COVID-19 Update

The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

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

Updating

age 0-16
259 Results

Relevance

Price low to high

Price high to low

Reviews

259 Holiday homes

Holiday guest house in Winchester

Winchester guest house

1 bedroom / 1 bathroom / sleeps 2

15

Responds fast! avg. 3 hours 2 minutes

from £98 / night

£619 - £699 / 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

5

from £141 / night

£842 - £1,832 / week

Winchester holiday apartment let

Winchester apartment

3 bedrooms / 2 bathrooms / sleeps 5

9

Responds fast! avg. 1 hour 18 minutes

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

Responds fast! avg. 3 hours 42 minutes

from £109 / night

£682 - £842 / 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 £105 / night

£760 - £850 / week

Holiday cottage rental

Pitt cottage

3 bedrooms / 2 bathrooms / sleeps 5

23

Responds fast! avg. 3 hours 2 minutes

from £103 / night

£630 - £994 / week

Home rental in Winchester

Winchester house

2 bedrooms / 2 bathrooms / sleeps 6

10

Responds fast! avg. 3 hours 18 minutes

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

£979 - £1,918 / week

Holiday cottage in Winchester

Winchester cottage

2 bedrooms / 1 bathroom / sleeps 4

11

Responds fast! avg. 3 hours 18 minutes

from £172 / night

£1,025 / week

Winchester holiday cottage accommodation

Winchester cottage

1 bedroom / 1 bathroom / sleeps 2

12

Responds fast! avg. 3 hours 38 minutes

from £103 / night

£722 / week

Winchester holiday b&b rental

Winchester b&b

1 bedroom / 1 bathroom / sleeps 2

13

Responds fast! avg. 1 hour 28 minutes

from £86 / night

£602 / week

Holiday home rental

Winchester house

3 bedrooms / 3 bathrooms / sleeps 6

11

Responds fast! avg. 45 minutes

from £218 / night

£1,523 / week

Holiday log cabin rental

Winchester log cabin

3 bedrooms / 2 bathrooms / sleeps 6

11

from £141 / night

£842 - £2,206 / week

Holiday home in Winchester

Winchester house

2 bedrooms / 1 bathroom / sleeps 7

1

Responds fast! avg. 1 hour 37 minutes

from £213 / night

£1,488 - £1,656 / week

Holiday log cabin rental

Winchester log cabin

2 bedrooms / 2 bathrooms / sleeps 4

8

from £178 / night

£756 - £1,687 / week

Holiday apartment in Winchester

Winchester apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 37 minutes

from £141 / night

£986 / week

Apartment rental in Winchester

Winchester apartment

1 bedroom / 1 bathroom / sleeps 2

1

from £144 / night

£802 / week

Holiday home rental

Winchester house

2 bedrooms / 2 bathrooms / sleeps 4

2

Responds fast! avg. 1 hour 52 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. 1 hour 36 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.

41

Responds fast! avg. 28 minutes

from £166 / night

£1,088 - £1,569 / week

Holiday b&b in Winchester

Winchester b&b

1 bedroom / 1 bathroom / sleeps 2

13

Responds fast! avg. 57 minutes

from £92 / night

£573 / week

Holiday home in Winchester

Winchester house

3 bedrooms / 1 bathroom / sleeps 5

from £172 / night

£1,144 / week

Holiday cottage in Winchester

Winchester cottage

3 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 2 hours 8 minutes

from £121 / night

£796 - £1,140 / week

Holiday apartment rental

Winchester apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 37 minutes

from £181 / night

£887 / week

Holiday apartment in Winchester

Winchester apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 47 minutes

from £81 / night

£555 - £920 / week

Holiday home in Winchester

Winchester house

3 bedrooms / 1 bathroom / sleeps 5

1

Responds fast! avg. 1 hour 37 minutes

from £287 / night

£2,004 / week

Apartment rental in Winchester

Winchester apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 33 minutes

from £161 / night

£916 / week

Great rentals within 20 miles that match your search

Apartment rental in Basingstoke

Basingstoke apartment

2 bedrooms / 2 bathrooms / sleeps 4

from £138 / night

£916 / week

Apartment rental in Basingstoke

Basingstoke apartment

2 bedrooms / 2 bathrooms / sleeps 4

from £155 / night

£1,054 / week

Holiday cottage in Worcester

Worcester cottage

3 bedrooms / 2 bathrooms / sleeps 4

from £90 / night

£627 / week

Holiday b&b rental

Salisbury b&b

1 bedroom / 1 bathroom / sleeps 2

2

from £113 / night

£786 / week

Apartment rental in Basingstoke

Basingstoke apartment

2 bedrooms / 2 bathrooms / sleeps 4

from £149 / night

£1,031 / week

Basingstoke holiday apartment rental

Basingstoke apartment

1 bedroom / 2 bathrooms / sleeps 2

from £115 / night

£790 / week

Apartment rental in Basingstoke

Basingstoke apartment

2 bedrooms / 2 bathrooms / sleeps 4

from £149 / night

£1,031 / week

Holiday studio in Kings Worthy

Kings Worthy studio

Studio / 1 bathroom / sleeps 2

from £69 / night

£481 / week

Apartment rental in Old Blendworth

Old Blendworth apartment

1 bedroom / 1 bathroom / sleeps 2

4

Pricing unknown

Basingstoke holiday apartment rental

Basingstoke apartment

1 bedroom / 1 bathroom / sleeps 2

from £103 / night

£650 / week

Viewing 40 of 259
rentals in Winchester

×

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

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
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
Hang Your Hat - stylish hideaway in Winchester
Gorgeous little place

We were let down at the last minute by another cottage letting company but Mike answered our request straight away. Hang Your Hat is such a lovely little house with everything you would need. We are very happy things worked out the way they did as we could have not found anywhere better that Hang Your Hat. It was close to all the places on interest, bars and restaurants of Winchester. We would definitely go back and would certainly recommend to others.see more
The Down House Cottage
Hampshire break

Brilliant stay in the Annexe. Everything was as described and the bed we wanted to take home with us as it was so comfortable. … see more
The Old Tractor Barn, Crabwood Cottages
Lovely cottage, ideal for a family

We had a great 4 night stay at the cottage. It was perfect for a family of 4, or could comfortably house 5. 2 good sized double bedrooms and one single. Plenty of storage and lots of home comforts supplied. Lovely garden and surrounded by open spaces and countryside. We visited Peppa pig world, Bournemouth and Winchester from here.see more

Also consider