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The 10 Best Holiday Rentals in Winchester, UK

Check out our pick of great holiday rentals in Winchester

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

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City Apartment is located in Winchester, 20 km from Southampton Guildhall, 22 km from Southampton Cruise Terminal, and 25 km from Ageas Bowl. Featuring inner courtyard and quiet street views, this apartment also has free WiFi. The property is non-smoking and is set 20 km from The Mayflower Theatre.

spacious, super clean, close to everything, thoughtful amenities

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9.5
Exceptional
120 reviews
Price from
NOK 1,772
per night

Offering free WiFi, Esme's offers accommodation in Winchester, within walking distance from Wolvesey Castle and 550 metres from the Winchester Cathedral.

The room comes with a flat-screen TV<,a shower room and a hair dryer.

This is a perfect location for exploring the historic center of Winchester and its cathedral. Esme was the perfect host. She went above and beyond to help us with a special emergency need. We appreciate her practical help and caring spirit.

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9.6
Exceptional
105 reviews
Price from
NOK 2,104
per night

Set in Winchester, 16 km from The Mayflower Theatre and 16 km from Southampton Guildhall, Idyllic Studio Flat offers air-conditioned accommodation with a terrace and free WiFi. With garden views, this accommodation features a patio. The property is non-smoking and is situated 17 km from Southampton Cruise Terminal.

Beautiful neighborhood with gorgeous greenery and landscaping. Gorgeous views, closes to multiple footpaths, convient location for access to nice pubs, sites and Winchester. The studio flat was modern and thoughtfully designed, and stocked with quality items for a comfortable stay.

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9.1
Superb
100 reviews
Price from
NOK 1,153
per night

The Fox is located in Crawley, 7 km from Winchester. Free parking is available on site.

All rooms are en-suite and feature free WiFi, Egyptian cotton sheets, a flat-screen TV and coffee & tea making facilities.

An old small hotel/restaurant, renovated a lot recently. In a small village far out in the country. We had 2 rooms, suite and deluxe-suite with kingsize beds. Not cheap, but very good, everything seemed under control - the rooms, bathrooms, dinner in the evening and breakfast (ordered individually the day before). Not much else to do in the small village, perhaps a walk, some nice houses and a pond.

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9.6
Exceptional
412 reviews
Price from
NOK 2,159
per night

Two Bare Feet is located in Winchester, within a 10-minute walk from the train station. The accommodation offers suites with a shared kitchen. There is free WiFi throughout.

The suites at Two Bare Feet are individually designed, and each has an en suite with either a bath or shower. The rooms have a TV, sofa and desk.

The instructions provided by the host were excellent, and I had no difficulties in locating the buidling--even though it is tucked off the street up a driveway--or in getting into my room. The tranquility and quiet were very welcome. Very comfortable bed, nice big shower, useful work desk, plenty of storage space. Very nice shared kitchen facilities! Within a few blocks of a wide selection of cafés, restaurants, and other stores.

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9.3
Superb
422 reviews
Price from
NOK 1,442
per night

The spacious holiday home is fitted with 4 bedrooms, 2 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a terrace with garden views. For added privacy, the accommodation features a private entrance.

Very clean and tidy. Clear instructions for entry. Came back to me quickly when I had a query.

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9.2
Superb
13 reviews
Price from
NOK 4,857
per night

This holiday home has 3 bedrooms, a kitchen with an oven and a toaster, a flat-screen TV, a seating area and 1 bathroom fitted with a bath. Towels and bed linen are offered in the holiday home. The property has an outdoor dining area.

Spacious home. Perfect location. Quiet.

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9.4
Superb
42 reviews
Price from
NOK 2,768
per night

Situated in Winchester in the Hampshire region, Jubilee apartment, Winchester has a terrace and inner courtyard views. This apartment features accommodation with a patio. Free WiFi is available throughout the property and The Mayflower Theatre is 22 km away.

Clean, dry and warm, centrally located, close to station, theatre and cafes.

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9.6
Exceptional
14 reviews
Price from
NOK 2,308
per night

Situated in Winchester and only 19 km from The Mayflower Theatre, 4 Bed City House with Private Garden and Parking features accommodation with garden views, free WiFi and free private parking. The property features city and inner courtyard views, and is 20 km from Southampton Guildhall. Outdoor dining is also possible at the holiday home.

The house is in an excellent locations and has the benefit of off road parking which is rare in Winchester. The House was exceptionally tidy, warm and extremely comfortable. And the hosts were very helpful and communicative before and during our stay. All in all, and excellent place to stay and one we would highly recommend.

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9.6
Exceptional
27 reviews
Price from
NOK 2,987
per night

The spacious holiday home comes with 3 bedrooms, a flat-screen TV and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a fridge. Towels and bed linen are provided in the holiday home. The property has an outdoor dining area.

The location was fabulous. Easy to get to the centre of things.

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9.2
Superb
26 reviews
Price from
NOK 2,892
per night

Most booked holiday rentals in Winchester this month

Enjoy breakfast in Winchester!

