Holiday houses in Winchester

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Popular amenities for Winchester holiday rentals

Stay near Winchester's top sights

Winchester Cathedral199 locals recommend
St Catherine's Hill55 locals recommend
The Wykeham Arms48 locals recommend
Everyman Cinema - Winchester47 locals recommend
The Chesil Rectory44 locals recommend
Theatre Royal Winchester41 locals recommend

Other great holiday rentals in Winchester

Guest favourite
Religious building in East Stoke
4.9 out of 5 average rating, 115 reviews

Amazing converted church -Dorset’s Jurassic Coast

FionaRating, 5 stars5 months ago
We had the most wonderful time. The church was fantastic and it felt a privilege to stay in a historic building that was also comfortable, spacious and had all the amenities we needed. literally a home from home. The location is top notch with many brilliant places to visit. Comms with the property manager was good too. Thank you Gordon and Ellie
Guest favourite
Home in Berkshire
5 out of 5 average rating, 6 reviews

NEW Tornado Chase | Luxury 5 Bedroom Home

AndyRating, 5 stars1 month ago
Our engineers were happy and comfortable in the property. It was a lovely property and close to amenities for the lads, and a they reported that it was a home from home feel. The check in instructions were and clear and Koala were quick to respond to any queries we had. Overall excellent customer service and would definitely use again!
Top Guest favourite
Home in Hampshire
4.96 out of 5 average rating, 25 reviews

Detached Seaside Bungalow in Quiet Cul De Sac

LorettaRating, 5 stars6 months ago
James was good at communicating, and left clear instructions for everything. He also met us on arrival. The bungalow was as per the description and photos (please note that bed 3-twin room has drawer clothes storage but no hanging space). It's clean, light and airy. The bungalow was in a quiet location and yet close to amenities and a short walk to the beach. We had 3 cars between us and were easily able to fit them on the driveway. We would happily return!" I can't think of anything else that any potential guest would need to know above the information on Airbnb and reviews already left.
Guest favourite
Home in Abbotts Ann
4.94 out of 5 average rating, 35 reviews

Perfect village location

IsabelRating, 5 stars4 days ago
The house was very clean and tidy and felt homely and cosy. The village is beautiful and peaceful, just right if you are looking for a quiet and relaxing time. With a big kitchen and two bathrooms, this is a perfect space for a family to stay. Gilly is a very friendly and helpful host. We would definitely stay there again.
Guest favourite
Bungalow in Bransgore
4.95 out of 5 average rating, 82 reviews

Stunning 2 Bedroom, Dog Friendly With Lovely Views

KayRating, 5 stars4 days ago
We had a wonderful stay here, we felt very welcome and after a stressful journey Jo was so kind and got the bungalow ready for us as quickly as possible so we could check in early. It’s such a lovely space, very cozy and well equipped. The views are beautiful and the garden was perfect for the doggies. The beds and pillows are very comfortable, we all slept so well. We had a lovely breakfast basket, treats for the doggies and Jo left me a card for my birthday. It’s a great location to explore, we would highly recommended staying here.
Top Guest favourite
Cabin in Surrey
4.97 out of 5 average rating, 129 reviews

Little Cowdray Glamping - The Log Cabin

TonyRating, 5 stars4 days ago
lovely place to stay on a live working farm, all animals are amazing kids and our selves will miss them! hot tub was one of the best we have been in held the heat really well. views from the place are amazing host and family are lovely people too. definitely will be coming back
Top Guest favourite
Barn in Isle of Wight
4.99 out of 5 average rating, 231 reviews

Stargazer Cottage with a private hot tub

LanaRating, 5 stars4 days ago
The cottage was picturess the land was amazing and the hot tub topped it all off
Guest favourite
Home in Dorset
5 out of 5 average rating, 6 reviews

The Farmhouse

VictoriaRating, 5 stars3 days ago
Lovely location for a family getaway, the hosts were responsive and kindly let us have a later check out on our last day. The decor is a bit old school, but everything was clean and functional, and the ensuites for every room were a big plus. The living and dining space was a highlight, nice and spacious for large meals, although might be worth bringing some of your own kitchen equipment if you plan on cooking a lot! The surroundings are beautiful and peaceful, just be prepared to drive to pubs or shops nearby. Thanks for a lovely stay!

Quick stats about holiday rentals in Winchester

  • Total rentals

    300 properties

  • Total number of reviews

    17K reviews

  • Family-friendly rentals

    140 properties are a good fit for families

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    300 properties include access to Wi-Fi

Destinations to explore

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  2. United Kingdom
  3. England
  4. Hampshire
  5. Winchester