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The 10 Best Cottages in Winchester, UK

Check out our pick of great cottages in Winchester

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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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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.

Tastefully and beautifully furnished, this is a stunning home and the owner Mike was so great to deal with. The kitchen is particularly well equipped -name any gadget and you’ll find it here, along with a couple of surprises in the fridge! The patio is particularly attractive with a table and chairs, and there is a small pretty garden with a bench in a sunny spot. The bedding is of a very high quality and extremely comfortable. My favourite room was probably the study which has attractive furniture, books to browse and another little surprise. But I won’t tell you what it is…you must go and see for yourself!

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9.8
Exceptional
98 reviews
Price from
£170
per night

Featuring river views, Riverside 3 Bed House provides accommodation with a garden and a patio, around 21 km from Southampton Guildhall. The property features garden and city views, and is 22 km from Southampton Cruise Terminal. Free WiFi is available throughout the property and The Mayflower Theatre is 21 km away.

Firstly convenient for Winchester, parking 2mins away, loved the view of river at the bottom of the garden.

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9
Superb
9 reviews
Price from
£213
per night

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, as well as 25 km from Ageas Bowl. This property offers access to a patio, free private parking and free WiFi. The property is non-smoking and is set 20 km from The Mayflower Theatre.

A lovely house, very well located, well furnished and very cleaned. We had a wonderful time and will come back.

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9.2
Superb
12 reviews
Price from
£357.75
per night

Boasting river views, Millstream House features accommodation with a garden and a patio, around 21 km from The Mayflower Theatre. This property offers access to a terrace, free private parking and free WiFi. The property is non-smoking and is situated 21 km from Southampton Guildhall.

Spacious home. Perfect location. Quiet.

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9.4
Superb
42 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.

The house is in an excellent locations and has the benefit of off road parking which is rare in Winchester. The House was exceptionally tidy, warm and extremely comfortable. And the hosts were very helpful and communicative before and during our stay. All in all, and excellent place to stay and one we would highly recommend.

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9.6
Exceptional
27 reviews
Price from
£229
per night

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. The property features river and garden views, and is 21 km from Southampton Guildhall. Free WiFi is available throughout the property and The Mayflower Theatre is 21 km away.

The location was fabulous. Easy to get to the centre of things.

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9.2
Superb
26 reviews
Price from
£213
per night

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. The property has garden and city views, and is 25 km from Ageas Bowl. The property is non-smoking and is located 22 km from Southampton Cruise Terminal.

The property was lovely 😊 we were so pleased with had everything we needed and in a great location for us.

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9.2
Superb
24 reviews
Price from
£213
per night

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. It is situated 21 km from The Mayflower Theatre and offers private check-in and check-out. There is a sun terrace and guests can make use of free WiFi and free private parking.

Amazing spacious place! Very clean and easy check in.

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9.4
Superb
37 reviews
Price from
£221.87
per night

The spacious holiday home is equipped with 4 bedrooms, 4 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a terrace with city views. Guests can take in the ambience of the surroundings from an outdoor dining area or keep themselves warm by the fireplace on colder days. For added privacy, the accommodation features a private entrance.

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
£368
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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9.5
Exceptional
12 reviews
Price from
£219
per night

Looking for a cottage?

Cottages are perfect for travellers who enjoy feeling cosy and independent in the countryside. Usually small, traditionally built houses, cottages spread across one or two floors, making them great for families, or holidays with a little more privacy.
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Most booked cottages in Winchester this month

Enjoy breakfast in Winchester!

  • Hang Your Hat
    Breakfast options
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 100 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

  • Riverside 3 Bed House
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 9 reviews

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

    Excellent location, beautifully fitted out, spotlessly clean.

  • Family home in Hampshire - Sleeps up to 9 people with 3 parking spaces
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 12 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.

  • Millstream House
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 42 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
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 27 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
     · 26 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
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 24 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
     · 37 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.

These cottages in Winchester have options with FREE cancellation

  • No2 St Peters Street
    Free cancellation options available
    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
    Free cancellation options available
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 12 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
    Free cancellation options available
    9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 9 reviews

    Mallard Cottage, a property with a garden, is situated in Winchester, 25 km from Ageas Bowl, 26 km from Jane Austen's House Museum, as well as 34 km from Highclere Castle.

