Winchester Vacation Rentals

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Check prices for these dates

Tonight
Dec 14 - Dec 15
Tomorrow
Dec 15 - Dec 16
Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28

Our top choices for Winchester vacation rentals

Interior entrance
room2 Southampton Hometel

Aparthotel in Southampton City Centre

room2 Southampton Hometel
4.0 star property
9.4 out of 10, Exceptional, (1173)
"Welcoming staff, clean rooms, cosy reception area, nicely decorated rooms and amenities. Chic bar/cafe/food and work area. Was perfect for my trip, close to the docks and centre of Southampton for tours, shopping and history."
United States
Fiona
The price is ₩123,570
₩148,285 total
includes taxes & fees
Dec 31 - Jan 1, 2026
room2 Southampton Hometel
Front of property
Peartree Serviced Apartments

Aparthotel in Salisbury

Peartree Serviced Apartments
3.5 star property
9.6 out of 10, Exceptional, (301)
"Enjoyable stay, handy to Salisbury landmarks."
Australia
Heather
The price is ₩147,119
₩176,543 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Peartree Serviced Apartments
Marina
Daisy Haven in Southampton

Residence in Bassett Green

Daisy Haven in Southampton
2.0 star property
The price is ₩280,565
₩336,678 total
includes taxes & fees
Dec 21 - Dec 22
Daisy Haven in Southampton
Luxury Suite | Premium bedding, Select Comfort beds, desk, laptop workspace
Pinnacle Suites

Aparthotel in Cowes

Pinnacle Suites
3.0 star property
9.8 out of 10, Exceptional, (25)
"Great place to stay. Facilities are very nice and clean. Zoe is a very helpful and kind host. "
Denmark
Sebastian
The price is ₩256,856
₩308,227 total
includes taxes & fees
Dec 15 - Dec 16
Pinnacle Suites
Apartment | 2 bedrooms, iron/ironing board, free WiFi, bed sheets
2 Bed Flat - Sleeps 4 - Parking - Wifi

Apartment in The Polygon

2 Bed Flat - Sleeps 4 - Parking - Wifi
3.0 star property
10.0 out of 10, Exceptional, (1)
"Great apartment, super friendly host!"
United Kingdom
Amy
The price is ₩260,560
₩312,672 total
includes taxes & fees
Dec 28 - Dec 29
2 Bed Flat - Sleeps 4 - Parking - Wifi
Front of property
Gunwharf Quays Apartments

Apartment in Portsmouth

Gunwharf Quays Apartments
3.5 star property
8.2 out of 10, Very Good, (66)
"Spacious accommodations, and a good check in host. The place needs some maintenance, and an upgrade to more comfortable furnishings - but the location was stellar for visiting the historic sites"
Canada
DOUG
Gunwharf Quays Apartments
Miscellaneous
Bayview Apartments

Apartment in Southampton City Centre

Bayview Apartments
2.0 star property
8.0 out of 10, Very Good, (3)
"To be honest although the apartment was really nice we didn’t have hardly any knives and forks and spoons for 5 people, the fridge was filthy and the cooking equipment was old worn out and filthy. For nearly £300 for one night we expected better "
United Kingdom
Derek
The price is ₩461,016
₩553,227 total
includes taxes & fees
Dec 21 - Dec 22
Bayview Apartments
Balcony view
Southampton Serviced Apartment

Apartment in Bassett

Southampton Serviced Apartment
4.0 star property
8.4 out of 10, Very Good, (178)
"Ideal, close to Univeristy. "
United Kingdom
Sheena
The price is ₩245,330
₩294,396 total
includes taxes & fees
Dec 15 - Dec 16
Southampton Serviced Apartment
Studio | Living area
Central Versatile Studio

Apartment in Portsmouth

Central Versatile Studio
2.0 star property
6.0 out of 10, (1)
"property just down rd from the hard. Hard to find without prior knowledge. Entry was difficult becuase the entry system at first took a lot of doing. It is on a safe system that needs imput from the owners and a no to get the small safe to drop and reveal the key to apt. Not able to get TV or internet until landlady came on sun morning. Phone conversation was not good at all. Frequently breaking down when asking questions. No instructions at all in apt to get started. No hot water...
United Kingdom
Leslie
The price is ₩115,249
₩197,573 total
includes taxes & fees
Dec 15 - Dec 16
Central Versatile Studio
Dining
Bailey Cottage

