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Cottages in Winchester

Find the cottages that appeal to you the most

Top picks for Winchester hotels

Explore our most popular hotels in Winchester

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Squirrel's Leap

Winchester

Located in Winchester in the Hampshire region, Squirrel's Leap provides accommodation with free WiFi and free private parking.

P
Paul
From
United Kingdom
Great place very quiet area. Everything you need is in the house 🏠.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 7 reviews
Price from
US$740.89
1 night, 2 adults
Check availability

Hang Your Hat

Winchester

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.

M
Michael
From
Australia
Beautifully appointed townhouse just 10 minutes walk to the centre of Winchester.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 75 reviews
Price from
US$229.22
1 night, 2 adults
Check availability

Central Winchester Townhouse

Winchester

Set in Winchester in the Hampshire region, Central Winchester Townhouse features a patio. It is located 20 km from The Mayflower Theatre and offers private check-in and check-out.

L
Lindsay
From
United Kingdom
The property was of excellent standard . Really comfortable and felt like it was home from home. Extremely close to the town centre and anything that you would need are in walking distance .. the parking is very easy just literally across the road where there is a pay and display car park that leaves you with no concern as to where ur vehicle is . The beds are to die for so comfortable the bedding exceptional and the bathroom facilities were excellent . The decorating was such to a high standard and the fixtures and fitting were exceptional. The furniture was so comfortable from the beds down to the sofas in the living room and also a huge flat screen t.v .. was the best place I have stayed at and I will defiantly be returning and would 100% recommend to someone that would like a finer stay experience
Scored out of 10, guest rating 6.6
Pleasant - What previous guests thought, 16 reviews
Price from
US$364.05
1 night, 2 adults
Check availability

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...

N
Noodt
From
Norway
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.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 50 reviews
Price from
US$185.67
1 night, 2 adults
Check availability

Woodlands Cottage Farm

Wickham (Near Winchester)

Featuring garden views, Woodlands Cottage Farm offers accommodation with a garden and a terrace, around 15 km from Ageas Bowl. Guests can benefit from a patio and a picnic area.

R
Rupert
From
France
This is one of the very few establishments I would go back to without hesitation. It felt like home from home. Our host Jane was very welcoming and hospitable. Compared to the average B&B the room was huge with all the facilities you could possibly want including a grand piano.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 141 reviews
Price from
US$175.56
1 night, 2 adults
Check availability

Luxury 2-bed stay, Rooftop Terrace, Hot tub, By Cruise Terminal, Oxford Street

Southampton (Near Winchester)

Attractively located in the centre of Southampton, Luxury 2-bed stay, Rooftop Terrace, Hot tub, By Cruise Terminal, Oxford Street is a recently renovated holiday home, which features free WiFi, a...

M
Marie
From
United Kingdom
The property was very clean and was beautiful inside.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 8 reviews
Price from
US$570.35
1 night, 2 adults
Check availability

3 Bed Luxury Lodge

Sherfield English (Near Winchester)

3 Bed Luxury Lodge, a property with a garden, is located in Sherfield English, 21 km from Salisbury Cathedral, 21 km from The Mayflower Theatre, as well as 22 km from Southampton Guildhall.

G
Gill
From
United Kingdom
Great location, immaculately clean and very well equipped. Friendly helpful staff
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 9 reviews
Price from
US$303.38
1 night, 2 adults
Check availability

City Retreat 3 Bed House with King, Double and Single

Southampton (Near Winchester)

Offering a garden and quiet street view, City Retreat 3 Bed House with King, Double and Single is situated in Southampton, 1.3 km from Southampton Guildhall and 3 km from Southampton Cruise Terminal.

