Skip to main content

The best holiday homes in Winchester

Check out our pick of great holiday homes in Winchester

Filter by:


Review score

See the latest prices and deals by choosing your dates.
Millstream House, hotel in Winchester

Boasting river views, Millstream House features accommodation with a garden and a patio, around 21 km from The Mayflower Theatre.

Location
9.3
Scored 9.3
Superb
Rated superb
52 reviews
Price from£186.80per night
Avington Estate, hotel in Winchester

Boasting lake views, Avington Estate offers accommodation with water sports facilities, a fitness centre and free bikes, around 21 km from Jane Austen's House Museum.

lovely location and friendly staff. beautiful apartment
8.0
Scored 8.0
Very good
Rated very good
11 reviews
Price from£225per night
The Post Barn, beautiful barn conversion 10mins from Winchester, hotel in Winchester

Offering a garden and garden view, The Post Barn, beautiful barn conversion 10mins from Winchester is set in Sparsholt, 25 km from Southampton Guildhall and 26 km from Southampton Cruise Terminal.

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.
9.7
Scored 9.7
Exceptional
Rated exceptional
16 reviews
Price from£170.40per night
The Annexe @ Mandalay Lodge, hotel in Winchester

Located in Medstead, the recently renovated The Annexe @ Mandalay Lodge provides accommodation 8.4 km from Jane Austen's House Museum and 25 km from Frensham Great Pond and Common.

The property was great, it was a half way stop point over night as we were driving down to Cornwall the next day from norwich and wanted to break the journey up, very clean, everything there you need, good communication with owner, even left us a cheeky bar of dairy milk haha, also log burner very nice addition, very cosy, would highly recommend.
9.6
Scored 9.6
Exceptional
Rated exceptional
19 reviews
Price from£107.25per night
Cosy cabin in Annie’s meadow, hotel in Winchester

Featuring garden views, Cosy cabin in Annie’s meadow provides accommodation with a garden and a balcony, around 15 km from Jane Austen's House Museum.

Very comfortable with a wonderful view and wood fired hot tub. Dog friendly
9.7
Scored 9.7
Exceptional
Rated exceptional
32 reviews
Price from£175per night
Mulberry Barn Annx - Self Contained Near Winchester, hotel in Winchester

Mulberry Barn Annx - Self Contained Near Winchester is located in Micheldever, 29 km from Jane Austen's House Museum, 34 km from The Mayflower Theatre, as well as 35 km from Southampton Guildhall.

Location was great
8.5
Scored 8.5
Very good
Rated very good
59 reviews
Price from£190per night
Luxury modern 1 bedroom house, hotel in Winchester

Located in Southampton, 600 metres from Southampton Guildhall and 2.2 km from Southampton Cruise Terminal, Luxury modern 1 bedroom house provides accommodation with amenities such as free WiFi and a...

Modern and clean
8.3
Scored 8.3
Very good
Rated very good
7 reviews
Price from£94.52per night
Metropolitan - 203 Millbrook Road East, hotel in Winchester

Situated in Southampton and only 1.4 km from The Mayflower Theatre, Metropolitan - 203 Millbrook Road East features accommodation with garden views, free WiFi and free private parking.

The place was amazing for our stay. There was complimentary tea and coffee section in the kitchen and shampoo and things in the bathroom. There was a kitchen and first bedroom with 2x single beds leading off. The other way it lead to a lounge, bathroom and main bedroom. The kitchen was well equipped with items for cooking with. The beds was so comfortable. The lounge had comfy sofa and dinning room with soft rugs. The shower was powerful and good. Overall an excellent property and we enjoyed the whole time staying there.
8.1
Scored 8.1
Very good
Rated very good
20 reviews
Price from£216per night
The Retreat, a Luxury Riverside Cottage & garden, hotel in Winchester

Located just 3.7 km from Southampton Guildhall, The Retreat, a Luxury Riverside Cottage & garden features accommodation in Southampton with access to a garden, a shared lounge, as well as private...

Backed on to the river with private jetty. Nice and peaceful. Great pub at end of street with good food.
8.8
Scored 8.8
Fabulous
Rated fabulous
42 reviews
Price from£226.80per night
17 Howard Road. Southampton, hotel in Winchester

Situated in Southampton and only 1.3 km from The Mayflower Theatre, 17 Howard Road. Southampton features accommodation with garden views, free WiFi and free private parking.

Was a lovely house and nice and clean.
7.9
Scored 7.9
Good
Rated good
42 reviews
Price from£180.50per night
See all 43 hotels in Winchester

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.
Search holiday homes in Winchester

Most booked holiday homes in Winchester this month

Enjoy breakfast in Winchester!

  • Stylish 2-BR Central Location, Sleeps 6, Winchester - By Blue Puffin Stays
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 6 reviews

    Offering a garden and garden view, Stylish 2-BR Central Location, Sleeps 6, Winchester - By Blue Puffin Stays is set in Winchester, 20 km from Southampton Guildhall and 22 km from Southampton Cruise...

