The 10 best holiday rentals in Winchester, UK | Booking.com
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Holiday Rentals in Winchester

Find the holiday rentals that appeal to you the most

The best holiday rentals in Winchester

Check out our pick of great holiday rentals in Winchester

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Most booked holiday rentals in Winchester and surroundings in the past month

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Highly rated holiday rentals in Winchester and nearby

  • Pemberly

    Winchester
    8.0+ review score
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 7 reviews

    Pemberly, a property with a garden, is located in Winchester, 20 km from Southampton Guildhall, 21 km from Southampton Cruise Terminal, as well as 24 km from Ageas Bowl.

  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 18 reviews

    Set in Winchester and only 22 km from The Mayflower Theatre, Gorgeous Apartment in the centre of Winchester offers accommodation with quiet street views, free WiFi and free private parking.

  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 6 reviews

    No.1 The Old Printworks, Winchester is located in Winchester, 20 km from Southampton Guildhall, 21 km from Southampton Cruise Terminal, as well as 25 km from Ageas Bowl.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 54 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.

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 27 reviews

    Located in Winchester, 22 km from The Mayflower Theatre and 22 km from Southampton Guildhall, The Nestle House provides accommodation with free WiFi in a historic building.

  • South House

    Winchester
    8.0+ review score
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 93 reviews

    Set in Winchester in the Hampshire region, South House has a patio. This property offers access to a balcony, free private parking and free WiFi.

  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 64 reviews

    Set in Winchester, in a historic building, 22 km from The Mayflower Theatre, The Sky Penthouse is an apartment with a fitness centre and massage services.

  • Mallard Cottage

    Winchester
    8.0+ review score
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 14 reviews

    Mallard Cottage, a property with a garden, is situated in Winchester, 21 km from Southampton Guildhall, 22 km from Southampton Cruise Terminal, as well as 25 km from Ageas Bowl.

Enjoy breakfast in Winchester and nearby

  • Scored out of 10, guest rating 7.9
    Good - What previous guests thought, 36 reviews

    Situated in Winchester, 20 km from The Mayflower Theatre and 20 km from Southampton Guildhall, Spacious Central Chic Apartment - Simplycheckin features accommodation with free WiFi in a historic...

  • Scored out of 10, guest rating 7.6
    Good - What previous guests thought, 36 reviews

    City Centre 4 Bedroom House, a property with a garden, is set in Winchester, 22 km from Southampton Guildhall, 23 km from Southampton Cruise Terminal, as well as 26 km from Jane Austen's House Museum.

  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 18 reviews

    Set in Winchester, Designer's Town House is a historic holiday home that offers free WiFi, and guests can enjoy a garden and a terrace. With garden views, this accommodation provides a patio.

  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 64 reviews

    Housed in a historic building, Beggar's Lane Cottage features accommodation with a garden and free WiFi in Winchester, 21 km from The Mayflower Theatre.

  • Hang Your Hat

    Winchester
    Breakfast options
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 75 reviews

    Situated in Winchester, in a historic building, 21 km from Southampton Guildhall, Hang Your Hat is a holiday home with a garden and barbecue facilities.

  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 55 reviews

    Featuring garden views, Fulflood View, Winchester offers accommodation with a balcony, around 21 km from The Mayflower Theatre.

  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 47 reviews

    Set in Winchester, 21 km from The Mayflower Theatre and 21 km from Southampton Guildhall, Garden Apartment Winchester offers accommodation with free WiFi in a historic building.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    Offering a garden and garden view, Garden room, central Winchester is set in Winchester, 20 km from The Mayflower Theatre and 21 km from Southampton Guildhall.

    From US$127.76 per night

These holiday rentals in Winchester and nearby have options with free cancellation

  • Cadmiae

    Winchester
    Free cancellation options available
    Scored out of 10, guest rating 6.5
    Pleasant - What previous guests thought, 61 reviews

    Located in Winchester in the Hampshire region, Cadmiae has a patio. This property offers access to a balcony, free private parking and free WiFi.