Cottage in Southampton

Bailey Cottage
3.0 star property
The price is ₩2,403,912
₩2,884,686 total
includes taxes & fees
Dec 18 - Dec 19
Bailey Cottage
Apartment, 1 Bedroom, Patio, Garden View | Living area | 42-inch Smart TV with digital channels, Netflix, streaming services
Rudley Ranch

Cabin in Waterlooville

Rudley Ranch
2.5 star property
The price is ₩207,460
₩308,226 total
includes taxes & fees
Dec 19 - Dec 20
Rudley Ranch
Deluxe Apartment | Living area | Flat-screen TV
Charles Hope Salisbury Centre

Apartment in Salisbury

Charles Hope Salisbury Centre
3.5 star property
9.6 out of 10, Exceptional, (4)
"Great location and well appointed apartment"
Australia
Greg
Charles Hope Salisbury Centre
Exterior
19 Quayside Walk

Cottage in Southampton

19 Quayside Walk
3.5 star property
The price is ₩987,807
₩1,185,368 total
includes taxes & fees
Dec 20 - Dec 21
19 Quayside Walk
Cottage | Interior
Aquanaut

Cottage in Cowes

Aquanaut
3.5 star property
The price is ₩5,263,327
₩6,316,000 total
includes taxes & fees
Dec 18 - Dec 19
Aquanaut
Flat-screen TV
Mill Rythe Coastal Village

Camping in Hayling Island

Mill Rythe Coastal Village
2.0 star property
9.4 out of 10, Exceptional, (48)
"First time staying here and it was excellent, from checking in at reception to the property with every facility you could want and, more importantly, cleanliness throughout. "
United Kingdom
India
Mill Rythe Coastal Village
House | Private kitchen | Fridge, microwave, oven, stovetop
Family House in Eastleigh

Residence in Eastleigh

Family House in Eastleigh
2.0 star property
Family House in Eastleigh
Family House, Garden View | Terrace/patio
Central 3BR Home with Hot Tub Sleeps 10

Apartment in Portsmouth

Central 3BR Home with Hot Tub Sleeps 10
2.0 star property
4.0 out of 10, (1)
"Considering the price, we had high hopes for our stay at this house, but unfortunately, we were quite disappointed. Upon arrival, we found the property was not very clean. There was urine left in the upstairs toilet, the downstairs bathroom was dusty with hair around the toilet, and the bath mat had been folded up while still wet. We also noticed a live worm or parasite on the window sill, which was very off-putting. The towels provided, which were left in a pile in the middle room, had an...
United Kingdom
Sarah
The price is ₩181,123
₩296,379 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Central 3BR Home with Hot Tub Sleeps 10
Bungalow, 2 Bedrooms, Patio, City View | 2 bedrooms
Peaceful Retreat in Southampton's Countryside

Vacation Home in Southampton

Peaceful Retreat in Southampton's Countryside
2.0 star property
The price is ₩339,606
₩496,443 total
includes taxes & fees
Dec 22 - Dec 23
Peaceful Retreat in Southampton's Countryside
Studio | Private kitchen
Stunning Compact Studio in Portsea

Apartment in Portsmouth

Stunning Compact Studio in Portsea
2.0 star property
2.0 out of 10, (1)
"No ventilation, the apartment has no WINDOWS, accept for 2 roof lights which were too high to reach. The property was booked for 3 people, I rang and confirmed but regardless there was no linen or pillows for the 3rd person."
United Kingdom
Allan
Stunning Compact Studio in Portsea
Superior Studio | Premium bedding, individually decorated, individually furnished
The Madison

Aparthotel in Banister's Park

The Madison
3.0 star property
9.6 out of 10, Exceptional, (28)
"Clean, modern, quiet and great communication from company before and during my stay - very helpful. "
United Kingdom
Sabrina
The Madison
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

DoubleTree by Hilton Southampton

DoubleTree by Hilton Southampton

10/10 Excellent
"Great room, location and staff"
Robert William 2-night trip
Posted 2 days ago
DoubleTree by Hilton Southampton

Find out more about Winchester

Search for Vacation rentals in Winchester on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Winchester using one of the methods below:

  • View our selection of featured Vacation 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.

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.