    Very well presented property and excellent host communications. The property had everything one needed. A really excellent quality place with lots of space and very comfy sleeping. Definitely recommended

  • The Old Brewery Boardroom - Winchester City Centre, Free Parking for 2 Cars, Sleeps 6
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 5 reviews

    Housed in a historic building, the recently renovated The Old Brewery Boardroom - Winchester City Centre, Free Parking for 2 Cars, Sleeps 6 offers accommodation with a garden and free WiFi.

  • Millstream House
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 52 reviews

    Boasting river views, Millstream House features accommodation with a garden and a patio, around 21 km from The Mayflower Theatre.

    The property was beautiful in a beautiful location.

  • 4 Bed City House with Private Garden and Parking
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 29 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.

    Great location. Close to the high street. Lovely property.

  • House situated on River Itchen
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 29 reviews

    Offering a garden and city view, House situated on River Itchen is located in Winchester, 22 km from Southampton Cruise Terminal and 25 km from Ageas Bowl.

    Fantastic property, very modern and fab location over looking the river.

  • Beautiful house on the River Itchen
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 29 reviews

    Situated in Winchester, 21 km from The Mayflower Theatre and 21 km from Southampton Guildhall, Beautiful house on the River Itchen features accommodation with free WiFi in a historic building.

    Lovely clean house with everything you need. Excellent location.

  • Sky View
    Breakfast options
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 39 reviews

    Set 21 km from Southampton Guildhall, 23 km from Southampton Cruise Terminal and 26 km from Ageas Bowl, Sky View provides accommodation located in Winchester.

    Amazing spacious place! Very clean and easy check in.

  • No2 St Peters Street
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 10 reviews

    Providing a garden, a bar and free WiFi, No2 St Peters Street is a recently renovated holiday home 20 km from The Mayflower Theatre and 20 km from Southampton Guildhall.

    The decor was beautiful and done to a really high standard. Everything was spotless and the location was perfect!

Save money on holiday homes in Winchester – budget options available!

  • The Nestle House
    Budget options available
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 15 reviews

    Located in Winchester, The Nestle House is a historic holiday home that provides free WiFi, and guests can enjoy a garden and a terrace. With city views, this accommodation offers a patio.

    The attention to detail was exceptional from the host.

  • Mallard Cottage
    Budget options available
    9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 10 reviews

    Set in Winchester in the Hampshire region, Mallard Cottage offers accommodation with free WiFi and free private parking.

    The location was great, and off road parking was invaluable. The owners were very welcoming.

  • Walsingham House - Peaceful Elevated - Near Oram's Arbour
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 29 reviews

    Featuring garden views, Walsingham House - Peaceful Elevated - Near Oram's Arbour provides accommodation with a garden and a terrace, around 21 km from The Mayflower Theatre.

    It’s a wow property. Super clean. With all facilities

  • Hang Your Hat
    Budget options available
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 96 reviews

    Set in a former Brewery workers cottage built by Lord Northbrook in 1843, Hang Your Hat is situated in Winchester and offers accommodation with a private courtyard garden, free WiFi and a log...

    Home from home .Christmas tree was a lovely touch Would definitely recommend

  • South House
    Budget options available
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 88 reviews

    South House is located in Winchester, on the border of the scenic South Downs National Park. Free WiFi access is available in this holiday home.

    location was perfect for central town and cathedral

  • Hyde Brewery House - 2 bedroom house with parking
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 8 reviews

    Set 22 km from Southampton Guildhall, 23 km from Southampton Cruise Terminal and 27 km from Jane Austen's House Museum, Hyde Brewery House - 2 bedroom house with parking features accommodation located...

    Great property but v admin happy. Huge deposit required. Didn’t see or speak to anyone. No toilet roll or salt n pepper

  • Riverside 3 Bed House
    Budget options available
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 14 reviews

    Featuring river views, Riverside 3 Bed House provides accommodation with a garden and a patio, around 21 km from Southampton Guildhall.

    House was spotless. High street was just around the corner.

  • Family home in Hampshire - Sleeps up to 9 people with 3 parking spaces
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 14 reviews

    Family home in Hampshire - Sleeps up to 9 people with 3 parking spaces, a property with a garden, is situated in Winchester, 21 km from Southampton Guildhall, 22 km from Southampton Cruise Terminal,...

    It had the space we needed and was very well presented.

Great access to the city centre! Check these holiday homes in Winchester

  • 2 Bed Cosy Winchester Cottage Retreat with Garden, Near Cathedral! Sleeps 6, Pet Friendly with Parking - by Blue Puffin Stays
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 4 reviews

    Set in Winchester, 21 km from The Mayflower Theatre, 2 Bed Cosy Winchester Cottage Retreat with Garden, Near Cathedral!

  • Piping Green 5 bedroom House
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Piping Green 5 bedroom House, a property with a garden, is set in Winchester, 15 km from The Mayflower Theatre, 16 km from Southampton Guildhall, as well as 17 km from Southampton Cruise Terminal.

