Winchester Vacation Rentals

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Check prices for these dates

Tonight
Jan 8 - Jan 9
Tomorrow
Jan 9 - Jan 10
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Winchester vacation rentals

Interior
Aethelred Annexe - New Build with Full Amenities

Aethelred Annexe - New Build with Full Amenities

Aethelred Annexe - New Build with Full Amenities
2.0 star property
Winchester
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 ￥15,185
￥18,559 total
includes taxes & fees
Jan 9 - Jan 10
Aethelred Annexe - New Build with Full Amenities
Dining
Squirrel's Leap

Squirrel's Leap

Squirrel's Leap
3.0 star property
Winchester
The price is ￥86,406
￥103,687 total
includes taxes & fees
Jan 16 - Jan 17
Squirrel's Leap
Terrace/patio
Cosy A-Frame cabin nestled in the chalk steams of Hampshire

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)
"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 ￥34,166
￥45,133 total
includes taxes & fees
Jan 19 - Jan 20
Cosy A-Frame cabin nestled in the chalk steams of Hampshire
Interior
Sunday Winchester Wessex Cathedral Hotel | Compact

Sunday Winchester Wessex Cathedral Hotel | Compact

Sunday Winchester Wessex Cathedral Hotel | Compact
Southampton
The price is ￥14,067
￥14,067 total
includes taxes & fees
Jan 18 - Jan 19
Sunday Winchester Wessex Cathedral Hotel | Compact
Interior
Birdsong House

Birdsong House

Birdsong House
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 ￥165,558
￥168,511 total
includes taxes & fees
Jan 11 - Jan 12
Birdsong House
Interior
Birdsong Mansion sleeps 12 Twyford Winchester

Birdsong Mansion sleeps 12 Twyford Winchester

Birdsong Mansion sleeps 12 Twyford Winchester
Winchester
The price is ￥210,269
￥213,222 total
includes taxes & fees
Jan 9 - Jan 10
Birdsong Mansion sleeps 12 Twyford Winchester
1 bedroom, iron/ironing board, WiFi, bed sheets
Garden room, central Winchester

Garden room, central Winchester

Garden room, central Winchester
Winchester
The price is ￥18,981
￥22,355 total
includes taxes & fees
Jan 9 - Jan 10
Garden room, central Winchester
4 bedrooms, iron/ironing board, free WiFi
Piping House 4bedroom

Piping House 4bedroom

Piping House 4bedroom
Colden Common
The price is ￥56,311
￥60,318 total
includes taxes & fees
Jan 10 - Jan 11
Piping House 4bedroom
Dining
Piping Green 4Bedroom House

Piping Green 4Bedroom House

Piping Green 4Bedroom House
Colden Common
The price is ￥60,107
￥64,114 total
includes taxes & fees
Jan 10 - Jan 11
Piping Green 4Bedroom House
Interior
Sunday Winchester Wessex Cathedral Hotel | Twin

Sunday Winchester Wessex Cathedral Hotel | Twin

Sunday Winchester Wessex Cathedral Hotel | Twin
Winchester
The price is ￥18,764
￥18,764 total
includes taxes & fees
Jan 21 - Jan 22
Sunday Winchester Wessex Cathedral Hotel | Twin
Interior
Sunday Winchester Wessex Cathedral Hotel | Classic

Sunday Winchester Wessex Cathedral Hotel | Classic

Sunday Winchester Wessex Cathedral Hotel | Classic
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 ￥16,228
￥16,228 total
includes taxes & fees
Jan 29 - Jan 30
Sunday Winchester Wessex Cathedral Hotel | Classic
Property grounds
Rivergem - Riverside Coach House

Rivergem - Riverside Coach House

Rivergem - Riverside Coach House
2.0 star property
Winchester
The price is ￥152,018
￥182,422 total
includes taxes & fees
Jan 17 - Jan 18
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

Beautiful 4 Berth Boat on the Isle of Wight for the Ultimate Relaxation
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 ￥35,853
￥39,860 total
includes taxes & fees
Jan 9 - Jan 10
Beautiful 4 Berth Boat on the Isle of Wight for the Ultimate Relaxation
Luxury Suite, Ensuite | 1 bedroom
Stonehenge Cottages

Stonehenge Cottages

Stonehenge Cottages
5.0 star property
Salisbury
9.8 out of 10, Exceptional, (106)
"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 ￥33,217
￥39,860 total
includes taxes & fees
Jan 11 - Jan 12
Stonehenge Cottages
Interior entrance
room2 Southampton Hometel

room2 Southampton Hometel

room2 Southampton Hometel
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1185)
"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 11 - Jan 12
room2 Southampton Hometel
Cottage | Balcony
Groomes Country House

Groomes Country House

Groomes Country House
3.5 star property
Bordon
The price is ￥546,404
￥655,685 total
includes taxes & fees
Jan 13 - Jan 14
Groomes Country House
Superior Studio, Partial Sea View | Soundproofing, iron/ironing board, free WiFi
ANG Apartments

ANG Apartments

ANG Apartments
2.0 star property
Southsea
The price is ￥9,183
￥11,020 total
includes taxes & fees
Jan 18 - Jan 19
ANG Apartments
Classic Apartment, 1 Double Bed with Sofa bed | Private kitchen | Electric kettle, toaster, dining tables
Spring Garden Apartments

Spring Garden Apartments

Spring Garden Apartments
3.5 star property
Gosport
8.8 out of 10, Excellent, (3)
"We loved our stay here! The staff was absolutely wonderful and we thoroughly enjoyed our morning chats over breakfast. The building is very old but has really interesting history. It was clean and well equipped. We would stay here again!"
United States
Katherine
The price is ￥14,763
￥14,763 total
includes taxes & fees
Jan 24 - Jan 25
Spring Garden Apartments
Traditional Room, Ensuite, Courtyard View (Shepherds Hut Double)
Stone Circle Glamping

Stone Circle Glamping

Stone Circle Glamping
2.0 star property
Durrington
The price is ￥11,072
￥13,286 total
includes taxes & fees
Jan 9 - Jan 10
Stone Circle Glamping
Exterior
Bell Cottage

Bell Cottage

Bell Cottage
Cowes
10.0 out of 10, Exceptional, (8)
"Anonymous: Accommodation lovely. Owners seem to have thought of everything to make our stay very pleasant. Nicely situated to explore the Island. Enjoyed our stay."
United States
Anonymous traveler
The price is ￥678,935
￥756,319 total
includes taxes & fees
Jan 9 - Jan 10
Bell Cottage
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

Royal Maritime Hotel

Royal Maritime Hotel

10/10 Excellent
"Lovely little hotel, great atmosphere and location "
Chris 1-night trip
Posted 3 days ago
Royal Maritime Hotel

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 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. 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.