A
ANN
From
United Kingdom
Very clean and comfortable with more than expected and 10 minute walk from high street,excellent hosts
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 7 reviews
Price from
US$282.14
1 night, 2 adults
Check availability

5 Bed Luxury Townhouse with Hot Tub, Rooftop Terrace, Perfect for Groups, Near Cruise Terminal

Southampton (Near Winchester)

Conveniently set in the centre of Southampton, 5 Bed Luxury Townhouse with Hot Tub, Rooftop Terrace, Perfect for Groups, Near Cruise Terminal is a recently renovated holiday home, which provides free...

A
Aman
From
United Kingdom
Our group had a really enjoyable stay at this house. The host was really helpful and responsive, making sure everything was in place for our arrival. The house itself was spacious, clean, and well-equipped, with enough room for everyone to feel comfortable. We had everything we needed, from a fully stocked kitchen to ample seating areas. It was easy for everyone to relax and enjoy the space without feeling crowded. The beds were extremely comfortable too, plenty of space to accomodate larger groups or families. Overall, it was a great house for a group getaway, offering a comfortable and hassle-free experience. Highly recommended for anyone hosting a larger group.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 26 reviews
Price from
US$873.73
1 night, 2 adults
Check availability

3 Bedroom Brand New Whiteley Home with Hot Tub

Botley (Near Winchester)

Featuring a hot tub, 3 Bedroom Brand New Whiteley Home with Hot Tub is located in Botley.

G
Georgina
From
United Kingdom
Beautiful house with comfortable beds and nice furniture Garden is lovely too and the Hot Tub is amazing
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 6 reviews
Price from
US$404.50
1 night, 2 adults
Check availability
All cottages in Winchester

The best cottages in Winchester

Check out our pick of great cottages in Winchester

Show hotels on map

Filter by:

Review score

Squirrel's Leap

Winchester

Located in Winchester in the Hampshire region, Squirrel's Leap provides accommodation with free WiFi and free private parking.

P
Paul
From
United Kingdom
Great place very quiet area. Everything you need is in the house 🏠.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 7 reviews
Price from
US$740.89
1 night, 2 adults
Check availability

Hang Your Hat

Winchester

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.

M
Michael
From
Australia
Beautifully appointed townhouse just 10 minutes walk to the centre of Winchester.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 75 reviews
Price from
US$229.22
1 night, 2 adults
Check availability

Central Winchester Townhouse

Winchester

Set in Winchester in the Hampshire region, Central Winchester Townhouse features a patio. It is located 20 km from The Mayflower Theatre and offers private check-in and check-out.

L
Lindsay
From
United Kingdom
The property was of excellent standard . Really comfortable and felt like it was home from home. Extremely close to the town centre and anything that you would need are in walking distance .. the parking is very easy just literally across the road where there is a pay and display car park that leaves you with no concern as to where ur vehicle is . The beds are to die for so comfortable the bedding exceptional and the bathroom facilities were excellent . The decorating was such to a high standard and the fixtures and fitting were exceptional. The furniture was so comfortable from the beds down to the sofas in the living room and also a huge flat screen t.v .. was the best place I have stayed at and I will defiantly be returning and would 100% recommend to someone that would like a finer stay experience
Scored out of 10, guest rating 6.6
Pleasant - What previous guests thought, 16 reviews
Price from
US$364.05
1 night, 2 adults
Check availability

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...

N
Noodt
From
Norway
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.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 50 reviews
Price from
US$185.67
1 night, 2 adults
Check availability

Woodlands Cottage Farm

Wickham (Near Winchester)

Featuring garden views, Woodlands Cottage Farm offers accommodation with a garden and a terrace, around 15 km from Ageas Bowl. Guests can benefit from a patio and a picnic area.

R
Rupert
From
France
This is one of the very few establishments I would go back to without hesitation. It felt like home from home. Our host Jane was very welcoming and hospitable. Compared to the average B&B the room was huge with all the facilities you could possibly want including a grand piano.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 141 reviews
Price from
US$175.56
1 night, 2 adults
Check availability

Luxury 2-bed stay, Rooftop Terrace, Hot tub, By Cruise Terminal, Oxford Street

Southampton (Near Winchester)

Attractively located in the centre of Southampton, Luxury 2-bed stay, Rooftop Terrace, Hot tub, By Cruise Terminal, Oxford Street is a recently renovated holiday home, which features free WiFi, a...