  • Walsingham House Winchester

    Winchester
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 21 reviews

    A recently renovated holiday home located in Winchester, Walsingham House Winchester features a garden. With quiet street views, this accommodation provides a patio.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 59 reviews

    Set 21 km from Southampton Guildhall, 23 km from Southampton Cruise Terminal and 26 km from Jane Austen's House Museum, Winchester Luxury Home I Southdown View I Town Centre I 4BR3Bath I Free Parking...

  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 78 reviews

    Tastefully Decorated 1-Bed with Free Parking - At Hem is set in Winchester, 21 km from Southampton Guildhall, 23 km from Southampton Cruise Terminal, and 26 km from Ageas Bowl.

  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 48 reviews

    Cosy 1-Bed Escape with Free Parking - At Hem, 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...

  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 13 reviews

    Set in Winchester, 21 km from The Mayflower Theatre, Queens Road Rental - Winchester Accommodation offers accommodation with a garden, free WiFi, a shared kitchen, and luggage storage space.

  • Winchester Apartments

    Winchester
    Free cancellation options available
    Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 423 reviews

    Set in Winchester and only 20 km from The Mayflower Theatre, Winchester Apartments offers accommodation with inner courtyard views, free WiFi and free private parking.

  • The Old Cook House

    Winchester
    Free cancellation options available
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 9 reviews

    The Old Cook House, a property with a garden, is situated in Winchester, 20 km from Southampton Guildhall, 21 km from Southampton Cruise Terminal, as well as 25 km from Ageas Bowl.

FAQ about holiday rentals in Winchester

Holiday rentals that guests love in Winchester

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  • Hursley Rooms - The Dolphin

    Holiday Rental in Winchester
    Avg. price/night: US$180.92
    Scored out of 10, guest rating 7.2
    Good - What previous guests thought, 149 reviews
    The village, and pub are very photogenic, Rooms are very spacious compared to most hotel rooms. Good fans downstairs in both apartments, but it was very hot for our 2 night stay and the upper bedrooms were stifling without their own fans, or the ability to open a window.
    Guest review by
    Noel
    Group

  • 10 st james villas

    Holiday Rental in Winchester
    Avg. price/night: US$147.42
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 357 reviews
    The location is fantastic, St James Villa is a 5 minute walk to Winchester city centre, but leafy and quiet and residential. The decor is quintessential English opulence. I love it, completely unique, one of a kind and with the best host. Alex is charming and the perfect host.
    Guest review by
    Jenny
    Family with young children

  • The Fox

    Holiday Rental in Winchester
    Avg. price/night: US$199.68
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 399 reviews
    Village of Crawley sweet and walkable. Lovely facilities. The food was exceptional. Must also mention the housekeeper who served breakfast and gave us many touristic suggestions. She made us feel so welcome! The other staff was very helpful too.
    Guest review by
    Cynthia
    Young couple

  • The Fox

    Holiday Rental in Winchester
    Avg. price/night: US$199.68
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 399 reviews
    Lovely pub with rooms in an incredibly pretty village. Rooms lovely and nicely appointed, good sized bathroom all very clean. We had dinner there and it was fantastic with very good and friendly service to match. Breakfast was fabulous too and we got loads of tips and even leaflets on things to do in the area from a lovely lady who was working at breakfast. I would definitely return!
    Guest review by
    Fabiana
    Young couple

  • The Fox

    Holiday Rental in Winchester
    Avg. price/night: US$199.68
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 399 reviews
    The staff at the Fox were exceptionally welcoming and friendly. The property is nestled in a charming village, offering a serene and private atmosphere. The rooms were impressively clean, with comfortable beds and ample space. The staff, particularly Tina during breakfast, exemplified genuine warmth, kindness, and attentiveness. The breakfast served was superb, leaving a lasting impression. I am certain to return and will wholeheartedly recommend this place to friends and family.
    Guest review by
    Sipho
    Solo traveller

  • Mallard Cottage

    Holiday Rental in Winchester
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 14 reviews
    I have stay in a lot of holiday homes and one was by far the best. High spec and accommodating hosts.
    Guest review by
    Brian
    People with friends

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