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25 Holiday homes in Winchester

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25 Results  |  
24 Photos

Bungalow | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

2 Nights min stay

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from £104 /night

£725 - £849 / week

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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 & table tennis, 2 bedrooms, 2 bathrooms, lounge, fully equipped kitchen, free WiFi, safe, gardens, bbq, off road parking & electrical hook-up facility for motor home/caravan Flexible accommodation catering for 1 - 4 guests. Minimum 2 night stay.  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

3 Nights min stay

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from £95 /night

£665 - £1155 / week

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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

23 Photos

Cottage | 3 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £65 /night

£455 - £795 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Lovely self catering holiday cottage with beautiful countryside views near cathedral cities of Winchester and Salisbury, great venue to explore the South Coast and direct access onto bridleways offering miles of lovely forest walks or horse riding. Lovely Welcome Pack including fresh coffee, tea bags, fresh milk, selection of other delicious goodies.  …see more

Featured properties

18 Photos

Log cabin | 1 Bedroom | sleeps 2

Excellent 5/5 

1 night min stay

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from £43 /night

£300 - £350 / week

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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

21 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £122 /night

£850 / week

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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

10 Photos

Cottage | 2 Bedrooms | sleeps 4

1 night min stay

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from £93 /night

£650 / week

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Key info:

  • Ask owner if suitable for children
  • No pets allowed
  • Private garden
Traditional cottage in one of the best streets in Winchester  …see more

27 Photos

Cottage | 1 Bedroom | sleeps 2

Excellent 5/5 

3 Nights min stay

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from £57 /night

£397 - £662 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Peacefully situated on a 4 acre smallholding in the depths of the Hampshire countryside, yet only 7 miles from Winchester, The Stables provide exceptionally well thought-out, beautifully presented accommodation.  …see more

10 Photos

Log cabin | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £57 /night

£399 - £980 / week

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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

8 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

2 Nights min stay

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from £95 /night

£660 - £770 / week

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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

10 Photos

Log cabin | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £63 /night

£440 - £1049 / week

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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

18 Photos

House | 2 Bedrooms | sleeps 6

Good 3.5/5 

3 Nights min stay

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from £136 /night

£950 - £1150 / week

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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

16 Photos

Apartment | 1 Bedroom | sleeps 4

Good 3.5/5 

3 Nights min stay

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from £84 /night

£585 / week

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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 2 adults or 2 adults and 2 children. Other larger properties available please ask  …see more

21 Photos

Cottage | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £93 /night

£650 / week

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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

8 Photos

Barn | 1 Bedroom | sleeps 2

Short stays welcome

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from £93 /night

£650 - £700 / week

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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

8 Photos

House | 3 Bedrooms | sleeps 5

1 night min stay

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from £68 /night

£475 - £675 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
A convenient residence within a stroll of the centre of Historic Winchester, a functional spacious base from which to access the city for work or pleasure.  …see more

17 Photos

House | 5 Bedrooms | sleeps 10

Min stay varies

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Pricing unknown

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Key info:

  • Nearest beach 15 km
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Perfect Hampshire holiday home location between Winchester & Southampton overlooking a Nature Reserve. Stunning 5 bed, 4 bath house with 3 spacious sun terraces and glorious three-quarters of an acre south facing garden with natural woodland. Fabulous views. Sleeps 10.  …see more

14 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £36 /night

£249 - £868 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This detached former barn, located amongst rolling countryside, has been thoughtfully renovated to provide a relaxing and peaceful base. Alresford, 2½ miles, is the perfect place for strolling, and has many historical features worth a visit including old Alresford Po...  …see more

10 Photos

House | 2 Bedrooms | sleeps 2

3 Nights min stay

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from £136 /night

£950 - £990 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Charming romantic bolt hole in the heart of the beautiful medieval city of Winchester. Ideal for a peaceful few days or as a base to explore with luxurious and comfortable accommodation and charming garden - the perfect spot!  …see more

20 Photos

Converted Chapel | 1 Bedroom | sleeps 2

3 Nights min stay

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from £72 /night

£500 - £843 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Deep in the Hampshire countryside, yet only about 6 miles from the historic cathedral city of Winchester, this former Methodist chapel provides accommodation to a very high specification.  …see more

20 Photos

Cottage | 1 Bedroom | sleeps 2

3 Nights min stay

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from £72 /night

£500 - £843 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
A luxury apartment at Avington Park, once described by the historian, William Cobbett as "one of the prettiest houses in the County." Situated in the beautiful Itchen Valley, 4 miles from the cathedral city of Winchester.  …see more

15 Photos

House | 1 Bedroom | sleeps 2

1 night min stay

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from £58 /night

£405 - £630 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
The Calf pen is an adorable open plan barn conversion hidden away from the rest of the world amongst the stunning Hampshire countryside all within easy reach of the cathedral city of Winchester  …see more

11 Photos

House | 1 Bedroom | sleeps 2

1 night min stay

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from £43 /night

£295 - £395 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
A compact and well presented, studio apartment set amongst the Hampshire countryside, located just a few miles from Winchester city centre. Ideal for short lets or the independent business traveller.  …see more

9 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £43 /night

£295 - £395 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
A delightful purpose-built self-catering studio apartment set in a quiet farm location, within walking distance of the village centre, only four miles from the City Of Winchester.  …see more

11 Photos

Cottage | 3 Bedrooms | sleeps 6

Short stays welcome

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from £140 /night

£975 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
Holiday Cottage in Hampshire, self catering holiday accommodation in Hampshire, Holiday cottage, rural accommodation, Hampshire, England, accommodation near Winchester, relocation accommodation, self-catering accommodation for families  …see more

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £55 /night

£380 - £973 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This lovely listed 17th-century thatched cottage has its own garden and is set at the end of the village green in friendly Old Alresford (with shops and pub/restaurant within walking distance). It is spacious, attractively furnished and well equipped – a romantic and...  …see more

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