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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 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.

P
Petten
From
Canada
We loved our room. It was so nice and spacious. Loved the bathroom and the shower. The bed was very comfortable. Rhome and his team went out of their way to make our stay just lovely. Our supper and breakfast were both amazing. Thank you for making our Anniversary extra enjoyable!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 303 reviews
Price from
US$175.48
1 night, 2 adults

The Fox

Winchester

Situated within 30 km of Highclere Castle and 31 km of The Mayflower Theatre in Winchester, The Fox features accommodation with seating area.

K
Kevin
From
United Kingdom
Beautiful, simple and elegant rooms, really comfortable bed, and a great breakfast. Would recommend.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 376 reviews
Price from
US$174.13
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.

J
JoanaVeiga
From
Portugal
The room was extremely comfy. Perfect breakfast brought to your bedroom door. Richard was such a lovely person! Wonderful place to stay. I highly recommend it!
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 147 reviews
Price from
US$107.99
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.

K
Kate
From
United Kingdom
Great location . Owner provided parking permit.
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 60 reviews
Price from
US$183.58
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.

J
Judith
From
United Kingdom
The accommodation was clean, comfortable and well equipped. Nadine, the owner kept in touch, and although we didn't get to meet, we felt very welcome.
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 9 reviews
Price from
US$118.79
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 7.4
Good - What previous guests thought, 211 reviews
Price from
US$107.99
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 7.8
Good - What previous guests thought, 264 reviews
Price from
US$91.11
1 night, 2 adults

Student Only Riverside Way in Winchester

Winchester

Located in Winchester, 22 km from The Mayflower Theatre, Student Only Riverside Way in Winchester provides accommodation with a garden, free WiFi and a lift.

C
Christian
From
Philippines
Check in was really easy. The property has a reception team where you can collect your keys when you arrive. It was a hassle free experience.
Scored out of 10, guest rating 7.3
Good - What previous guests thought, 14 reviews
Price from
US$67.57
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 9.3
Superb - What previous guests thought, 50 reviews
Price from
US$185.87
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, 126 reviews
Price from
US$174.13
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 8.4
Very good - What previous guests thought, 147 reviews

Popular with guests booking holiday rentals in Winchester

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 94 reviews

Popular with guests booking holiday rentals in Winchester

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

Popular with guests booking holiday rentals in Winchester

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 165 reviews

Popular with guests booking holiday rentals in Winchester

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 376 reviews

Popular with guests booking holiday rentals in Winchester

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 373 reviews

Popular with guests booking holiday rentals in Winchester

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 264 reviews

Popular with guests booking holiday rentals in Winchester

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 336 reviews

Popular with guests booking holiday rentals in Winchester

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 211 reviews

Popular with guests booking holiday rentals in Winchester

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 303 reviews

Highly rated holiday rentals in Winchester and nearby

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 50 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$218.17 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 68 reviews

Featuring garden views, Lane End Cottage, Ovington provides accommodation with a garden and a patio, around 18 km from Jane Austen's House Museum.

From US$269.97 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 19 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 9.0
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, 64 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, 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 9.5
Exceptional - 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, 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.

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

City Centre 4 Bedroom House

Winchester
Free cancellation options available
Scored out of 10, guest rating 7.3
Good - What previous guests thought, 43 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.

Mallard Cottage

Winchester
Free cancellation options available
Scored out of 10, guest rating 9.8
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, 19 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.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 5 reviews

Boasting city views, Beautiful Penthouse in centre of Winchester features accommodation with a terrace, around 22 km from Southampton Guildhall. This apartment offers accommodation with a balcony.

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.

Garden Apartment Winchester

Winchester
Free cancellation options available
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 50 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.

Cadmiae

Winchester
Free cancellation options available
Scored out of 10, guest rating 6.8
Pleasant - What previous guests thought, 54 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.

Enjoy breakfast in Winchester and nearby

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 20 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 8.9
Fabulous - 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 9.3
Superb - What previous guests thought, 76 reviews

Calm 1 Bed Apartment with Parking in Winchester by 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 9.0
Superb - 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...

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 14 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 7.7
Good - What previous guests thought, 373 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.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 7 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
Breakfast options
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 57 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.

FAQ about holiday rentals in Winchester

Holiday rentals that guests love in Winchester

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Avg. price/night: US$148.48
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 336 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$174.13
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 376 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$174.13
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 376 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$174.13
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 376 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