  • 10 st james villas
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 371 reviews

    Situated in Winchester and only 19 km from The Mayflower Theatre, 10 st james villas features accommodation with garden views, free WiFi and free private parking.

    Great host, excellent breakfast, central location.

  • City Apartment
    Breakfast options
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 120 reviews

    City Apartment is located in Winchester, 20 km from Southampton Guildhall, 22 km from Southampton Cruise Terminal, and 25 km from Ageas Bowl.

    Exceptionally clean, the best apartment we’ve stayed in. Very central to Winchester

  • Esme's
    Breakfast options
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 105 reviews

    Offering free WiFi, Esme's offers accommodation in Winchester, within walking distance from Wolvesey Castle and 550 metres from the Winchester Cathedral.

    Breakfast was not included. The welcome was great.

  • Idyllic Studio Flat
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 101 reviews

    Set in Winchester, 16 km from The Mayflower Theatre and 16 km from Southampton Guildhall, Idyllic Studio Flat offers air-conditioned accommodation with a terrace and free WiFi.

    The accommodation is very stylish and modern. Bed was extremely comfortable.

  • The Fox
    Breakfast options
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 412 reviews

    The Fox is located in Crawley, 7 km from Winchester. Free parking is available on site.

    Property was immaculately clean with locally sourced products

  • Family home in Hampshire - Sleeps up to 9 people with 3 parking spaces
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 13 reviews

    Family home in Hampshire - Sleeps up to 9 people with 3 parking spaces, a property with a garden, is situated in Winchester, 21 km from Southampton Guildhall, 22 km from Southampton Cruise Terminal,...

    It had the space we needed and was very well presented.

  • Millstream House
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 42 reviews

    Boasting river views, Millstream House features accommodation with a garden and a patio, around 21 km from The Mayflower Theatre.

    The property was beautiful in a beautiful location.

  • Jubilee apartment, Winchester
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 14 reviews

    Situated in Winchester in the Hampshire region, Jubilee apartment, Winchester has a terrace and inner courtyard views. This apartment features accommodation with a patio.

    Great location, well decorated, all new and clean. Host is very kind .

These holiday rentals in Winchester have options with FREE cancellation

  • Two Bare Feet
    Free cancellation options available
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 422 reviews

    Two Bare Feet is located in Winchester, within a 10-minute walk from the train station. The accommodation offers suites with a shared kitchen. There is free WiFi throughout.

    It was very clean very spacious and done to a high standard

  • Bell tent glamping at Marwell Resort
    Free cancellation options available
    7.8
    Scored 7.8
    Good
    Rated good
     · 131 reviews

    Offering a garden and garden view, Bell tent glamping at Marwell Resort is set in Winchester, 10 km from Ageas Bowl and 17 km from Southampton Guildhall.

    Staff was fantastic and enjoyed staying in the bell tents

  • 61
    Free cancellation options available
    7.5
    Scored 7.5
    Good
    Rated good
     · 251 reviews

    61 in Winchester offers accommodation with free WiFi, 19 km from The Mayflower Theatre, 19 km from Southampton Guildhall and 20 km from Southampton Cruise Terminal.

    Very helpful owner I'd definitely stay there again 😇💯

  • The Dolphin
    Free cancellation options available
    7.4
    Scored 7.4
    Good
    Rated good
     · 275 reviews

    Located just 18 km from The Mayflower Theatre, The Dolphin offers accommodation in Winchester with access to a garden, a bar, as well as luggage storage space.

    Room was OK and nice dinner PUB, quiet neighbourhood.

  • 4 Bed City House with Private Garden and Parking
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 27 reviews

    Situated in Winchester and only 19 km from The Mayflower Theatre, 4 Bed City House with Private Garden and Parking features accommodation with garden views, free WiFi and free private parking.

    Great location. Close to the high street. Lovely property.

  • House situated on River Itchen
    Free cancellation options available
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 26 reviews

    Offering a garden and city view, House situated on River Itchen is located in Winchester, 22 km from Southampton Cruise Terminal and 25 km from Ageas Bowl.

    Fantastic property, very modern and fab location over looking the river.

  • Beautiful house on the River Itchen
    Free cancellation options available
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 25 reviews

    Situated in Winchester, 21 km from The Mayflower Theatre and 21 km from Southampton Guildhall, Beautiful house on the River Itchen features accommodation with free WiFi in a historic building.

    Lovely clean house with everything you need. Excellent location.

  • Sky View
    Free cancellation options available
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 37 reviews

    Set 21 km from Southampton Guildhall, 23 km from Southampton Cruise Terminal and 26 km from Ageas Bowl, Sky View provides accommodation located in Winchester.

    Amazing spacious place! Very clean and easy check in.

Highly rated holiday rentals in Winchester

  • No2 St Peters Street
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 8 reviews

    Providing a garden, a bar and free WiFi, No2 St Peters Street is a recently renovated holiday home 20 km from The Mayflower Theatre and 20 km from Southampton Guildhall.

