Walking holiday villas and apartments Windsor | Holiday Lettings

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  • United Kingdom
  • England
  • Berkshire
  • Windsor and Maidenhead
  • Windsor

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  • Old Windsor (4)

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19 Holiday homes

Filters applied: Walking holidays (19)

Travellers going to Windsor are booking August dates now. Secure your holiday home today and have the perfect trip.

(27) Excellent 

1 / 28

Little Chauntry - Windsor cottage sleeps 4

Windsor and Maidenhead / Windsor

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Great for children of all ages ; Car advised; No pets allowed;
This beautiful unique 18th century cottage retains its original character combined with 21st century facilities and five star amenities. Behind an automatic farm gate, Little Chauntry nestles at the end of a private, gravel, tree-lined driveway. It epitomises rural li  …see more

from £99 / night

£693 - £973 / week

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from £99 / night

(5) Excellent 

1 / 37

Chateau Gato Thames Retreat - Old Windsor cottage sleeps 12

Windsor / Old Windsor

4 bedroomsSleeps 122 nights min stay

  • 4 bedrooms
  • Sleeps 12
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car not necessary;
Chateau Gato is a tranquil riverside haven nestled on a secluded leafy bend of the River Thames in Wraysbury. Minutes from the historic town of Windsor and the academic town of Eton. Chateau Gato provides the perfect retreat with a homely and charming atmosphere, a pea  …see more

from £550 / night

£2695 - £4795 / week

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from £550 / night

(3) Very Good 

1 / 12

Great one bedroom apartment in Windsor town centre

Windsor and Maidenhead / Windsor

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Great for children of all ages ; Car not necessary; No pets allowed;
My lovely apartment is advertised for short term lettings (maximum one month stay) and features: - Car parking space - Sofa bed for an additional 2 adults - Sky TV & Wifi - Less than 1 minute walk to the town centre - 5 minutes drive to Legoland - A bottle of prosecco  …see more

from £80 / night

£600 - £740 / week

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from £80 / night

Featured properties

(2) Excellent 

1 / 12

The Studio, Datchet, Windsor - Windsor studio sleeps 2

Windsor and Maidenhead / Windsor

StudioSleeps 25 nights min stay

  • Studio
  • Sleeps 2
  • 5 nights min stay
Key info: Great for children of all ages ; Car not necessary; No pets allowed;
Sleeping one or two with a single or twin beds, which may form a double; this studio apartment in Datchet, near Windsor, is available to rent weekly or longer for business or holiday lets. It is fully equipped for one or two people, with all towels, T-towels and bed li  …see more

from £65 / night

£455 / week

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from £65 / night

1 / 20

Victorian Lodge, Crimp Hill, Old Windsor,Berkshire

Windsor / Old Windsor

3 bedroomsSleeps 73 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min stay
Key info: Great for children of all ages ; Pets welcome; Private garden;
The Cottage is set on a quiet country road, directly opposite the magnificent Windsor Great Park, with spectacular views of Windsor Castle. It's a super warm, super cosy cottage, with a lovely garden in a unique location, on a quiet and private estate of four houses.  …see more

from £180 / night

£1575 - £2730 / week

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from £180 / night

(5) Very Good 

1 / 10

Modern 1 bedroom ground floor flat in Windsor

Windsor and Maidenhead / Windsor

1 bedroomSleeps 33 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 3 nights min stay
Key info: Great for children of all ages ; Car advised; Some pets are welcome - please contact the owner;
A spacious modern ground floor apartment, conveniently situated within 15/20mn walk to Windsor town centre and with easy access to M4, M25, M3 & Heathrow. The property provides the following accommodation; entrance hall, spacious lounge, modern open plan kitchen with  …see more

from £89 / night

£0 / week

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from £89 / night

1 / 18

Stylish modern 2 bedroom apartment in Windsor

Windsor and Maidenhead / Windsor

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Great for children of all ages ; Car not necessary; No pets allowed;
Spacious two bedroom apartment with two bathrooms in this popular gated development of apartments just a short walk from Windsor Castle and shops. The property has a fully fitted kitchen with dishwasher and washer dryer. Two double bedrooms and two bathrooms, one with s  …see more