  • Birdsong Rural Winchester Twyford - 2BR, 5BR, 7BR - sleeps upto 16
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 4 reviews

    Birdsong Rural Winchester Twyford - 2BR, 5BR, 7BR - sleeps upto 16 is set in Winchester, 12 km from Ageas Bowl, 17 km from The Mayflower Theatre, and 17 km from Southampton Guildhall.

  • The Manor House at Norton Park
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 1 review

    Located in Winchester, in a historic building, 20 km from Highclere Castle, The Manor House at Norton Park is a recently renovated holiday home with a garden and barbecue facilities.

  • Beggar's Lane Cottage
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 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.

    Easy to find, walking distance to town, very sweet property

  • Queens Road Rental - Winchester Accommodation
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 6 reviews

    Set in Winchester, 21 km from The Mayflower Theatre and 21 km from Southampton Guildhall, Queens Road Rental - Winchester Accommodation offers accommodation with free WiFi, a garden, and access to a...

    The location was excellent. The property was clean and tidy and a small provisions pack made available.

  • Avington Estate
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 11 reviews

    Boasting lake views, Avington Estate offers accommodation with water sports facilities, a fitness centre and free bikes, around 21 km from Jane Austen's House Museum.

    lovely location and friendly staff. beautiful apartment

  • Charming 4-Bed House in Winchester Free Parking
    7.3
    Scored 7.3
    Good
    Rated good
     · 3 reviews

    Offering a garden and garden view, Charming 4-Bed House in Winchester Free Parking is located in Winchester, 21 km from Southampton Guildhall and 23 km from Southampton Cruise Terminal.

  • The Old Sweet Shop
    7.0
    Scored 7.0
    Good
    Rated good
     · 1 review

    The Old Sweet Shop, a property with a garden, is situated in Winchester, 18 km from Southampton Guildhall, 20 km from Southampton Cruise Terminal, as well as 23 km from Ageas Bowl.

  • 59 Bar End Road

    Set 20 km from The Mayflower Theatre, 59 Bar End Road offers accommodation with free WiFi and free private parking.

  • Little Hampden
    Central location

    Offering quiet street views, Little Hampden is an accommodation set in Winchester, 14 km from Southampton Guildhall and 15 km from Southampton Cruise Terminal.

  • 4 Bed in Redlynch 82799

    Set in Winchester and only 19 km from Salisbury Cathedral, 4 Bed in Redlynch 82799 offers accommodation with garden views, free WiFi and free private parking.

FAQ about holiday homes in Winchester






Holiday homes that guests love in Winchester

  • Avg. price/night: £170.10
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 4,359 reviews
    The room was very clean and well appointed, with a big bathroom with bath, although for all the space, I have jumpers bigger than that shower cubical. Self-serve breakfast was a highlight - the choice was excellent. Location is just around the corner from the centre of the city - so perfect. It was also a quiet hotel, so I had a great sleep.
    Russell
    Solo traveller
  • 8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 93 reviews
    Great location and very clean
    Christine
    Group
  • Avg. price/night: £95
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 1,424 reviews
    Breakfast was very good and the rooms very clean
    Raymond
    Group
  • 8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 244 reviews
    Very clean , great bed, close to city center, great bathroom
    L
    Young couple
  • Avg. price/night: £170.10
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 4,359 reviews
    Staff were amazing and really accommodating. Beautiful gardens and fabulous comfy room. Very clean and obvious cared for. Slept really well and woke refreshed.
    Tay
    Young couple
  • Avg. price/night: £211.65
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 1,047 reviews
    Beautiful room, very clean, lovely leafy outlook, excellent lounge bar as well.
    Jane
    Young couple
  • Avg. price/night: £83
    6.7
    Scored 6.7
    Pleasant
    Rated pleasant
     · 3,569 reviews
    The staff were excellent and very friendly. The hotel rooms are a little bit jaded, but very clean and comfortable. The location was brilliant. Next door to the cathedral and within easy walking distance of the town centre. I would definitely stay again.
    Steve
    Young couple
  • 9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 42 reviews
    Fantastic location, Julia is a wonderful host. Incredibly accommodating. She also left us some lovely welcome snacks on arrival. The penthouse has everything you need, very clean and had everything you needed for a fabulous stay,
    joanne
    Family with young children
  • 9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 10 reviews
    I have stay in a lot of holiday homes and one was by far the best. High spec and accommodating hosts.
    Brian
    People with friends
  • 9.0
    Scored 9.0
    Superb
    Rated superb
     · 4 reviews
    Everything was wonderful. Feels like home, it was very clean and comfortable. Additionally the landlady was too sweet and caring. This holiday home is surely one of the best place to stay in Winchester. Will miss this place alot as it was such a beautiful place to stay. Thank you Miss.Lund for everything during our stay :)
    Evanglin
    Solo traveller

Research, refine and make plans for your whole trip