M
Marie
From
United Kingdom
The property was very clean and was beautiful inside.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 8 reviews
Price from
US$570.35
1 night, 2 adults
Check availability

3 Bed Luxury Lodge

Sherfield English (Near Winchester)

3 Bed Luxury Lodge, a property with a garden, is located in Sherfield English, 21 km from Salisbury Cathedral, 21 km from The Mayflower Theatre, as well as 22 km from Southampton Guildhall.

G
Gill
From
United Kingdom
Great location, immaculately clean and very well equipped. Friendly helpful staff
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 9 reviews
Price from
US$303.38
1 night, 2 adults
Check availability

City Retreat 3 Bed House with King, Double and Single

Southampton (Near Winchester)

Offering a garden and quiet street view, City Retreat 3 Bed House with King, Double and Single is situated in Southampton, 1.3 km from Southampton Guildhall and 3 km from Southampton Cruise Terminal.

A
ANN
From
United Kingdom
Very clean and comfortable with more than expected and 10 minute walk from high street,excellent hosts
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 7 reviews
Price from
US$282.14
1 night, 2 adults
Check availability

5 Bed Luxury Townhouse with Hot Tub, Rooftop Terrace, Perfect for Groups, Near Cruise Terminal

Southampton (Near Winchester)

Conveniently set in the centre of Southampton, 5 Bed Luxury Townhouse with Hot Tub, Rooftop Terrace, Perfect for Groups, Near Cruise Terminal is a recently renovated holiday home, which provides free...

A
Aman
From
United Kingdom
Our group had a really enjoyable stay at this house. The host was really helpful and responsive, making sure everything was in place for our arrival. The house itself was spacious, clean, and well-equipped, with enough room for everyone to feel comfortable. We had everything we needed, from a fully stocked kitchen to ample seating areas. It was easy for everyone to relax and enjoy the space without feeling crowded. The beds were extremely comfortable too, plenty of space to accomodate larger groups or families. Overall, it was a great house for a group getaway, offering a comfortable and hassle-free experience. Highly recommended for anyone hosting a larger group.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 26 reviews
Price from
US$873.73
1 night, 2 adults
Check availability

3 Bedroom Brand New Whiteley Home with Hot Tub

Botley (Near Winchester)

Featuring a hot tub, 3 Bedroom Brand New Whiteley Home with Hot Tub is located in Botley.

G
Georgina
From
United Kingdom
Beautiful house with comfortable beds and nice furniture Garden is lovely too and the Hot Tub is amazing
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 6 reviews
Price from
US$404.50
1 night, 2 adults
Check availability
All cottages in Winchester

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.

Most booked cottages in Winchester and surroundings in the past month

See all

Popular with guests booking cottages in Winchester

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 3 reviews

Popular with guests booking cottages in Winchester

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 8 reviews

Popular with guests booking cottages in Winchester

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 63 reviews

Popular with guests booking cottages in Winchester

Scored out of 10, guest rating 6.6
Pleasant - What previous guests thought, 16 reviews

Popular with guests booking cottages in Winchester

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

Popular with guests booking cottages in Winchester

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 65 reviews

Popular with guests booking cottages in Winchester

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 75 reviews

Popular with guests booking cottages in Winchester

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 32 reviews

Popular with guests booking cottages in Winchester

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

Popular with guests booking cottages in Winchester

Scored out of 10, guest rating 7.5
Good - What previous guests thought, 38 reviews

These cottages in Winchester and nearby have options with free cancellation

Charming Mews House in Historic Winchester

Winchester
Free cancellation options available
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 4 reviews

Offering a garden and city view, Charming Mews House in Historic Winchester is set in Winchester, 20 km from Southampton Guildhall and 21 km from Southampton Cruise Terminal.

