Winchester Holiday Rentals

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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Holiday Rentals in Winchester

Cosy A-Frame cabin nestled in the chalk steams of Hampshire
2 bedrooms, WiFi, bed sheets

Cosy A-Frame cabin nestled in the chalk steams of Hampshire

10.0 out of 10, Exceptional, (2)
"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 ."
The price is AU$442
includes taxes & fees
8 Oct - 9 Oct
Cosy A-Frame cabin nestled in the chalk steams of Hampshire
room2 Southampton Hometel
Front of property

room2 Southampton Hometel

4.0 star property
9.4 out of 10, Exceptional, (1115)
"Great location. "
The price is AU$141
includes taxes & fees
26 Oct - 27 Oct
room2 Southampton Hometel
Pinnacle Suites
Deluxe Room, 1 Double Bed, Harbour View

Pinnacle Suites

3.0 star property
9.8 out of 10, Exceptional, (23)
"Very nice "
Pinnacle Suites
The Madison
Superior Studio

The Madison

3.0 star property
9.6 out of 10, Exceptional, (27)
"Clean, modern, quiet and great communication from company before and during my stay - very helpful. "
The Madison
Peartree Serviced Apartments
Studio, 1 Queen Bed | Private kitchen

Peartree Serviced Apartments

3.5 star property
9.6 out of 10, Exceptional, (289)
"The place was right around the corner of rail station, so easy to get to. Was quiet for being so near to railway. The free laundry set up was very convenient; even provided detergent. Would stay there again. Thank you."
The price is AU$215
includes taxes & fees
2 Nov - 3 Nov
Peartree Serviced Apartments
Gunwharf Quays Apartments
Front of property

Gunwharf Quays Apartments

3.5 star property
8.0 out of 10, Very good, (62)
"Excellent apartment. Great location, great size, clean and good facilities. Great stay, will definitely stay again"
Gunwharf Quays Apartments
The Walls
Lobby sitting area

The Walls

2.0 star property
5.8 out of 10, (9)
"It was ok for a quick stay. nothing fancy. "
The Walls
Southampton Serviced Apartment
Balcony view

Southampton Serviced Apartment

4.0 star property
8.4 out of 10, Very good, (174)
"Close to workplace. Nice heated apartment, has all the things you would need highly recommend. "
Southampton Serviced Apartment
Bayview Apartments
Shared kitchen

Bayview Apartments

2.0 star property
7.0 out of 10, Good, (2)
"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 "
The price is AU$327
includes taxes & fees
5 Oct - 6 Oct
Bayview Apartments
Superyacht on 5* Town Quay Marina, Southampton
Marina

Superyacht on 5* Town Quay Marina, Southampton

9.6 out of 10, Exceptional, (8)
"The yacht Ohana is a great place to stay with excellent facilities and in a fab location close to bars and restaurants.A very helpful owner made our weekend perfect! "
The price is AU$598
includes taxes & fees
6 Oct - 7 Oct
Superyacht on 5* Town Quay Marina, Southampton
Daisy Haven in Southampton
Fridge, microwave, oven, stovetop

Daisy Haven in Southampton

2.0 star property
The price is AU$372
includes taxes & fees
12 Oct - 13 Oct
Daisy Haven in Southampton
Charming 2-bed Apartment in Central Southampton
Apartment | Private kitchen

Charming 2-bed Apartment in Central Southampton

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great apartment, super friendly host!"
The price is AU$568
includes taxes & fees
9 Oct - 10 Oct
Charming 2-bed Apartment in Central Southampton
Beautiful 2 bedroom full-furnished semi-detached house with parking
Fridge, microwave, oven, dishwasher

Beautiful 2 bedroom full-furnished semi-detached house with parking

9.4 out of 10, Exceptional, (6)
"Great location, xxx"
The price is AU$318
includes taxes & fees
6 Oct - 7 Oct
Beautiful 2 bedroom full-furnished semi-detached house with parking
City Centre 2 Bedroom Flat- Sleeps 6
Microwave, oven, stovetop, dishwasher

City Centre 2 Bedroom Flat- Sleeps 6

6.0 out of 10, (3)
"Great location."
The price is AU$438
includes taxes & fees
1 Nov - 2 Nov
City Centre 2 Bedroom Flat- Sleeps 6
Central Versatile Studio
Studio | Living area

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...
The price is AU$224
includes taxes & fees
12 Oct - 13 Oct
Central Versatile Studio
Central 3BR Home with Hot Tub Sleeps 10
Family House, Garden View | Terrace/patio

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...
The price is AU$306
includes taxes & fees
5 Oct - 6 Oct
Central 3BR Home with Hot Tub Sleeps 10
Bailey Cottage
Fridge, dishwasher, electric kettle, cookware/dishes/utensils

Bailey Cottage

3.0 star property
The price is AU$2,980
includes taxes & fees
13 Oct - 14 Oct
Bailey Cottage
Stunning Compact Studio in Portsea
Studio | Private kitchen

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."
The price is AU$192
includes taxes & fees
16 Oct - 17 Oct
Stunning Compact Studio in Portsea
Charles Hope Salisbury Centre
Family Apartment | Living area

Charles Hope Salisbury Centre

3.5 star property
9.4 out of 10, Exceptional, (3)
"Contemporary, new feel and even new like smell! Overall experience here was fabulous indeed "
Charles Hope Salisbury Centre
City Centre Ensuite Rooms--Landmark-Close to Docks/Stadium
Fridge, microwave, oven, coffee/tea maker

City Centre Ensuite Rooms--Landmark-Close to Docks/Stadium

The price is AU$1,792
includes taxes & fees
15 Oct - 16 Oct
City Centre Ensuite Rooms--Landmark-Close to Docks/Stadium
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

Holiday Inn Express Southampton M27 Jct7 by IHG

Holiday Inn Express Southampton M27 Jct7 by IHG

10/10 Excellent
"Nothing of note"
Alan 1-night trip
Posted 3 days ago
Holiday Inn Express Southampton M27 Jct7 by IHG

Find out more about Winchester

Find out more about Winchester

Everything you need to know about Winchester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winchester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winchester holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winchester holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winchester. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winchester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winchester holiday rentals we have selected for you start as low as AU$141 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winchester rentals

At Expedia, we put the best Winchester holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winchester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winchester holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winchester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Can I find holiday rentals in Winchester?

Yes, there are holiday rentals in Winchester close to Winchester Science Centre and Planetarium, or you can select 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 holiday rentals that Winchester has to offer?

Purple Cloud Cottage: This holiday home rental outside Winchester is located in the city centre, and has a garden, a selection of games and a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Winchester?

Expedia has 33 holiday 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 the 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 such as Southampton Cruise Terminal and New Forest National Park.

What’s a holiday rental in Winchester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winchester. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a small group gathering.