    The decor was beautiful and done to a really high standard. Everything was spotless and the location was perfect!

  • The Barrel Room at The Northbrook Arms
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 55 reviews

    Set in Winchester, within 23 km of Jane Austen's House Museum and 29 km of Highclere Castle, The Barrel Room at The Northbrook Arms offers accommodation with a bar as well as free private parking for...

    Gorgeous room, well equipped and very comfortable.

  • The Nestle House
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 12 reviews

    Located in Winchester, The Nestle House is a historic holiday home that provides free WiFi, and guests can enjoy a garden and a terrace. With city views, this accommodation offers a patio.

    The attention to detail was exceptional from the host.

  • Boscobel Apartments Down
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 20 reviews

    Boscobel Apartments Down, a property with a garden, is set in Winchester, 21 km from Southampton Guildhall, 23 km from Southampton Cruise Terminal, as well as 26 km from Ageas Bowl.

    Location was excellent - everything you could need in this comfy little apartment

  • Boscobel Apartments Up
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 53 reviews

    Boscobel Apartments Up is set in Winchester, 21 km from Southampton Guildhall, 23 km from Southampton Cruise Terminal, and 26 km from Ageas Bowl.

    The environment is great and the landlord is very patient:)

  • Jabba, The Hut
    8.0+ review score
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 79 reviews

    Jabba, The Hut, a property with a garden, is situated in Winchester, 25 km from The Mayflower Theatre, 25 km from Southampton Guildhall, as well as 27 km from Southampton Cruise Terminal.

    Great time at jabba the hut, will definitely be back.

  • Mallard Cottage
    8.0+ review score
    9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 9 reviews

    Mallard Cottage, a property with a garden, is situated in Winchester, 25 km from Ageas Bowl, 26 km from Jane Austen's House Museum, as well as 34 km from Highclere Castle.

    The location was great, and off road parking was invaluable. The owners were very welcoming.

  • Walsingham House - Peaceful Elevated - Near Oram's Arbour
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 29 reviews

    Featuring garden views, Walsingham House - Peaceful Elevated - Near Oram's Arbour provides accommodation with a garden and a terrace, around 21 km from The Mayflower Theatre.

    It’s a wow property. Super clean. With all facilities

FAQ about holiday rentals in Winchester







Holiday rentals that guests love in Winchester

  • Avg. price/night: NOK 1,602.03
    7.9
    Scored 7.9
    Good
    Rated good
     · 616 reviews
    Loved to village feel.
    Williams
    Family with young children
  • Avg. price/night: NOK 2,158.67
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 412 reviews
    Wonderful reception on arrival with attentive male staff member showing us around. Superb room and facilities Delicious evening meal with again attentive friendly and informative staff. Room was comfortable and we had a good night's sleep. Breakfast- superb and the service was amazing. Thank you so personal and friendly. Would recommend, however we want to keep it from everyone knowing as its so good. The village is stunning- quiet and friendly.
    Jill
    Young couple
  • Avg. price/night: NOK 1,602.03
    7.9
    Scored 7.9
    Good
    Rated good
     · 616 reviews
    Convenient to Gatwick in a nice village
    Chris
    Young couple
  • Avg. price/night: NOK 1,602.03
    7.9
    Scored 7.9
    Good
    Rated good
     · 616 reviews
    In picturesque village Convenient location for us
    Julie
    Young couple
  • Avg. price/night: NOK 1,941.44
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 917 reviews
    Loved this stay. Such a beautiful little village and the venue was had so much atmosphere.
    Teresa Raciti
    Young couple
  • Avg. price/night: NOK 2,158.67
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 412 reviews
    The Fox was a beautifully renovated pub in a picturesque little village. The staff were very friendly, the food was excellent. A great base to explore the surrounding area.
    Lynne
    Young couple
  • 8.4
    Scored 8.4
    Very good
    Rated very good
     · 65 reviews
    The apartment was in a quiet location in a pretty village not far from Winchester. The apartment was super clean, spacious and comfortable. The kitchen had plenty of utensils if you wanted to cook. There is a really good pub in the village so you can leave your car parked at the apartment and have a drink! Would recommend or stay here again.
    Woodbridge
    Young couple
  • Avg. price/night: NOK 1,602.03
    7.9
    Scored 7.9
    Good
    Rated good
     · 616 reviews
    Nice old pub in a pretty village on direct bus route to Winchester . Pleasant, helpful staff .
    Carolyn
    Young couple
  • Avg. price/night: NOK 1,941.44
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 917 reviews
    Great PH with lovely atmosphere & very friendly staff. Rural location in village outside Winchester so need car. Great restaurant. Standard bedroom very well fitted, muted decor & modern. Warm & snug on entering. Lovely linen & fantastic towels. Food very good quality.
    Gill
    Family with young children
  • 9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 9 reviews
    I have stay in a lot of holiday homes and one was by far the best. High spec and accommodating hosts.
    Brian
    People with friends

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