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The best holiday homes in Winchester

Check out our pick of great holiday homes in Winchester

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

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Situated in Winchester, 20 km from The Mayflower Theatre and 20 km from Southampton Guildhall, 3 Bed Stunning Design Townhouse, Central Winchester, Spacious! Great for Families with Free Parking - Sleeps 7 - By Blue Puffin Stays features accommodation with free WiFi in a historic building. With garden views, this accommodation provides a terrace. Outdoor seating is also available at the holiday home.

We had a wonderful stay! The property itself was absolutely beautiful. Finding parking was a breeze, with on-street options readily available and nearby car parks for additional convenience. The true highlight was just how comfortable the property felt. We thoroughly enjoyed our stay and would highly recommend to anyone looking for a comfortable and stylish place to stay.

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10
Exceptional
5 reviews
Price from
£378.50
per night

This holiday home has 3 bedrooms, a kitchen with an oven and a toaster, a flat-screen TV, a seating area and 1 bathroom fitted with a bath. Towels and bed linen are offered in the holiday home. The property has an outdoor dining area.

Spacious home. Perfect location. Quiet.

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9.3
Superb
51 reviews
Price from
£203.90
per night

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 property features city and inner courtyard views, and is 20 km from Southampton Guildhall. Outdoor dining is also possible at the holiday home.

Lovely property, very well maintained.

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9.5
Exceptional
29 reviews
Price from
£330.45
per night

The spacious holiday home comes with 3 bedrooms, a flat-screen TV and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a fridge. Towels and bed linen are provided in the holiday home. The property has an outdoor dining area.

The property has everything we needed for a month long stay in Winchester - it was definitely a home away from home - so close to all Winchester has to offer

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9.2
Superb
28 reviews
Price from
£213
per night

The spacious holiday home features 3 bedrooms, 3 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a patio with river views. A private entrance leads guests into the holiday home, where they can enjoy some chocolates or cookies. The property has an outdoor dining area.

Prompt response when I requested access codes on the day of arrival. Washing machine for laundry.

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9.1
Superb
29 reviews
Price from
£213
per night

The spacious holiday home has 4 bedrooms, 3 bathrooms, bed linen, towels, a flat-screen TV, a dining area, a fully equipped kitchen, and a patio with garden views. For added privacy, the accommodation features a private entrance.

Amazing spacious place! Very clean and easy check in.

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9.4
Superb
38 reviews
Price from
£225.56
per night

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 property features inner courtyard and quiet street views, and is 25 km from Ageas Bowl. The property is non-smoking and is located 21 km from Southampton Cruise Terminal.

Facilities were fantastic, and the host was speedy and very helpful with entering the building. TV room was a great addition and ensured we had a great time at the venue. Easy access to the rest of the city and close by to lots of restaurants etc.

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9.6
Exceptional
9 reviews
Price from
£411.50
per night

The recently renovated holiday home is equipped with 2 bedrooms, a flat-screen TV with streaming services and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a toaster. A private entrance leads guests into the holiday home, where they can enjoy some wine or champagne and chocolates or cookies. There is also a seating area and a fireplace.

Location: just a few minutes walk to the centre, and most attractions Transport: close to train station The house is well decorated, and clean. The house is also well equipped, including kitchen. Thank you Julia for the video make everything is easily accessed. She also responded to my requests within minutes. Thanks again for perfecting my holiday in Winchester.

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9.6
Exceptional
15 reviews
Price from
£229
per night

The holiday home has 2 bedrooms, a TV, a fully equipped kitchen with a dishwasher and kitchenware, and 2 bathrooms with a shower. Towels and bed linen are offered in the holiday home. For added privacy, the accommodation features a private entrance.

Location is so central to the city centre while still being quiet and having car parking close to hand.

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9.9
Exceptional
9 reviews
Price from
£363
per night

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. Both free WiFi and parking on-site are available at the holiday home free of charge. The property is non-smoking and is located 21 km from Southampton Guildhall.

The house was well equipped with furnishings and the kitchen was well stocked with everything needed to cook meals. The end tables were perfect for everyone to have a table and footstools. The furnishings were comfortable as well.

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9.4
Superb
29 reviews
Price from
£300
per night

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!

  • 3 Bed Stunning Design Townhouse, Central Winchester, Spacious! Great for Families with Free Parking - Sleeps 7 - By Blue Puffin Stays
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 5 reviews

    Situated in Winchester, 20 km from The Mayflower Theatre and 20 km from Southampton Guildhall, 3 Bed Stunning Design Townhouse, Central Winchester, Spacious!

  • Millstream House
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 51 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
     · 28 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
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 38 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
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 9 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!

  • The Nestle House
    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.

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

  • Mallard Cottage
    Budget options available
    9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 9 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

  • Avington Estate
    Budget options available
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 10 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.

    The bed was super comfy, decor was beautiful. Had everything we needed

  • Riverside 3 Bed House
    Budget options available
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 13 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

  • Stylish 2-BR Central Location, Sleeps 6, Winchester - By Blue Puffin Stays
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 4 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

  • 2-BR Cosy Retreat, with Garden, central Winchester by Blue Puffin Stays
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 3 reviews

    Offering a garden and garden view, 2-BR Cosy Retreat, with Garden, central Winchester by Blue Puffin Stays is set in Winchester, 21 km from Southampton Guildhall and 22 km from Southampton Cruise...

  • 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 Old Brewery Boardroom - Winchester City Centre, Free Parking for 2 Cars, Sleeps 6
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 4 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.

  • 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
    7.8
    Scored 7.8
    Good
    Rated good
     · 5 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.

  • 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: £116.10
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 4,340 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
  • 8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 93 reviews
    Great location and very clean
    Christine
    Group
  • 8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 1,410 reviews
    Breakfast was very good and the rooms very clean
    Raymond
    Group
  • 8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 248 reviews
    Very clean , great bed, close to city center, great bathroom
    L
    Young couple
  • Avg. price/night: £116.10
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 4,340 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: £135.15
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 1,017 reviews
    Beautiful room, very clean, lovely leafy outlook, excellent lounge bar as well.
    Jane
    Young couple
  • Avg. price/night: £100
    6.7
    Scored 6.7
    Pleasant
    Rated pleasant
     · 3,577 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
     · 9 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

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