    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

  • South House
    Free cancellation options available
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 86 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
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 6 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...

  • Queens Road Rental - Winchester Accommodation
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 8 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...

    Large well decorated room,lovely en-suite. Access to the garden.Parking just outside.

  • Beggar's Lane Cottage
    Free cancellation options available
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 67 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.

    Location, cosiness, the courtyard, comfortable beds.

Travelling by car? These cottages in Winchester offer free parking!

  • 79 Tower
    Free parking
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 9 reviews

    Featuring a garden, 79 Tower offers accommodation in Winchester with free WiFi and garden views. It is situated less than 1 km from Winchester Cathedral and provides a concierge service.

    Alles top. Sehr wohnlich, man fühlt sich sofort wohl.

  • 2-BR Cosy Retreat, with Garden, central Winchester by Blue Puffin Stays

    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...

  • 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

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

  • The Old Brewery Boardroom - Winchester City Centre, Free Parking for 2 Cars, Sleeps 6
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 3 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.

  • 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.

  • Charming Winchester Retreat
    4.0
    Scored 4.0
    Disappointing
    Rated disappointing
     · 3 reviews

    Located 20 km from Southampton Guildhall, 21 km from Southampton Cruise Terminal and 24 km from Ageas Bowl, Charming Winchester Retreat provides accommodation situated in Winchester.

  • 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.

FAQ about cottages in Winchester






Cottages that guests love in Winchester

  • 9.0
    Scored 9.0
    Superb
    Rated superb
     · 42 reviews
    Gorgeous and cozy cottage. Amazingly thoughtful - milk, coffee, tea etc; washing up liquid - so perfect for a short stay.
    Suzanne
    Family with young children
  • 9.3
    Scored 9.3
    Superb
    Rated superb
     · 239 reviews
    The location was perfectly located for Winchester, and the setting in the grounds of the golf course was gorgeous. The lodge was beautiful, very comfortable and we all slept really well there. We loved being able to relax outside in the hot tub.
    Alison
    Group
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 12 reviews
    Lovely cosy cottage furnished to a very high standard. Comfy beds and pillows. Everything you could need.
    Dawn
    Family with young children
  • 9.3
    Scored 9.3
    Superb
    Rated superb
     · 239 reviews
    We had a very comfortable and happy stay! The property is very spacious and clean. The pictures online do not do justice. The lodge is gorgeous and very cozy. We had an amazing time at the hot tub as well.
    A
    Anonymous
    Family with young children
  • 9.3
    Scored 9.3
    Superb
    Rated superb
     · 239 reviews
    Stunning surroundings. Beautiful, clean Lodge with everything you could possibly need. Lovely private hot tub and outdoor seating area. Great location for new forest, peppa pig world, Winchester and more.
    Kristy
    Family with young children
  • 9.3
    Scored 9.3
    Superb
    Rated superb
     · 239 reviews
    Fantastic location and amenities - the lodge was very clean and peaceful. Spacious living room, kitchen and hot tub. Perfect for a weekend away in Winchester
    Chloe
    People with friends
  • Avg. price/night: £108
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 1,316 reviews
    Room was super clean spacious and well equipped with towels, Wi-Fi connection. Fresh and clean linen. Extremely friendly staff. Food was delicious. Breakfast was excellent. Surrounding countryside was charming and the whole venue very cozy.
    Charles
    Young couple
  • 8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 67 reviews
    We had a great stay in this characterful little cottage with modern amenities. Warm and cosy. Comfortable beds. The cottage is in a convenient location for strolling down the hill into town, with convenient parking just outside. The hosts live right nearby and were friendly and helpful.
    Antoinette
    People with friends
  • 8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 825 reviews
    Cosy comfortable and charming good food
    David
    Young couple
  • 8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 67 reviews
    Great location, very friendly hosts, tasteful, comfortable bedroom decor. Lovely furniture. Well equipped, new kitchen for a holiday cottage. On edge of town - very easy to get in. Also very easy to walk up hill into open countryside! Perfect!
    Lorna
    Young couple
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