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$189.08
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.

a
adrian
From
Norway
Great breakfast and super service in the pub:) Fish and Chips ... Wonderful:)
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 287 reviews
Price from
US$175.57
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.

s
sheldon
From
Jersey
Location and house was beautiful and filled with character, Richard was an amazing host with lots of knowledge and is eager to share.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 138 reviews
Price from
US$135.05
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$183.67
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.

J
Jeeves
From
United Kingdom
Fabulous cosy room all that we needed and promptly got messages back when we needed to ask for information
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 211 reviews
Price from
US$108.04
1 night, 2 adults

61

Winchester

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

S
Sebastian
From
Romania
Excelent location. You feel at home.
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 270 reviews
Price from
US$91.16
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...

N
Noodt
From
Norway
Very quiet, well equipped, charming property, lovely location and village, next door to lovely shop, so easy to eat in and eat well. Walking distance to cosy pub. We also enjoyed the private patio and breakfast items kindly provided.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 43 reviews
Price from
US$185.97
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.

L
Lorna
From
United Kingdom
The accommodation was easy to find with parking available. The rooms and adjoining bathroom were immaculate and very comfortable, with lots of extra touches and amenities. Warm, welcoming hosts whose hospitality was excellent. Breakfast was superb start to the day.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 112 reviews
Price from
US$174.22
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.

M
Masashi
From
Japan
We had a very good time staying at Woodshed with a wonderful view from the windows for five nights. There were lots to see around there. We enjoyed watching various birds and lovely spring flowers. Shannon and Jack were so kind and helpful to us. We'd like to come back again.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 119 reviews
Price from
US$179.62
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.

R
Roger
From
United Kingdom
So comfortable, clean and well equipped. A lovely shower and a comfortable bed. A lot of living space and a good log fire too. Our hosts were very helpful, friendly and welcoming. Breakfasts were superb in a lovely dining room.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 140 reviews
Price from
US$175.84
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 9.4
    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 9.4
    Superb - What previous guests thought, 55 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 9.6
    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.

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

  • The Sky Penthouse

    Winchester
    Free cancellation options available
    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
    Free cancellation options available
    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.

  • Designer's Town House

    Winchester
    Free cancellation options available
    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.

  • Beggar's Lane Cottage

    Winchester
    Free cancellation options available
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 65 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.

  • Station Rooms

    Winchester
    Free cancellation options available
    Scored out of 10, guest rating 7.6
    Good - What previous guests thought, 210 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.

  • Hang Your Hat

    Winchester
    Free cancellation options available
    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.

  • Fulflood View, Winchester

    Winchester
    Free cancellation options available
    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.

  • Garden Apartment Winchester

    Winchester
    Free cancellation options available
    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.

Highly rated holiday rentals in Winchester and nearby

  • 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, 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...

  • 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.

  • 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.

  • Little Corners

    Shawford
    8.0+ review score
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 51 reviews

    Offering a garden and garden view, Little Corners is set in Shawford, 13 km from Ageas Bowl and 19 km from The Mayflower Theatre.

  • Paddock View

    Winchester
    8.0+ review score
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 61 reviews

    Set 28 km from Highclere Castle, Paddock View offers accommodation with free WiFi and free private parking.

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, 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
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 355 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$201.23
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 398 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$201.23
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 398 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$201.23
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 398 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