List your home
Apply filters
£ to

Holiday homes 15

Reset search

Show results on map

Filter your search

Price per night

Price per night

£ to per night

Bedrooms

Location

  • England Clear
  • Hampshire Clear
  • Winchester Clear

Location

  • All locations
  • Pitt (2)
  • St Cross (1)
  • Twyford (1)

more +

less -

Also consider

Cornwall
2,983 properties
Greater London
941 properties
Cumbria / Lake District
940 properties
Devon
2,810 properties
Central England / Cotswolds
940 properties
Dorset
819 properties
Isle of Wight
507 properties
Peak District / Derbyshire
460 properties
Somerset
610 properties
Kent
557 properties
Sussex
770 properties
Norfolk
1,023 properties
Isle of Man
11 properties
Northumberland
640 properties
Yorkshire / Yorkshire Dales
1,496 properties
Coastal Cottages
222 properties
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
15 Results   |  

from £90 / night

£630 - £1155 / week

View

Very Good 4.5/5 

16 Photos

Winchester / St Cross

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £90 / night

£630 - £1155 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
The apartment situated in prestigious area close to City centre/station. Very high standard, two double bedrooms with private bath/shower rooms, spacious sitting room, with lovely views over Winchester. Plentiful parking plus lockable garage. Your private hotel! We welcome international guests, to enjoy a stay in 'Jane Austen' country with excellent links to London.  …see more

from £115 / night

£800 - £875 / week

View

Very Good 4.5/5 

21 Photos

Hampshire / Winchester

Cottage / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £115 / night

£800 - £875 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
Comfortable, newly fitted out cottage sleeping 4 in two bedrooms - a twin and a double. There is an upstairs bathroom with a bath and overhead shower. Fully fitted kitchen/dining room and cosy sitting room downstairs. Quietly located in Winchester city centre. Easy walk to train and bus stations, so car not essential  …see more

from £75 / night

£525 - £909 / week

View

Excellent 5/5 

24 Photos

Hampshire / Winchester

Bungalow / 2 Bedrooms / sleeps 4

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £75 / night

£525 - £909 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Luxury 4 Star holiday accommodation in Winchester close to local amenities with hot tub, gymnasium & table tennis, up to 2 bedrooms and 2 bathrooms, lounge, fully equipped kitchen, free WiFi, safe, secluded gardens, bbq and off road parking. Accommodation caters for 1-4 guests. Minimum 2 night stay, discounts available for longer stays.  …see more

Featured properties

from £100 / night

£700 - £800 / week

View

Very Good 4.5/5 

16 Photos

Hampshire / Winchester

Penthouse / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £100 / night

£700 - £800 / week

View

Key info:

  • Ask owner if suitable for children
  • Car not necessary
  • No pets allowed
The penthouse has luxurious furnishings throughout, with two double or twin bedrooms, a large open-plan living room, dining area and sun-lit kitchen due to the large sky-light window. Parking is offered to all guests, however 'Sky is located right in the city centre.  …see more

from £50 / night

£350 - £370 / week

View

Excellent 5/5 

18 Photos

Hampshire / Winchester

Log cabin / 1 Bedroom / sleeps 2

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £50 / night

£350 - £370 / week

View

Key info:

  • Suitable for children over 5
  • Car not necessary
  • No pets allowed
Beautiful, self contained, wood clad cabin. Rustic, boat like appearance from the outside, clean modern appearance inside with all you need for a pleasant, comfortable stay. Includes kitchenette, sofas, beds, TV, wireless internet, shower room and toilet. ***We also provide a car hire service - just look up "easy car club" or please ask for more information***  …see more

from £158 / night

£1100 - £1500 / week

View

17 Photos

Hampshire / Winchester

House / 3 Bedrooms / sleeps 6

2 Nights min stay

Add to shortlist

from £158 / night

£1100 - £1500 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
High comfort contemporary self-catering house in the heart of Winchester. Offering free Wifi throughout and free off-road parking. Restaurants, bars and shops all within less than 2 minutes walking distance.  …see more

from £140 / night

£980 / week

View

9 Photos

Hampshire / Winchester

Apartment / 3 Bedrooms / sleeps 5

3 Nights min stay

Add to shortlist

from £140 / night

£980 / week

View

Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Stunning contemporary apartment in central Winchester, sleeping 5. Newly refurbished to an extremely high standard and just minutes from the town centre and train station it is in an ideal location for exploring the historic town and the surrounding countryside. Winchester is packed with historic buildings, monuments and musuems - all within a short walking distance.  …see more

from £93 / night

£645 - £1049 / week

View

Very Good 4.5/5 

10 Photos

Winchester / Pitt

Log cabin / 3 Bedrooms / sleeps 6

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £93 / night

£645 - £1049 / week

View

Key info:

