Winchester Vacation Rentals

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Check prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for Winchester vacation rentals

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 ￥28,456
￥38,574 total
includes taxes & fees
Apr 6 - Apr 7
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 ￥56,280
￥60,285 total
includes taxes & fees
Apr 5 - Apr 6
Piping House 4bedroom
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 ￥32,071
￥58,445 total
includes taxes & fees
Apr 16 - Apr 17
2-BR Cosy Retreat, w/ Garden, 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 ￥23,465
￥42,436 total
includes taxes & fees
Apr 6 - Apr 7
Winchester City Centre Flat/Sleeps 6/Free Parking
1 bedroom, iron/ironing board, WiFi, bed sheets

Garden room, central Winchester

Garden room, central Winchester
Winchester
The price is ￥18,971
￥22,344 total
includes taxes & fees
Apr 13 - Apr 14
Garden room, central Winchester
Dining

Squirrel's Leap

Squirrel's Leap
3.0 star property
Winchester
The price is ￥86,359
￥103,631 total
includes taxes & fees
Apr 11 - Apr 12
Squirrel's Leap
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 ￥24,451
￥31,828 total
includes taxes & fees
Apr 6 - Apr 7
Escape to Boscobel: Enjoy a Cosy 1 Bed Apartment with Free Parking
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 ￥17,074
￥20,447 total
includes taxes & fees
Apr 13 - Apr 14
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 ￥165,467
￥168,418 total
includes taxes & fees
Apr 5 - Apr 6
Birdsong House
Interior

Birdsong Mansion sleeps 12 Twyford Winchester

Birdsong Mansion sleeps 12 Twyford Winchester
Winchester
The price is ￥210,153
￥213,104 total
includes taxes & fees
Apr 5 - Apr 6
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 ￥19,245
￥19,245 total
includes taxes & fees
Apr 19 - Apr 20
Sunday Winchester Wessex Cathedral Hotel | Classic
Property grounds

Rivergem - Riverside Coach House

Rivergem - Riverside Coach House
2.0 star property
Winchester
The price is ￥151,934
￥182,321 total
includes taxes & fees
Apr 8 - Apr 9
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 ￥35,834
￥40,893 total
includes taxes & fees
Apr 6 - Apr 7
Beautiful 4 Berth Boat on the Isle of Wight for the Ultimate Relaxation
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 ￥12,632
￥15,158 total
includes taxes & fees
Apr 27 - Apr 28
Hollington Park Glamping
Terrace/patio

Romantic Swiss Cabin Hideaway & Hot Tub Spa Pool

Romantic Swiss Cabin Hideaway & Hot Tub Spa Pool
Chandler's Ford
The price is ￥13,482
￥20,023 total
includes taxes & fees
Apr 15 - Apr 16
Romantic Swiss Cabin Hideaway & Hot Tub Spa Pool
Free WiFi

Pebbles Guest House - Flat 7

Pebbles Guest House - Flat 7
2.0 star property
Freemantle
The price is ￥10,539
￥12,647 total
includes taxes & fees
Apr 5 - Apr 6
Pebbles Guest House - Flat 7
Apartment, Garden View | Free WiFi

The Riley Stable- Cozy Getaway

The Riley Stable- Cozy Getaway
2.5 star property
Waterlooville
The price is ￥18,370
￥28,368 total
includes taxes & fees
Apr 6 - Apr 7
The Riley Stable- Cozy Getaway
TV

York Street

York Street
Cowes
10.0 out of 10, Exceptional, (8 reviews)
"It was absolutely perfect ! The house was so well looked after ."
United States
Anonymous traveler
The price is ￥182,119
￥211,924 total
includes taxes & fees
Apr 7 - Apr 8
York Street
Outdoor dining

Beautiful New Forest Hideaway

Beautiful New Forest Hideaway
West Wellow
The price is ￥20,255
￥30,805 total
includes taxes & fees
Apr 12 - Apr 13
Beautiful New Forest Hideaway
Deluxe Studio | Iron/ironing board, free WiFi

Studio 24

Studio 24
2.0 star property
Southsea
The price is ￥19,825
￥19,825 total
includes taxes & fees
Apr 7 - Apr 8
Studio 24
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

Hotel du Vin & Bistro Winchester

Hotel du Vin & Bistro Winchester

8/10 Good
"Breakfast and meals were excellent. Service on point. The garden suites are quiet and tucked away from the main hotel, very spacious and well appointed. Wardrobe carpentry and TV could do with an upgrade. Otherwise a nice getaway from London "
Sheila 1-night trip
Posted 5 hours ago
Hotel du Vin & Bistro Winchester

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 42 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.