Winchester Vacation Rentals

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Check prices for these dates

In two weeks
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12

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 ￥34,232
￥45,220 total
includes taxes & fees
Mar 17 - Mar 18
Cosy A-Frame cabin nestled in the chalk steams of Hampshire
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 ￥20,024
￥39,042 total
includes taxes & fees
Mar 22 - Mar 23
Winchester City Centre Flat/Sleeps 6/Free Parking
Interior

Sunday Winchester Wessex Cathedral Hotel | Compact

Sunday Winchester Wessex Cathedral Hotel | Compact
Southampton
The price is ￥14,800
￥14,800 total
includes taxes & fees
Mar 29 - Mar 30
Sunday Winchester Wessex Cathedral Hotel | Compact
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 ￥17,116
￥20,497 total
includes taxes & fees
Mar 22 - Mar 23
Aethelred Annexe - New Build with Full Amenities
1 bedroom, iron/ironing board, WiFi, bed sheets

Garden room, central Winchester

Garden room, central Winchester
Winchester
The price is ￥19,018
￥22,399 total
includes taxes & fees
Mar 17 - Mar 18
Garden room, central Winchester
Dining

Squirrel's Leap

Squirrel's Leap
3.0 star property
Winchester
The price is ￥85,725
￥102,871 total
includes taxes & fees
Mar 27 - Mar 28
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 ￥165,879
￥168,837 total
includes taxes & fees
Mar 17 - Mar 18
Birdsong House
4 bedrooms, iron/ironing board, free WiFi

Piping House 4bedroom

Piping House 4bedroom
Colden Common
The price is ￥56,420
￥60,435 total
includes taxes & fees
Mar 17 - Mar 18
Piping House 4bedroom
Dining

Piping Green 4Bedroom House

Piping Green 4Bedroom House
Colden Common
The price is ￥60,224
￥64,239 total
includes taxes & fees
Mar 17 - Mar 18
Piping Green 4Bedroom House
Interior

Birdsong Mansion sleeps 12 Twyford Winchester

Birdsong Mansion sleeps 12 Twyford Winchester
Winchester
The price is ￥210,677
￥213,635 total
includes taxes & fees
Mar 17 - Mar 18
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 ￥17,076
￥17,076 total
includes taxes & fees
Mar 29 - Mar 30
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 ￥19,352
￥19,352 total
includes taxes & fees
Mar 22 - Mar 23
Sunday Winchester Wessex Cathedral Hotel | Twin
Property grounds

Rivergem - Riverside Coach House

Rivergem - Riverside Coach House
2.0 star property
Winchester
The price is ￥150,819
￥180,984 total
includes taxes & fees
Mar 19 - Mar 20
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 ￥35,923
￥40,994 total
includes taxes & fees
Mar 17 - Mar 18
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 ￥13,471
￥16,165 total
includes taxes & fees
Apr 13 - Apr 14
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 ￥13,503
￥20,054 total
includes taxes & fees
Mar 23 - Mar 24
Romantic Swiss Cabin Hideaway & Hot Tub Spa Pool
Apartment, 1 Bedroom, Patio, Garden View | Living area | 42-inch Smart TV with digital channels, Netflix, streaming services

Rudley Ranch

Rudley Ranch
2.5 star property
Waterlooville
The price is ￥17,920
￥27,843 total
includes taxes & fees
Mar 17 - Mar 18
Rudley Ranch
Bell Tent

Stone Circle Glamping

Stone Circle Glamping
2.0 star property
Durrington
8.0 out of 10, Very Good, (1 review)
"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 ￥12,520
￥15,024 total
includes taxes & fees
Mar 17 - Mar 18
Stone Circle Glamping
Free WiFi

Pebbles Guest House - Flat 7

Pebbles Guest House - Flat 7
2.0 star property
Freemantle
The price is ￥10,566
￥12,679 total
includes taxes & fees
Mar 17 - Mar 18
Pebbles Guest House - Flat 7
Chalet, Garden View | Free WiFi

The Hugo Stable- Cozy get away

The Hugo Stable- Cozy get away
2.0 star property
Waterlooville
The price is ￥18,861
￥28,972 total
includes taxes & fees
Mar 18 - Mar 19
The Hugo Stable- Cozy get away
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
"Amazing services and staff,will definitely stay again, my children love the breakfast, lunch and dinner. "
Sophia 1-night trip
Posted 2 hours ago
Leonardo Hotel Southampton

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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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 Jane Austen's House and Great Hall. 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.