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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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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...

V
Varenna
From
Italy
Location in a very nice small and quiet village Room very well equipped Very good food and service in the pub nearby Breakfast not included, but provided tee, coffee, biscuits
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 102 reviews
Price from
US$186.19
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.

L
LINDA
From
Australia
Beautiful room which we were pleasantly upgraded to. Fantastic, helpful and pleasant staff. Breakfast was huge and delicious. Thankyou you for a very pleasant overnight stay
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 289 reviews
Price from
US$172.89
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 8.4
Very good - What previous guests thought, 138 reviews
Price from
US$133
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, 56 reviews
Price from
US$180.87
1 night, 2 adults

Garden room, central Winchester

Winchester

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.

H
Helen
From
United Kingdom
Delightful garden room. Very thoughtful hosts.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 7 reviews
Price from
US$117.04
1 night, 2 adults

Beggar's Lane Cottage

Winchester

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.

P
Patrick
From
United Kingdom
A basic buy well equipped and clean little cottage that's within walking distance of the South Downs Way, in the heart of Winchester. We had a brilliant time. Great for small families, and loads to do.
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 67 reviews
Price from
US$222.15
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.

t
toni
From
Australia
The location was great. Walkable to train and all main street facilities. As a solo female traveller I felt very safe
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 212 reviews
Price from
US$106.40
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, 268 reviews
Price from
US$89.77
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...

I
Isabel
From
United Kingdom
This place is wonderful! So nicely decorated, everything you need and we were going to a wedding and the hosts drew us a map on how to get to the venue! They were great.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 44 reviews
Price from
US$183.13
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.

B
Boreux
From
France
Everything was perfect and super clean ! Avril is a lovely host ! The family room is perfect to stay with kids !
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 114 reviews
Price from
US$171.56
1 night, 2 adults
All holiday rentals in Winchester

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

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Popular with guests booking holiday rentals in Winchester

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 72 reviews

Popular with guests booking holiday rentals in Winchester

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 48 reviews

Popular with guests booking holiday rentals in Winchester

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 90 reviews

Popular with guests booking holiday rentals in Winchester

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 348 reviews

Popular with guests booking holiday rentals in Winchester

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 289 reviews

Popular with guests booking holiday rentals in Winchester

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 267 reviews

Popular with guests booking holiday rentals in Winchester

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 211 reviews

Popular with guests booking holiday rentals in Winchester

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 138 reviews

Popular with guests booking holiday rentals in Winchester

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 398 reviews

Popular with guests booking holiday rentals in Winchester

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 400 reviews

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

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 44 reviews

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...

From US$238.29 per night
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 35 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
Free cancellation options available
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.

The Old School House, Winchester

Winchester
Free cancellation options available
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 20 reviews

Situated in Winchester and only 22 km from The Mayflower Theatre, The Old School House, Winchester features accommodation with garden views, free WiFi and free private parking.

No.1 The Old Printworks, Winchester

Winchester
Free cancellation options available
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, 58 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.

The Nestle House

Winchester
Free cancellation options available
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.

Highly rated holiday rentals in Winchester and nearby

South House

Winchester
8.0+ review score
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 94 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
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.

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, 68 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, 74 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 9.3
Superb - What previous guests thought, 107 reviews

Featuring air-conditioned accommodation with a patio, The Apartment, 24 West End Terrace, Winchester is set in Winchester.

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.

Enjoy breakfast in Winchester and nearby

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 38 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 8.3
Very good - What previous guests thought, 56 reviews

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

Cadmiae

Winchester
Breakfast options
Scored out of 10, guest rating 6.6
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 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, 77 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, 51 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
Breakfast options
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 138 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$133 per night

FAQ about holiday rentals in Winchester

Holiday rentals that guests love in Winchester

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Scored out of 10, guest rating 7.2
Good - What previous guests thought, 140 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$146.29
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 348 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$198.16
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$198.16
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$198.16
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