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Self catering accommodation in Winchester and Cottages - Holiday Lettings - Holiday Rentals Winchester

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335 Holiday homes

Winchester holiday barn rental

Winchester barn

1 bedroom / 1 bathroom / sleeps 2

6

from £144 / night

£1,002 / week

Holiday guest house in Winchester

Winchester guest house

1 bedroom / 1 bathroom / sleeps 2

15

Responds fast! avg. 2 hours 3 minutes

from £98 / night

£619 - £745 / week

Holiday apartment in Winchester

Winchester apartment

1 bedroom / 1 bathroom / sleeps 2

12

Responds fast! avg. 53 minutes

from £98 / night

£613 / week

Holiday home in Winchester

Winchester house

2 bedrooms / 1 bathroom / sleeps 4

15

from £117 / night

£818 / week

Holiday lodge with golf nearby in Winchester

Winchester lodge

2 bedrooms / 2 bathrooms / sleeps 4

4

from £141 / night

£842 - £1,575 / week

Winchester holiday apartment let

Winchester apartment

3 bedrooms / 2 bathrooms / sleeps 5

9

from £178 / night

£1,123 / week

Holiday apartment with golf nearby in Winchester

Winchester apartment

1 bedroom / 1 bathroom / sleeps 4

“Great place to stay in Wichester” The apartment was exactly as described and worked well for our party of 3 adults. Everything was in good order & the main bedroom very spacious with doors onto the small courtyard. An added bonus was the private parking which is very hard to find in this city! Location was fantastic - only a 5 minute walk to town center and even less to the park at bottom of road. Caroline was a perfect host and met us upon arrival and was always available to contact with any enquiries. All in all very enjoyable.

19

from £126 / night

£716 - £876 / week

Winchester holiday home rental

Winchester house

5 bedrooms / 4 bathrooms / sleeps 10

from £916 / night

£2,748 / week

Holiday apartment in Winchester

Winchester apartment

2 bedrooms / 1 bathroom / sleeps 5

“Super little apartment” The whole experience was great with prompt and friendly response from the owner. The apartment is fully detached above the car parking area with a small balcony to the living room. The kitchen is very well equipped with dish washer and washing machine. There was a good size flat screen TV in the lounge with comfortable seating. There is a double bed room and the second bedroom sleeps 3 in a bunk. Everything was exactly as in the photographs on the booking site. It is located in a quiet cul-de-sac about 1 mile from the centre of Winchester. Although close to the railway line, the double glazing makes the trains hardly noticeable. I would definitely book this again if I was visiting Winchester.

