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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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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
£297.15
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 location was fabulous. Easy to get to the centre of things.

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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.

Everything!! The house was situated 20 minutes from the town centre, a lovely walk along the river.

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9.4
Superb
38 reviews
Price from
£224.33
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
8 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.

I loved everything about the property! It was my first time staying in Winchester and this cozy cottage was the perfect pick for us! I rented it for my husband and our two granddaughters that live nearby. Julia, the owner and host was helpful at every turn. She was over the top accommodating! The cottage was impeccably clean and tidy and stocked full of everything a traveler would need. The beds were very comfortable with great linens. The location of the Nestle House was walking distance to the Cathedral, shopping and any food preferences you might have. We were so happy we found this spot!

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9.6
Exceptional
14 reviews
Price from
£239
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.

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

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9.4
Superb
29 reviews
Price from
£272.57
per night

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 fireplace. Winchester city centre is a 5-minute walk from the holiday home and features a historic cathedral and award-winning restaurants and pubs nestled within the oldest high street in England.

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

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9.7
Exceptional
97 reviews
Price from
£180
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.
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Most booked holiday homes in Winchester this month

Enjoy breakfast in Winchester!

  • 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
     · 8 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
     · 14 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
    Breakfast options
    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.

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

  • 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
     · 97 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
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 7 reviews

    Set in Winchester, 21 km from Jane Austen's House Museum, Avington Estate offers accommodation with water sports facilities, free private parking, a fitness centre and free bikes.

  • 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.

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

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

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

FAQ about holiday homes in Winchester







Holiday homes that guests love in Winchester

  • Avg. price/night: £129.60
    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
     · 95 reviews
    Great location and very clean
    Christine
    Group
  • Avg. price/night: £95
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 1,405 reviews
    Breakfast was very good and the rooms very clean
    Raymond
    Group
  • 8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 250 reviews
    Very clean , great bed, close to city center, great bathroom
    L
    Young couple
  • Avg. price/night: £129.60
    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
     · 1,010 reviews
    Beautiful room, very clean, lovely leafy outlook, excellent lounge bar as well.
    Jane
    Young couple
  • Avg. price/night: £91
    6.7
    Scored 6.7
    Pleasant
    Rated pleasant
     · 3,576 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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