Walking holiday villas and apartments Winchester | Holiday Lettings

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20 Holiday homes

Filters applied: Walking holidays (20)

(20) Excellent 

1 / 8

1 Abbotts Court Mews - Winchester apartment sleeps 5

Hampshire / Winchester

2 5 2 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Child friendly ; Car not necessary; Air conditioning;
1 Abbotts Court Mews is a two bedroom luxury apartment which can accommodate up to five people. This architect designed property, built in 2005, uniquely provides a detached first floor apartment conveniently tucked away in a secluded location yet close to the city cent  …see more

from £110 / night

£690 - £770 / week

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from £110 / night

(7) Very Good 

1 / 21

Embessy Cottage, Winchester - Twyford cottage sleeps 4

Twyford / Twyford

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car not necessary; No pets allowed;
Dating from around 1450, Embessy Cottage is believed to be the oldest cottage in Twyford, Winchester Heavily beamed and filled with character and charm, the cottage is comfortably furnished, and enjoys a peaceful setting with a sheltered south facing garden. It is locat  …see more

from £150 / night

£750 - £795 / week

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from £150 / night

(15) Excellent 

1 / 27

The Old Tractor Barn, Crabwood Cottages - Pitt cottage sleeps 5

Winchester / Pitt

3 5 3 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Child friendly ; Car advised; Ask about pets;
The Old Tractor Barn is one of 3 cottages within Crabwood Cottages. It is a fabulous holiday cottage set in farmland with wonderful views of horses grazing in rolling paddocks and chickens pecking around the old farmyard and direct access on to a bridleway.The location  …see more

from £95 / night

£485 - £825 / week

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from £95 / night

(8) Excellent 

1 / 10

South Winchester Lodges- 2bd - Pitt log cabin sleeps 4

Winchester / Pitt

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 20 km; Child friendly ; Car advised;
Unique two , two bathroom, authentic, Norwegian log cabins set in the centre ancient woodland at the heart of South Winchester Golf Course. The Lodges are arranged around a private putting green and are just 3 miles from Winchester city centre with all of its shops, res  …see more

from £103 / night

£599 - £1040 / week

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from £103 / night

(9) Excellent 

1 / 10

South Winchester Lodges- 3 Bd - Pitt log cabin sleeps 6

Winchester / Pitt

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 20 km; Child friendly ; Car advised;
Unique three bedroom, two bathroom, Norwegian log cabins set in the centre ancient woodland at the heart of South Winchester Golf Course. The Lodges are arranged around a private putting green and are just 3 miles from Winchester city centre with all of its shops, resta  …see more

from £115 / night

£675 - £1100 / week

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from £115 / night

(2) Excellent 

1 / 17

The Hayloft, Crabwood Cottages - Winchester guest house sleeps 2

Hampshire / Winchester

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Ask owner if suitable for children; Car advised; Ask about pets;
The Hayloft is one of 3 cottages within Crabwood Cottages. It has been tastefully converted with fabulous views over rolling fields and forest, perfect for couples or overnight business trips. The Hayloft is situated right on a bridleway leading to wonderful woodland  …see more

from £95 / night

£485 - £600 / week

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from £95 / night

(3) Excellent 

1 / 27

The Stables - Twyford cottage sleeps 2

Twyford / Twyford

1 2 3 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Child friendly ; Car advised; No pets allowed;
Peacefully situated on a 4 acre smallholding in the depths of the Hampshire countryside, The Stables have been sensitively converted from an original farm building, once used to house shire horses, into exceptionally well thought-out accommodation, providing the perfect  …see more

from £97 / night

£417 - £699 / week

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from £97 / night

1 / 20

Eversley Cottage Annexe - Kings Worthy house sleeps 8

Winchester / Kings Worthy

2 8 3 nights min stay

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Child friendly ; Car not necessary; Ask about pets;
Eversley Cottage Annex is a beautiful 3 bedroom cottage which is located at the gateway to the South Downs National Park and within 2 1/2 miles from Winchester Historic City Centre, 30 minutes from Stonehenge, Salisbury and 55 minutes by train to the centre of London  …see more

from £130 / night

£820 - £950 / week

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from £130 / night

(1) Very Good 

1 / 18

Stylish House in Winchester - Winchester house sleeps 6

Hampshire / Winchester

2 6 5 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min stay
Key info: Child friendly ; Car not necessary; No pets allowed;
The Pavilion is a stunning contemporary detached house in the centre of Historic Winchester, and offers a stylish blend of ultra modern features and spacious accommodation. There are two bedrooms, one with ensuite bathroom, these have glazed doors leading to a secure en  …see more

from £150 / night

£950 - £1440 / week

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from £150 / night

(5) Excellent 

1 / 15

The Down House Cottage - Winchester cottage sleeps 2

Hampshire / Winchester

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Ask owner if suitable for children; No pets allowed; Private garden;
Dating from the late 1800's and recently renovated The Down House Cottage nestles in the leafy village of Shawford, right on the edge of the National South Downs Park. Less than 3 miles from the historic heart of Winchester. The river Itchen flows through the village  …see more

