The 10 best holiday rentals in Winchester, UK | Booking.com
Skip to main content

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

Filter by:

Review score

The Barrel Room at The Northbrook Arms

Winchester

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...

J
Jane
From
Jersey
Perfectly formed in every way, great parking, beautiful room with great facilities in the room. Amazing shower, comfortable bed
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 103 reviews
Price from
US$187.89
1 night, 2 adults

The Bugle Inn Twyford

Winchester

12 km from Ageas Bowl, The Bugle Inn Twyford is set in Winchester and offers air-conditioned rooms with free WiFi.

G
Georgina
From
Thailand
Loved our stay, beautiful room really friendly staff. Would highly recommend.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 287 reviews
Price from
US$174.47
1 night, 2 adults

31 Queens Road

Winchester

Set just 21 km from The Mayflower Theatre, 31 Queens Road offers accommodation in Winchester with access to a terrace, a shared lounge, as well as a 24-hour front desk.

M
Mark
From
United Kingdom
The room, although on the small side, was very comfortable. Richard the host, was very accommodating and full of local knowledge, which we found very useful
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 137 reviews
Price from
US$134.21
1 night, 2 adults

Fulflood View, Winchester

Winchester

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

N
Nikki
From
United Kingdom
It’s a beautiful setting, light and airy and quiet considering you’re in a city. The apartment was spacious and well set out. It really enhanced our break.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 55 reviews
Price from
US$182.52
1 night, 2 adults

Station Rooms

Winchester

Located in Winchester, 21 km from The Mayflower Theatre and 21 km from Southampton Guildhall, Station Rooms provides accommodation with amenities such as free WiFi and a flat-screen TV.

N
Nicholas
From
France
Room was obviously recently renovated and using top quality materials. The bed was very comfortable, the bathroom was good and it was nice to have a small fridge in the room.
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 211 reviews
Price from
US$107.36
1 night, 2 adults

61

Winchester

Boasting garden views, 61 offers accommodation with patio, around 19 km from The Mayflower Theatre.

N
Nuriye
From
Turkey
Owner and staff was very helpful, always answering all my questions and having tea and coffee ready every day.
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 270 reviews
Price from
US$90.59
1 night, 2 adults

The Post Barn, beautiful barn conversion 10mins from Winchester

Sparsholt (Near Winchester)

Located in Sparsholt and only 24 km from The Mayflower Theatre, The Post Barn, beautiful barn conversion 10mins from Winchester provides accommodation with inner courtyard views, free WiFi and free...

S
Sharon
From
Australia
This quaint property was exactly what we were after to experience the countryside of England. The Barn was spotlessly clean and well equipped. Lisa (host) was delightful to deal with and the booking was seemless. The locals were friendly and we enjoyed our stay.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 44 reviews
Price from
US$184.80
1 night, 2 adults

Romsey Brewery House - circa 1893

Romsey (Near Winchester)

Offering garden views, Romsey Brewery House - circa 1893 is an accommodation situated in Romsey, 15 km from Southampton Cruise Terminal and 23 km from Ageas Bowl.

A
Alykhan89
From
Hong Kong
Geoffrey was a great host. Room was clean and comfortable. Walking distance to Romsey station and Romsey Abbey.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 114 reviews
Price from
US$173.12
1 night, 2 adults

The Woodshed

Warnford (Near Winchester)

Situated in Warnford and only 21 km from Jane Austen's House Museum, The Woodshed features accommodation with garden views, free WiFi and free private parking.

G
Gerco Grandia
From
Netherlands
Very nice house, in a great location (if you like peace and quiet). The house is decorated just like you would do your own home, and we really appreciated the various products that were provided for us.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 118 reviews
Price from
US$178.49
1 night, 2 adults

Woodlands Cottage Farm

Wickham (Near Winchester)

Featuring garden views, Woodlands Cottage Farm offers accommodation with a garden and a terrace, around 15 km from Ageas Bowl. Guests can benefit from a patio and a picnic area.

J
Jeannette
From
Netherlands
Everything was fantastic, great space, lovely garden, privacy, quiet area, super good breakfast, kind hosts.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 140 reviews
Price from
US$174.73
1 night, 2 adults
All holiday rentals in Winchester

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

See all

Enjoy breakfast in Winchester and nearby

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 37 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...

  • Pemberly

    Winchester
    Breakfast options
    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 9.6
    Exceptional - What previous guests thought, 28 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.

  • 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.

  • South House

    Winchester
    Breakfast options
    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 9.9
    Exceptional - What previous guests thought, 66 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
    Breakfast options
    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.

Highly rated holiday rentals in Winchester and nearby

  • 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 8.3
    Very good - What previous guests thought, 66 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
    8.0+ review score
    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 9.0
    Superb - What previous guests thought, 48 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 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 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, 79 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.

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

  • Station Rooms

    Winchester
    Free cancellation options available
    Scored out of 10, guest rating 7.6
    Good - What previous guests thought, 211 reviews

    Located in Winchester, 21 km from The Mayflower Theatre and 21 km from Southampton Guildhall, Station Rooms provides accommodation with amenities such as free WiFi and a flat-screen TV.

    From US$107.36 per night
  • Garden room, central Winchester

    Winchester
    Free cancellation options available
    Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 4 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$127.94 per night
  • Cadmiae

    Winchester
    Free cancellation options available
    Scored out of 10, guest rating 6.5
    Pleasant - What previous guests thought, 59 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.

  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 50 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...

  • 31 Queens Road

    Winchester
    Free cancellation options available
    Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 137 reviews

    Set just 21 km from The Mayflower Theatre, 31 Queens Road offers accommodation in Winchester with access to a terrace, a shared lounge, as well as a 24-hour front desk.

    From US$134.21 per night
  • Scored out of 10, guest rating 8.4
    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 7.8
    Good - What previous guests thought, 413 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

See all
  • Scored out of 10, guest rating 7.2
    Good - What previous guests thought, 147 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
  • Avg. price/night: US$147.63
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 356 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
  • Avg. price/night: US$199.97
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 400 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
  • Avg. price/night: US$199.97
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 400 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
  • Avg. price/night: US$199.97
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 400 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
  • 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