptional, (106 reviews)
"Information, including a video, provided by the friendly owners before and during our stay was excellent. The beautifully appointed cottage was convenient for Salisbury and for the nearby pub which serves good food. We will definitely stay there again, if in the area."
United Kingdom
Fiona
The price is ￥40,246
￥48,295 total
includes taxes & fees
Jan 30 - Jan 31
Stonehenge Cottages
Luxury Apartment, Accessible, Private Bathroom | Terrace/patio

The Itchen River Apartments

The Itchen River Apartments
3.5 star property
Southampton
10.0 out of 10, Exceptional, (1 review)
"Check-in was quite complicated but the support was good "
United Kingdom
Robert
The price is ￥25,518
￥38,172 total
includes taxes & fees
Feb 16 - Feb 17
The Itchen River Apartments
Marina

Guest Suite in Waterlooville

Guest Suite in Waterlooville
Waterlooville
10.0 out of 10, Exceptional, (2 reviews)
"Arrive to meet host, showed around, clean tidy, perfect communication throughtout the stay. We did have a small issue through the stay and this was dealt with efficiently and promptly. We are looking to stay again in April we were that impressed. Tea and coffee were also provided and soap in the bathroom, this was an added bonus and very welcome. "
United Kingdom
Hannah P.
The price is ￥16,133
￥22,734 total
includes taxes & fees
Jan 31 - Feb 1
Guest Suite in Waterlooville
Cottage | Living room

Battery House

Battery House
3.5 star property
Old Portsmouth
10.0 out of 10, Exceptional, (1 review)
"Property is in a very good position over looking the Solent and walkable to Southsea or Portsmouth. Had everything we needed and particularly enjoyed the roof garden"
United Kingdom
Simon
The price is ￥271,879
￥326,254 total
includes taxes & fees
Feb 11 - Feb 12
Battery House
Exterior

Cosy Rural Cabin With Ensuite

Cosy Rural Cabin With Ensuite
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 ￥21,882
￥21,882 total
includes taxes & fees
Feb 1 - Feb 2
Cosy Rural Cabin With Ensuite
Interior

Flowering - Ashling Park - sleeps 4 guests in 2 bedrooms

Flowering - Ashling Park - sleeps 4 guests in 2 bedrooms
Chichester
The price is ￥119,008
￥119,008 total
includes taxes & fees
Feb 2 - Feb 3
Flowering - Ashling Park - sleeps 4 guests in 2 bedrooms
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
"Convenient location. Staff very friendly and room nice and clean"
Colin 1-night trip
Posted 1 day ago
Leonardo Hotel Southampton

Find out more about Winchester

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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 has laundry facilities and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and an oven.

How many vacation rentals are there in Winchester?

Expedia has 38 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.