Winchester Vacation Rentals

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Check prices for these dates

Tonight
Nov 29 - Nov 30
Tomorrow
Nov 30 - Dec 1
Next weekend
Dec 5 - Dec 7
In two weeks
Dec 12 - Dec 14

Vacation Rentals in Winchester

Interior
Aethelred Annexe - New Build with Full Amenities

Apartment in Winchester

2.0 star property
10.0 out of 10, Exceptional, (1)
"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 ￥17,218
￥20,529 total
includes taxes & fees
Dec 3 - Dec 4
Aethelred Annexe - New Build with Full Amenities
Dining
Squirrel's Leap

Cottage in Winchester

3.0 star property
The price is ￥80,957
￥97,148 total
includes taxes & fees
Dec 29 - Dec 30
Squirrel's Leap
2 bedrooms, WiFi, bed sheets
Cosy A-Frame cabin nestled in the chalk steams of Hampshire

Cabin in Winchester

9.4 out of 10, Exceptional, (3)
"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 ￥33,526
￥44,081 total
includes taxes & fees
Dec 1 - Dec 2
Cosy A-Frame cabin nestled in the chalk steams of Hampshire
TV
Beautiful Hampshire at Mulberry Barn Annexe

Vacation Home in Micheldever

2.0 star property
The price is ￥21,523
￥31,664 total
includes taxes & fees
Dec 2 - Dec 3
Beautiful Hampshire at Mulberry Barn Annexe
Interior
Sunday Winchester Wessex Cathedral Hotel | Compact

Apartment in Southampton

The price is ￥13,793
￥13,793 total
includes taxes & fees
Dec 23 - Dec 24
Sunday Winchester Wessex Cathedral Hotel | Compact
Outdoor dining
Rapunzel on Tower Stunning Period House in Central Winchester

Vacation Home in Winchester

10.0 out of 10, Exceptional, (1)
"Perfect location and layout for a family!"
United States
Casye M.
The price is ￥28,352
￥54,221 total
includes taxes & fees
Dec 3 - Dec 4
Rapunzel on Tower Stunning Period House in Central Winchester
Interior
Birdsong House

Vacation Home in Winchester

10.0 out of 10, Exceptional, (1)
"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 ￥162,257
￥165,151 total
includes taxes & fees
Nov 30 - Dec 1
Birdsong House
1 bedroom, iron/ironing board, WiFi, bed sheets
Garden room, central Winchester

Apartment in Winchester

The price is ￥18,603
￥21,910 total
includes taxes & fees
Nov 30 - Dec 1
Garden room, central Winchester
Interior
Birdsong Mansion sleeps 12 Twyford Winchester

Vacation Home in Winchester

The price is ￥206,077
￥208,971 total
includes taxes & fees
Nov 30 - Dec 1
Birdsong Mansion sleeps 12 Twyford Winchester
Fridge, microwave, oven, stovetop
2-BR Cosy Retreat, w/ Garden, central Winchester

Vacation Home in Winchester

8.0 out of 10, Very Good, (2)
"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 ￥40,770
￥66,639 total
includes taxes & fees
Dec 21 - Dec 22
2-BR Cosy Retreat, w/ Garden, central Winchester
Smart TV
Piping House 4bedroom

Vacation Home in Colden Common

The price is ￥55,188
￥59,115 total
includes taxes & fees
Nov 30 - Dec 1
Piping House 4bedroom
Property grounds
Rivergem - Riverside Coach House

Cottage in Winchester

2.0 star property
The price is ￥95,080
￥114,096 total
includes taxes & fees
Dec 5 - Dec 6
Rivergem - Riverside Coach House
Private kitchen
Piping Green 4Bedroom House

Vacation Home in Colden Common

The price is ￥58,909
￥62,836 total
includes taxes & fees
Dec 13 - Dec 14
Piping Green 4Bedroom House
Interior
Sunday Winchester Wessex Cathedral Hotel | Twin

Apartment in Winchester

The price is ￥18,265
￥18,265 total
includes taxes & fees
Dec 23 - Dec 24
Sunday Winchester Wessex Cathedral Hotel | Twin
Interior
Sunday Winchester Wessex Cathedral Hotel | Classic

Apartment in Winchester

6.0 out of 10, (1)
"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 ￥16,017
￥16,017 total
includes taxes & fees
Dec 23 - Dec 24
Sunday Winchester Wessex Cathedral Hotel | Classic
Marina
Beautiful 4 Berth Boat on the Isle of Wight for the Ultimate Relaxation

Houseboat in Binfield

10.0 out of 10, Exceptional, (1)
"Best stay! Very new experience of staying in a boat. Amazing location for public services as well. "
United Kingdom
srini k.
The price is ￥35,138
￥40,099 total
includes taxes & fees
Dec 2 - Dec 3
Beautiful 4 Berth Boat on the Isle of Wight for the Ultimate Relaxation
Marina
40 foot luxury yacht on 5* Ocean Village Marina

Houseboat in Southampton City Centre

10.0 out of 10, Exceptional, (2)
"We decided to try something new instead of hotel so booked the yacht. Great experience. Marina and boat were lovely. Lots of restaurants and easy to walk around and explore. Steve and Miros went over and above to make sure our stay was great and even picked us up from cruise port and drove us to airport hotel the next day. Would highly recommend . "
Canada
Sheila
The price is ￥30,798
￥43,200 total
includes taxes & fees
Nov 30 - Dec 1
40 foot luxury yacht on 5* Ocean Village Marina
Marina
Y Knot - The New Way To Holiday

Houseboat in Lymington

9.4 out of 10, Exceptional, (3)
"Agent failed to mention that the toilet was not to be used for number "two s" ."
United Kingdom
manojkunar P.
The price is ￥56,842
￥65,523 total
includes taxes & fees
Dec 2 - Dec 3
Y Knot - The New Way To Holiday
Front of property
room2 Southampton Hometel

Aparthotel in Southampton City Centre

4.0 star property
9.4 out of 10, Exceptional, (1169)
"staff was very friendly and rooms we clean and comfortable "
Canada
Kathy
The price is ￥13,926
￥16,711 total
includes taxes & fees
Nov 30 - Dec 1
room2 Southampton Hometel
Luxury Suite, Ensuite | Private kitchen
Stonehenge Cottages

Cottage in Salisbury

5.0 star property
9.8 out of 10, Exceptional, (105)
"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 ￥32,555
￥39,066 total
includes taxes & fees
Nov 30 - Dec 1
Stonehenge Cottages
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

The Langstone Quays

The Langstone Quays

10/10 Excellent
"Very friendly staff. Good facilities, great breakfast. "
John 1-night trip
Posted 3 days ago
The Langstone Quays

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?

Purple Cloud Cottage: This vacation home rental outside of Winchester is located in the city center and has a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a full-sized fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Winchester?

Expedia has 39 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 Theatre Royal Winchester. Winchester Guildhall and Winchester Christmas Market are other places to visit while you're in town.

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.