Cycling holiday villas and apartments Winchester | Holiday Lettings

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Winchester

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18 Holiday homes

Filters applied: Cycling holidays (18)

(4) Excellent 

27

Twyford holiday cottage rental

Twyford / Twyford

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • 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

from £97 / night

£417 - £699 / week

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from £97 / night

(7) Very Good 

21

Cottage rental in Winchester

Twyford / Twyford

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“Cosy house in the countryside” Well equiped house with garden located in a village not far to train station to move around South England. Easy access to Winchester and pathways of South Downs NP.  …see more

from £150 / night

£750 - £795 / week

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from £150 / night

(15) Excellent 

27

Holiday cottage rental

Winchester / Pitt

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Ask about pets
  • Private garden
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

(4) Very Good 

21

Holiday cottage in South East England

Hampshire / Winchester

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Private garden
“A sweet little house” A sweet little house in the centre of Winchester. The house was well equipped and clean. Had all mod cons including wifi.  …see more

from £128 / night

£895 / week

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from £128 / night

(4) Excellent 

11

South East England holiday apartment let

Hampshire / Winchester

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
Stunning contemporary apartment in central Winchester, sleeping 5. Newly refurbished 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 bu  …see more

from £155 / night

£980 / week

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from £155 / night

(8) Excellent 

15

South East England holiday cottage accommodation

Hampshire / Winchester

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children
  • Private garden
“Dr” We spent a lovely five nights at this adorable little cottage: the interior is as described and both tasteful and comfortable. The cottage is well-situated in the Hampshire hills: we had a wonderful rural walk along the River Itchen and a great da  …see more

from £85 / night

£595 / week

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from £85 / night

(24) Very Good 

35

Holiday bungalow in South East England

Hampshire / Winchester

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
“Excellent weekend break away” The accommodation was clean and fully kitted with all your amenities. Hosts were very welcoming. We were lucky enough to have lovely weather so enjoyed sitting in the garden and hot tub! Would definitely recommend to  …see more

from £120 / night

£825 - £1415 / week

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from £120 / night

(4) Excellent 

24

South East England holiday barn rental

Hampshire / Winchester

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets
Beautifully converted timber barn in the heart of the Test Valley. The Test Way on your doorstep for miles of country walks. Ideal country retreat for fishing, shooting, walking, cycling, dogs and families. luxury accommodation with parking, gardens and balcony.  …see more

from £125 / night

£800 - £950 / week

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from £125 / night

(2) Very Good 

18

Home rental in South East England

Hampshire / Winchester

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
  • Car not necessary
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  …see more

from £150 / night

£950 - £1440 / week

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from £150 / night

(23) Excellent 

8

Holiday apartment in South East England

Hampshire / Winchester

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
“Very well equipped ,spacious, clean and cheerful.” Very prompt contact. Clear instructions on how to find and get into the flat. Accessed via stairs. Walking distance into the centre. Parking space and access to it is tight but manageable. Quiet ap  …see more

from £105 / night

£660 - £770 / week

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from £105 / night

(4) Excellent 

17

Holiday guest house in South East England

Hampshire / Winchester

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask owner if suitable for children
  • 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 / week

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from £95 / night

20

Holiday home in Kings Worthy

Winchester / Kings Worthy

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
Well equipped modern interior spacious family friendly holiday cottage, cots, high chairs perfect location  …see more

from £130 / night

£820 - £950 / week

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from £130 / night

(7) Excellent 

18

Log cabin rental in South East England

Hampshire / Winchester

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Suitable for children age 5+
  • Car not necessary
“Fabulous Winchester” My mother and I stayed in Winchester for a week. The city itself is beautiful, very historic, has a lovely atmosphere. We also spent a day touring the New Forest and spent an afternoon in Lymington, which is quaint, nice marina ar  …see more

from £65 / night

£410 / week

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from £65 / night

(16) Excellent 

16

Holiday penthouse rental

Hampshire / Winchester

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Car not necessary
“Great Place and location” we both really enjoyed our stay. Gordon, the owner, could not have been more helpful. Everything you could want to enjoy a great city with fabulous restaurants all around just everything was in walking distance. Beds were c  …see more

from £180 / night

£1200 - £1280 / week

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from £180 / night

(10) Very Good 

19

Holiday apartment with golf nearby in South East England

Hampshire / Winchester

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Child friendly
  • Car not necessary
“Right in the heart of Winchester” A small flat which is located right in the centre of Winchester.. Very convenient location. although small the flat appeared to be well equipped and included wifi and parking.  …see more

from £110 / night

£650 / week

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from £110 / night

14

Holiday lodge rental

Hampshire / Winchester

4 8 30 nights min

  • 4 bedrooms
  • Sleeps 8
  • 30 nights min
  • 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

44

Hampshire / Winchester

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary

 …see more

from £120 / night

£825 - £1415 / week

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from £120 / night

10

Winchester / Kings Worthy

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Pet friendly

 …see more

from £90 / night

£630 / week

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from £90 / night

Top Destination reviews

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
Idyllic Hampshire Hideaway - The Orchard Studio
Fabulous find - a real gem

The studio is absolutely perfect. We had the most wonderful three night stay. Fabulous space, idyllic garden, great location and beautifully quiet. Victoria and her family were so welcoming and the breakfast was amazing. Definitely recommend a stay h … see more
Garden Apartment in Winchester
Excellent accommodation ideally placed for exploring Winchester

This is ideal accommodation for a base from which to explore Winchester, located just a few minutes walk from the town centre in one direction and close by the main city park in the other. The apartment is well appointed and we were welcomed by flow … see more
The Sky Penthouse
Beautiful Apartment

Myself and the family stayed at the Sky Penthouse for my graduation. The owners, Gordon and his wife, were both very warm and welcoming. Any questions or queries were met with with a fast and helpful reply via text message. The apartment it-self was … see more
South House Winchester
A well appointed house in central Winchester

The house is well situated in walking distance to Winchester Cathedral and the High street. The house is brilliant, a good sized, well appointed kitchen. Very comfortable bedrooms and living room. I loved the knitted blankets in the twin room! … see more
The Granary Annex at Worthy Barn
Comfortable accommodation with welcoming owners

We chose this holiday cottage because of: Modern spacious design, No dogs, No smoking and Wi-fi available + easy access to Winchester. The cafe and shop opposite was also a bonus. The owners next door were very responsive to our needs and queries. … see more

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