South House

Winchester
Free cancellation options available
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 10
Exceptional - What previous guests thought, 1 review

Two Bedroom House in the Heart of Winchester, a property with a garden, is situated in Winchester, 21 km from The Mayflower Theatre, 21 km from Southampton Guildhall, as well as 22 km from Southampton...

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 8.9
Fabulous - What previous guests thought, 8 reviews

Offering a terrace and quiet street view, 2-Bedroom Stunning, Chic, Spacious & Stylish Retreat, Central Winchester, Free On-Street Parking, Sleeps 6, Pet-Friendly - by Blue Puffin Stays is set in...

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 24 reviews

Hyde Brewery House - 2 bedroom house with parking is set in Winchester, 22 km from Southampton Guildhall, 23 km from Southampton Cruise Terminal, as well as 27 km from Jane Austen's House Museum.

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 24 reviews

Housed in a historic building, the recently renovated The Old Brewery Boardroom - Winchester City Centre - Unique Property - Free Parking - Sleeps 6 - by XPlus Stays offers accommodation with a garden...

House in historic Winchester

Winchester
Free cancellation options available
Scored out of 10, guest rating 7.5
Good - What previous guests thought, 38 reviews

House in historic Winchester, a property with a garden, is situated in Winchester, 22 km from The Mayflower Theatre, 22 km from Southampton Guildhall, as well as 23 km from Southampton Cruise Terminal...

Enjoy breakfast in Winchester and nearby

Hang Your Hat

Winchester
Breakfast options
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.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2 reviews

Offering garden views, Winchester City House is an accommodation situated in Winchester, 21 km from Southampton Guildhall and 22 km from Southampton Cruise Terminal.

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 19 reviews

The Loft Winchester is situated in Winchester, 21 km from The Mayflower Theatre, 21 km from Southampton Guildhall, and 22 km from Southampton Cruise Terminal.

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 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.

Set in Winchester in the Hampshire region, House - Sleeps 8 - Parking - Garden offers accommodation with free WiFi and free private parking.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Located in Winchester and only 19 km from The Mayflower Theatre, Charming 5-Bed Home with Garden and Parking provides accommodation with garden views, free WiFi and free private parking.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Situated in Pitt in the Hampshire region, Stanmore House - Winchester features a patio. This property offers access to a terrace and free private parking.

Travelling by car? These cottages in Winchester and nearby offer free parking

Located in Weeke in the Hampshire region, Saxon Lodge, Luxury Retreat in Winchester, HotTub!

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$217.93 per night
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 8 reviews

Birdsong Rural Winchester Twyford - 2BR, 5BR, 7BR - sleeps upto 14 is set in Winchester, 12 km from Ageas Bowl, 17 km from The Mayflower Theatre, and 17 km from Southampton Guildhall.

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 1 review

Located 28 km from Jane Austen's House Museum, 28 km from Highclere Castle and 31 km from Utilita Bowl, Spacious 4 Bed House in Winchester with Parking and Garden features accommodation set in...

Offering garden views, Park Farm Cottages is an accommodation situated in Itchen Abbas, 20 km from Jane Austen's House Museum and 27 km from Ageas Bowl.

Scored out of 10, guest rating 6.0
Pleasant - What previous guests thought, 1 review

Set in Otterbourne and only 10 km from Ageas Bowl, Piping House 4bedroom offers accommodation with quiet street views, free WiFi and free private parking.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 3 reviews

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.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 3 reviews

Lovington Barn, a property with a garden, is situated in Ovington, 25 km from Ageas Bowl, 29 km from The Mayflower Theatre, as well as 29 km from Southampton Guildhall.

FAQ about cottages in Winchester

Cottages that guests love in Winchester

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Hang Your Hat

Cottage in Winchester
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 75 reviews
Lovely cottage very close to the centre of Winchester. A cosy place in a quiet street with a well equipped kitchen and decent sized rooms.
Guest review by
Mark
Young couple

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