Winchester Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Winchester vacation rentals

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 ￥17,304
￥20,722 total
includes taxes & fees
Apr 12 - Apr 13
Aethelred Annexe - New Build with Full Amenities
Interior

Sunday Winchester Wessex Cathedral Hotel | Compact

Sunday Winchester Wessex Cathedral Hotel | Compact
Southampton
The price is ￥15,516
￥15,516 total
includes taxes & fees
Apr 26 - Apr 27
Sunday Winchester Wessex Cathedral Hotel | Compact
1 bedroom, iron/ironing board, WiFi, bed sheets

Garden room, central Winchester

Garden room, central Winchester
Winchester
The price is ￥19,227
￥22,645 total
includes taxes & fees
Apr 19 - Apr 20
Garden room, central Winchester
Dining

Squirrel's Leap

Squirrel's Leap
3.0 star property
Winchester
The price is ￥87,524
￥105,029 total
includes taxes & fees
Apr 17 - Apr 18
Squirrel's Leap
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 ￥25,087
￥44,385 total
includes taxes & fees
Apr 19 - Apr 20
Winchester City Centre Flat/Sleeps 6/Free Parking
Interior

Birdsong Mansion sleeps 12 Twyford Winchester

Birdsong Mansion sleeps 12 Twyford Winchester
Winchester
The price is ￥212,989
￥215,980 total
includes taxes & fees
Apr 23 - Apr 24
Birdsong Mansion sleeps 12 Twyford 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 ￥28,840
￥38,240 total
includes taxes & fees
Apr 19 - Apr 20
Cosy A-Frame cabin nestled in the chalk steams of Hampshire
4 bedrooms, iron/ironing board, free WiFi

Piping House 4bedroom

Piping House 4bedroom
Colden Common
The price is ￥57,039
￥61,098 total
includes taxes & fees
Apr 24 - Apr 25
Piping House 4bedroom
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.
Escape to Boscobel: Enjoy a Cosy 1 Bed Apartment with Free Parking
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
The price is ￥31,305
￥58,107 total
includes taxes & fees
Apr 16 - Apr 17
2-BR Cosy Retreat, w/ Garden, central 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 ￥167,699
￥170,690 total
includes taxes & fees
Apr 23 - Apr 24
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 ￥17,695
￥17,695 total
includes taxes & fees
Apr 26 - Apr 27
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 ￥20,004
￥20,004 total
includes taxes & fees
Apr 19 - Apr 20
Sunday Winchester Wessex Cathedral Hotel | Twin
Property grounds

Rivergem - Riverside Coach House

Rivergem - Riverside Coach House
2.0 star property
Winchester
The price is ￥153,984
￥184,781 total
includes taxes & fees
Apr 24 - Apr 25
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 ￥13,619
￥16,343 total
includes taxes & fees
Apr 22 - Apr 23
Hollington Park Glamping
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 ￥36,317
￥41,444 total
includes taxes & fees
Apr 17 - Apr 18
Beautiful 4 Berth Boat on the Isle of Wight for the Ultimate Relaxation
Deluxe Studio

Settle Southampton

Settle Southampton
Freemantle
10.0 out of 10, Exceptional, (1 review)
"I had trouble getting in so I messaged and received a response very quickly Good location Clean room"
United Kingdom
elysha
The price is ￥8,722
￥20,080 total
includes taxes & fees
Apr 26 - Apr 27
Settle Southampton
1 bedroom, WiFi, bed sheets

Cosy En-suite Room in the City Centre Room 14

Cosy En-suite Room in the City Centre Room 14
Freemantle
The price is ￥6,623
￥11,366 total
includes taxes & fees
Apr 19 - Apr 20
Cosy En-suite Room in the City Centre Room 14
Interior entrance

room2 Southampton Hometel

room2 Southampton Hometel
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,207 reviews)
"Great location and vibe"
United Kingdom
Paul
The price is ￥14,428
￥17,314 total
includes taxes & fees
Apr 12 - Apr 13
room2 Southampton Hometel
Bell Tent

Stone Circle Glamping

Stone Circle Glamping
2.0 star property
Durrington
7.0 out of 10, Good, (2 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 ￥13,669
￥16,403 total
includes taxes & fees
May 4 - May 5
Stone Circle Glamping
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 Royal Southampton Grand Harbour

Leonardo Royal Southampton Grand Harbour

10/10 Excellent
"Great breakfast. "
Richard 1-night trip
Posted less than an hour ago
Leonardo Royal Southampton Grand Harbour

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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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 43 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.