from £85 / night

£595 / week

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from £85 / night

(13) Excellent 

1 / 16

The Sky Penthouse - Winchester penthouse sleeps 6

Hampshire / Winchester

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car not necessary; No pets allowed;
Rated Four Stars by the AA, and newly on the market mid September 2014 ! Be one of the first to stay!!'Sky' is an exciting Grade II listed roof-top 'boutique' style penthouse apartment, with parking in the centre of historic Winchester. Perched on the top of a Georgian  …see more

from £170 / night

£1000 - £1280 / week

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from £170 / night

(3) Very Good 

1 / 21

Cosy character cottage in central Winchester

Hampshire / Winchester

2 4 5 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min stay
Key info: Child friendly ; Car not necessary; No pets allowed;
Charming period cottage quietly situated in one on Winchester's quaint old streets. This renovated cottage still retains the old features which give it plenty of character - old fireplaces and doors and twisty old staircase. It is ideally situated in the city centre,  …see more

from £150 / night

£875 / week

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from £150 / night

(6) Excellent 

1 / 17

South House Winchester - Winchester house sleeps 6

Hampshire / Winchester

3 6 2 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Child friendly ; Car not necessary; No pets allowed;
South House is a beautiful 3 bedroom home situated in the heart of Winchester. Its elegant contemporary design makes it a unique and a very comfortable place to stay in this historic city. All the main cultural attractions including Winchester Cathedral, and the Great  …see more

from £175 / night

£1225 / week

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from £175 / night

(9) Very Good 

1 / 19

Garden Apartment in Winchester - Winchester apartment sleeps 4

Hampshire / Winchester

1 4 5 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 5 nights min stay
Key info: Child friendly ; Car not necessary; No pets allowed;
The Garden apartment, newly completed in Summer 2011 is quietly located in the City Centre, with comfortable, comtemporary stylish furnishings. This self catering apartment is very quiet, with no road noise.There is a large bedroom with lovely vaulted ceiling and patio  …see more

from £110 / night

£650 / week

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from £110 / night

(3) Excellent 

1 / 24

Willow Cottage - The Old Barns - Winchester barn sleeps 3

Hampshire / Winchester

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Ask owner if suitable for children; Car advised; Ask about pets;
The Old Barns originally formed part of an old dairy farm and is surrounded by stunning English countryside. The barn conversion consists of 4 one bedroom holiday cottages all upside down accommodation taking advantage of the views of the Test Valley.Ideal retreat for  …see more

from £125 / night

£800 - £950 / week

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from £125 / night

(4) Excellent 

1 / 11

The Loft Winchester - Winchester apartment sleeps 5

Hampshire / Winchester

3 5 2 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Child friendly ; No pets allowed;
Positioned across the road from Oram's Arbour park, and just a 5 minute walk from town and the station, this 3 bedroom apartment has just been refurbished,creating a contemporary, light and airy space.It occupies the two top floors of a victorian house and is over 1000q  …see more

from £155 / night

£980 / week

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from £155 / night

1 / 14

The Old Orchard, Crabwood Cottages - Winchester lodge sleeps 8

Hampshire / Winchester

4 8 30 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 30 nights min stay
Key info: Child friendly ; Pet friendly; Private garden;
The Old Orchard is one of 3 accommodations within Crabwood Cottages. It is a peaceful rural holiday accommodation with lovely views and wonderful forest walks on your doorstep, yet perfectly located to explore The South of England and nearby cathedral city of Winchester  …see more

from £120 / night

£700 - £3840 / week

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from £120 / night

(6) Excellent 

1 / 18

Self Contained Garden Annexe - Winchester log cabin sleeps 2

Hampshire / Winchester

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Suitable for children age 5+; Car not necessary; No pets allowed;
"Winchester Garden Annexe" 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. A wonderfully unique, self contained wood clad cabin in our garden.  …see more

from £65 / night

£410 / week

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from £65 / night

(21) Very Good 

1 / 35

Weeke End Annexe - Winchester Holiday Lets

Hampshire / Winchester

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car not necessary; No pets allowed;
Luxury 4 Star self-catering holiday accommodation (now sleeps up to 6) comprising of 2 bedrooms and 2 bathrooms, lounge/diner and a fully fitted kitchen with integrated appliances: washing machine, dish washer, fridge, freezer, oven, hob, combi-microwave; lounge/diner;  …see more

from £125 / night

£850 - £1555 / week

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from £125 / night

1 / 44

Hampshire / Winchester

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car not necessary; No pets allowed;
 …see more

from £125 / night

£850 - £1485 / week

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from £125 / night

Top Destination reviews

Garden Apartment in Winchester
Great place to stay in Wichester

The apartment was exactly as described and worked well for our party of 3 adults. Everything was in good order & the main bedroom very spacious with doors onto the small courtyard. An added bonus was the private parking which is very hard to find in … see more
1 Abbotts Court Mews
Xmas 2015

Stayed hear with my husband, son and his girlfriend when visiting my family over Christmas. The apartment was clean, very well equipped and in a good location. Would stay here again. … see more
Embessy Cottage, Winchester
Lovely self-catering cottage with terrific garden

Lovely cottage and location. Garden is a highlight as is the fact that you are staying in a very, very old cottage. Well appointed and comfortable. Although it was obviously cleaned regularly, a bedroom window was stuck and could not be opened, and t … see more

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