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22 Holiday homes in Winchester

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22 Results  |  
24 Photos

Bungalow | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

2 Nights min stay

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from £122 /night

£848 - £1055 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Luxury holiday accommodation in Winchester close to local amenities. Includes hot tub, gym & table tennis, 2 bedrooms, 2 bathrooms, lounge/diner, fully equipped kitchen, free WiFi, safe, gardens, bbq, off road parking & electrical hook-up facility for motor home/caravan Minimum 2 night stay with flexible change over days & usually flexibility in check-in/out times  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £96 /night

£668 - £1188 / week

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Key info:

  • Suitable 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

18 Photos

Log cabin | 1 Bedroom | sleeps 2

Excellent 5/5 

1 night min stay

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from £46 /night

£318 - £340 / week

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Key info:

  • Suitable for over 5s only
  • 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

Featured properties

8 Photos

Cottage | 3 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £62 /night

£430 - £795 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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, biscuits or cake and other goodies!  …see more

18 Photos

House | 2 Bedrooms | sleeps 6

Good 3.5/5 

Short stays welcome

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from £165 /night

£1150 / week

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Key info:

  • Suitable 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

21 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £121 /night

£843 - £928 / week

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Key info:

  • Suitable 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

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:

  • Suitable 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

20 Photos

Lodge | 2 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £98 /night

£680 - £950 / week

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Key info:

  • Nearest beach 39 km
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
The unique Watercress Lodges & Campsite is a fantastic new self-catering holiday retreat overlooking the South Downs, situated only 3 miles from New Alresford and the River Itchen, nestled in the beautiful Hampshire countryside and next to the historic Watercress Line. The Lodges sleeps four in beds and has facility of two sleeping on the Sofa Bed.  …see more

16 Photos

Apartment | 1 Bedroom | sleeps 4

Good 3/5 

3 Nights min stay

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from £84 /night

£585 / week

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Key info:

  • Suitable 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 £108 /night

£750 / week

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Key info:

  • Suitable 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

20 Photos

Cottage | 1 Bedroom | sleeps 2

3 Nights min stay

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from £72 /night

£500 - £819 / week

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Key info:

  • Suitable 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

23 Photos

Cottage | 1 Bedroom | sleeps 2

3 Nights min stay

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from £57 /night

£397 - £644 / week

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Key info:

  • Suitable 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

17 Photos

Cottage | 1 Bedroom | sleeps 2

3 Nights min stay

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from £48 /night

£335 - £543 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Weston Farm Apartment is deep in the Hampshire countryside, a mile or so from Micheldever village, surrounded by an acre of garden and by 800 acres of arable farmland.  …see more

20 Photos

Converted Chapel | 1 Bedroom | sleeps 2

3 Nights min stay

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from £72 /night

£500 - £819 / 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 | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £79 /night

£547 - £895 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Combining period style and charm with a high degree of comfort, the accommodation at Cardew House is part of a Grade II listed house on the edge of the Georgian market town of Alresford.  …see more

10 Photos

House | 2 Bedrooms | sleeps 2

7 Nights min stay

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from £136 /night

£950 - £990 / week

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Key info:

  • Suitable 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

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:

  • Suitable 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

9 Photos

House | 1 Bedroom | sleeps 2

2 Nights min stay

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from £47 /night

£325 - £395 / week

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Key info:

  • Suitable 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

House | 1 Bedroom | sleeps 2

2 Nights min stay

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from £47 /night

£325 - £395 / week

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Key info:

  • Suitable 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

10 Photos

Log cabin | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £57 /night

£399 - £935 / week

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Key info:

  • Nearest beach 20 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
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

10 Photos

Log cabin | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £63 /night

£440 - £999 / week

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Key info:

  • Nearest beach 20 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
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

17 Photos

House | 5 Bedrooms | sleeps 10

Min stay varies

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from £215 /night

£1500 - £1850 / week

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Key info:

  • Nearest beach 15 km
  • Suitable 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