  • Nearest beach 20 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Award winning 3 bedroom, 2 bathroom, five star, authentic, Norwegian log cabins some with the added lluxury of Hot Tubs. Set in quiet and peaceful surroundings on the edge of the beautiful South Downs Way just 3 miles from the historic City Centre of Winchester.  …see more

from £95 / night

£660 - £770 / week

View

Excellent 5/5 

8 Photos

Hampshire / Winchester

Apartment / 2 Bedrooms / sleeps 5

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £95 / night

£660 - £770 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
The property is furnished to a high standard Adjacent covered parking Open plan L-shaped kitchen, dining and lounge area Power shower King sized Hypnos bed Second bedroom trio bunk bed for 3 children or 2 adults Gas fired central heating with hot water storage Free WiFi All linen and bedding provided No smoking No pets Mains smoke detectors Two night breaks  …see more

from £83 / night

£575 - £980 / week

View

Excellent 5/5 

10 Photos

Winchester / Pitt

Log cabin / 2 Bedrooms / sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £83 / night

£575 - £980 / week

View

Key info:

  • Nearest beach 20 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Award winning 2 bedroom, 2 bathroom, five star, authentic, Norwegian log cabins some with the added lluxury of Hot Tubs. Set in quiet and peaceful surroundings on the edge of the beautiful South Downs Way just 3 miles from the historic City Centre of Winchester.  …see more

from £84 / night

£585 - £600 / week

View

Very Good 4/5 

19 Photos

Hampshire / Winchester

Apartment / 1 Bedroom / sleeps 4

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £84 / night

£585 - £600 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Apartment quietly situated in the centre of Winchester. Patio doors onto communial garden area. Parking provided. Walking distance to all historical sites of Winchester, bars, restaurants, shops. Apartment suitable for 4 Other larger properties available please ask  …see more

from £108 / night

£750 / week

View

Very Good 4/5 

21 Photos

Twyford / Twyford

Cottage / 2 Bedrooms / sleeps 4

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £108 / night

£750 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Beautiful 4 star historic cottage located just 5 minutes drive from Winchester. walking distance to village pubs and shop, bus stops and station. Free wi fi and parking provided. Quiet location with sunny garden Riverside walks or cycle route into Winchester New this year is a garden room, giving extra space for quiet study or work, or for children to play .  …see more

from £93 / night

£650 - £700 / week

View

8 Photos

Hampshire / Winchester

Barn / 1 Bedroom / sleeps 2

2 Nights min stay

Add to shortlist

from £93 / night

£650 - £700 / week

View

Key info:

  • Ask owner if suitable for children
  • Car not necessary
  • No pets allowed
A designer lodging tucked away in the heart of Historic Winchester, a stroll away from the Cathedral and renowned gastro delights. Perfect for enjoying a short break in the city!  …see more

from £165 / night

£1150 / week

View

18 Photos

Hampshire / Winchester

House / 2 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £165 / night

£1150 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Unique stylish contemporary holiday home filled with light from windows on all sides. Off street parking available, but train station short walk away, so car not essential. Comfortable home from home accommodation for a family . Winchester is a city with much to offer its visitors - historic sites, great bars and restaurants, walks etc  …see more

from £79 / night

£550 - £750 / week

View

13 Photos

Hampshire / Winchester

Apartment / 1 Bedroom / sleeps 3

1 night min stay

Add to shortlist

from £79 / night

£550 - £750 / week

View

Key info:

  • Ask owner if suitable for children
  • No pets allowed
  • Private garden
An exquisite house in an enchanting location. Bakers View is the perfect pied-à-terre in the cultural centre of Medieval Winchester. Bakers View, sleeps 2+1 in one bedroom with downstairs living space and kitchen and loft snug with a double sofa bed.  …see more

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page