31

from £110 / night

£760 - £850 / week

Holiday cottage rental

Pitt cottage

3 bedrooms / 2 bathrooms / sleeps 5

22

Responds fast! avg. 2 hours 3 minutes

from £103 / night

£573 - £911 / week

Home rental in Winchester

Winchester house

2 bedrooms / 2 bathrooms / sleeps 6

10

from £201 / night

£1,317 - £1,718 / week

Holiday lodge with golf nearby in Winchester

Winchester lodge

3 bedrooms / 2 bathrooms / sleeps 6

7

from £164 / night

£978 - £1,676 / week

Holiday cottage in Winchester

Winchester cottage

2 bedrooms / 1 bathroom / sleeps 4

11

from £172 / night

£1,025 / week

Winchester holiday cottage accommodation

Winchester cottage

1 bedroom / 1 bathroom / sleeps 2

11

Responds fast! avg. 2 hours 51 minutes

from £103 / night

£722 / week

Holiday townhouse in Winchester

Winchester townhouse

3 bedrooms / 3 bathrooms / sleeps 6

from £194 / night

£1,354 - £1,410 / week

Winchester holiday b&b rental

Winchester b&b

1 bedroom / 1 bathroom / sleeps 2

13

Responds fast! avg. 2 hours 16 minutes

from £86 / night

£602 / week

Holiday home rental

Winchester house

3 bedrooms / 3 bathrooms / sleeps 6

10

from £218 / night

£1,523 / week

Holiday apartment in Winchester

Winchester apartment

1 bedroom / 1 bathroom / sleeps 3

from £219 / night

£1,529 / week

Holiday log cabin rental

Winchester log cabin

3 bedrooms / 2 bathrooms / sleeps 6

11

from £141 / night

£842 - £1,575 / week

Holiday home in Winchester

Winchester house

2 bedrooms / 1 bathroom / sleeps 7

1

from £213 / night

£1,488 - £1,656 / week

Holiday log cabin rental

Winchester log cabin

2 bedrooms / 2 bathrooms / sleeps 4

8

from £172 / night

£756 - £1,397 / week

Holiday apartment in Winchester

Winchester apartment

2 bedrooms / 1 bathroom / sleeps 4

from £141 / night

£986 / week

Holiday cottage in Winchester

Winchester cottage

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 minutes

from £180 / night

£789 - £1,311 / week

Winchester holiday apartment rental

Winchester apartment

2 bedrooms / 1 bathroom / sleeps 4

from £138 / night

£916 / week

Apartment rental in Winchester

Winchester apartment

1 bedroom / 1 bathroom / sleeps 2

1

from £144 / night

£802 / week

Holiday apartment in Winchester

Winchester apartment

2 bedrooms / 1 bathroom / sleeps 4

from £207 / night

£1,260 / week

Winchester holiday home let

Winchester house

2 bedrooms / 2 bathrooms / sleeps 4

from £161 / night

£1,123 / week

Holiday home rental

Winchester house

2 bedrooms / 2 bathrooms / sleeps 4

2

Responds fast! avg. 1 hour 9 minutes

from £138 / night

£866 / week

Holiday log cabin with golf nearby in Winchester

Winchester log cabin

3 bedrooms / 2 bathrooms / sleeps 6

1

from £110 / night

£768 / week

Holiday log cabin with golf nearby in Winchester

Winchester log cabin

2 bedrooms / 2 bathrooms / sleeps 4

from £99 / night

£687 / week

Holiday home in Winchester

Winchester house

3 bedrooms / 3 bathrooms / sleeps 6

4

Responds fast! avg. 2 hours 54 minutes

from £218 / night

£1,523 / week

Holiday cottage rental

Winchester cottage

1 bedroom / 1 bathroom / sleeps 3

“Luxurious home away from home” My boyfriend and I stayed here last weekend and had the most wonderful time. We felt very spoiled, especially with the complimentary wine, champagne and chocolates. The steam room and garden area really differentiates it from any where else we've ever been. We would strongly recommend and look forward to going back again soon.

40

Responds fast! avg. 33 minutes

from £166 / night

£1,088 - £1,569 / week

Holiday b&b in Winchester

Winchester b&b

1 bedroom / 1 bathroom / sleeps 2

13

from £92 / night

£573 / week

Holiday home in Winchester

Winchester house

3 bedrooms / 1 bathroom / sleeps 5

from £172 / night

£1,144 / week

Holiday apartment in Winchester

Winchester apartment

1 bedroom / 1 bathroom / sleeps 2

2

from £103 / night

£573 / week

Holiday cottage in Winchester

Winchester cottage

3 bedrooms / 1 bathroom / sleeps 5

from £86 / night

£567 - £968 / week

Holiday apartment in Winchester

Winchester apartment

1 bedroom / 1 bathroom / sleeps 3

from £81 / night

£555 - £920 / week

Holiday home in Winchester

Winchester house

3 bedrooms / 1 bathroom / sleeps 5

from £287 / night

£2,004 / week

Winchester holiday cottage rental

Winchester cottage

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 2 minutes

from £201 / night

£1,260 - £2,061 / week

Holiday cottage rental

Winchester cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 minutes

from £137 / night

£812 - £1,327 / week

Viewing 40 of 335
rentals in Winchester

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Winchester holidays

Based in the county of Hampshire, England, Winchester is a city steeped in history. With cultural landmarks, family attractions and more, book your holiday rental in Winchester today and enjoy an action-packed trip to this beautiful city.

About Winchester

Winchester has been the setting for many novels, including The Whole Day Through by Patrick Gale and One Day by David Nicholls.

What to Do

Winchester Science Centre and Planetarium has over 100 exhibitions where you can discover more about the universe. You can also find out more about the human body as well as live shows and workshops.

Top Winchester Travel Tips

Take a visit to the stunning city of Winchester and marvel at the exquisite range of attractions on offer. Book your holiday rental in Winchester today to enjoy one of the best historic and cultural cities within the UK.

Top Destination reviews

Idyllic Hampshire Hideaway - The Orchard Studio, Sparsholt
A delightful stay.

What an amazing place, everything you could wish for. Beautiful garden, wonderful breakfast and perfect for our two dogs. Lovely walks on the doorstep. Local pub had great food and dog friendly. Victoria, the owner, was lovely and very welcoming. Would highly recommend Orchard Studio. It is a very special place. One review I read before I booked said it was uber cute and that is exactly what it was. Have to say it was just perfect. Many thanks.see more
Luxury 2 Bedroom Scandinavian Lodge with HOT TUB
Lovely mini-break

From the moment we walked in the lodge, we were pleased. Fresh flowers on the table,the fire place, the wood beams, it was spacious, well-equipped and clean and tidy. The beds were comfy,shower was good and hot tub was lovely. The Breakfast box was lovely. We booked late so missed out on being able to have afternoon tea (as it's ordered from a bakery, so if you are interested in that please book earlier). The Bluetooth speaker, putting equipment were nice additions to adding something extra. My only slight critism and suggestion; 1) the hairdryer provided in the master room was not particularly that great (I do have long hair and struggled) but lucikly there was a second one provided for the other bedroom which was better. 2) I think providing kitchen roll would also have been handy, as it's not something we thought to buy and is useful in cleaning and tidying up. Going back to the good stuff; We appreciated the information pack which provided lots of handy information for our stay and the team came around to visit once we checked in and again before we left to check everything was okay. Overall, very recommended and we are already talking about when we are going back. Thank you :-)see more
The Granary Annex at Worthy Barn
Cosy hideaway

Had a lovely stay at the Granary, compact but with everything you need as a base to explore Hampshire. There are some toys for little ones and the beds were very comfortable! Would definitely recommend. … see more
The Down House Cottage
A blissful country retreat.

Our accommodation was charming .Everything we could wish for for our comfort was on hand. Our host Sue was generous and welcoming.The Downhouse offers a retreat in a beautiful rural setting and quiet garden after the hustle of Winchester which is steeped in history and charm..Shawford is a tiny, quaint village, just a short bus trip from Winchester.see more
1 Abbotts Court Mews
Perfect stay

We had a fantastic 2 night last minute stay in this lovely comfortable and convenient apartment. The owners could not have been more hospitable and we will definitely be booking again. … see more
The Old Tractor Barn, Crabwood Cottages
Perfect cottage in a rural location

Really lovely quiet spot down a little lane - it had everything we needed, was warm and cozy and great internet ! Spotless throughout :) … see more

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