from £94 / night

£645 - £1050 / week

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from £94 / night

(3) Very Good 

1 / 23

The Old Wharf Cottage - Old Windsor cottage sleeps 10

Windsor / Old Windsor

5 bedroomsSleeps 103 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
****Special offer running for May 2016, 350.00 per night. please enquire**** The old wharf cottage is a beautiful riverside retreat nestled between two islands on the picturesque banks of the River Thames. Situated minutes from the historic town of Windsor and Eton as  …see more

from £400 / night

£2500 - £3000 / week

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from £400 / night

(2) Very Good 

1 / 5

Windsor, England: Catherine Villas 2 Bed House

Windsor and Maidenhead / Windsor

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Great for children of all ages ; Car not necessary; No pets allowed;
A Victorian Semi-Detached house located within walking distance of Windsor Town Centre with two double bedrooms available at £129 for the property per night for holiday or short term rentals. We are half an hour on the train to Twickenham for the World Cup and 4.4 mi  …see more

from £89 / night

£595 / week

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from £89 / night

(4) Very Good 

1 / 22

9 The Courtyard, Windsor - Windsor apartment sleeps 4

Windsor and Maidenhead / Windsor

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Great for children of all ages ; Car not necessary; No pets allowed;
9 The Courtyard is a well-appointed apartment situated in a secluded courtyard setting, with direct access to Windsor High Street. Just opposite is the Guildhall and a few steps away is the entrance to Windsor Castle, the largest castle in occupation. A short walk furth  …see more

from £85 / night

£595 - £780 / week

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from £85 / night

(4) Excellent 

1 / 15

Groom's House - Windsor house sleeps 14

Windsor and Maidenhead / Windsor

7 bedroomsSleeps 142 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 2 nights min stay
Key info: Nearest beach 101 km; Suitable for children age 5+; Car advised;
Groom's House is perfectly situated for trips into Windsor, Ascot, Bray and surrounding areas with central London conveniently under an hour away.Guests of the house are welcome to explore the expansive Windsor Great Park.There are 4 double/twin bedrooms (2 per room) an  …see more

from £900 / night

£5000 - £6000 / week

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from £900 / night

(11) Very Good 

1 / 45

The Clockhouse - Windsor apartment sleeps 2

Windsor and Maidenhead / Windsor

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Great for children of all ages ; Car advised; Some pets are welcome - please contact the owner;
The Clockhouse is full of charm and character. There is a large bedroom/living room which features a double bed and an extra bed can be arranged if required. The comfortable bedroom has ample wardrobe space. There is a shower room on the ground floor, featuring a shower  …see more

from £120 / night

£840 - £1050 / week

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from £120 / night

(11) Excellent 

1 / 24

Windsor Townhouse near London - Windsor townhouse sleeps 6

Windsor and Maidenhead / Windsor

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Great for children of all ages ; Car not necessary; No pets allowed;
Luxurious, modern and comfortable townhouse with stunning views of the river Thames and Windsor Castle. The perfect location for exploring London and surrounding area. Only 5 minutes to Legoland and 30 minutes to London by train. Funished to the highest standards compl  …see more

Pricing unknown

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Pricing unknown

(31) Excellent 

1 / 52

RIVER SIDE HOME, ROYAL WINDSOR, MEMORABLE HOLIDAYS

Windsor and Maidenhead / Windsor

4 bedroomsSleeps 7Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Great for children of all ages ; Car advised; Air conditioning;
'Pixie Place', Riverside, detached house, luxuriously furnished, 4 bedrooms, it is located in Royal Borough of Windsor, West London, U.K. Royal Windsor is the first choice town for international tourists visiting the United Kingdom. We are pleased to offer for holiday  …see more

from £158 / night

£1100 - £1850 / week

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from £158 / night

1 / 13

Self-catering flat in Windsor Great Park

Windsor and Maidenhead / Windsor

2 bedroomsSleeps 62 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Great for children of all ages ; Car advised; No pets allowed;
This ground-floor flat is perfectly situated for trips into Windsor, Ascot, Bray and surrounding areas with central London conveniently under an hour away.Guests of the flat are welcome to explore the expansive Windsor Great Park. There is one Double en-suite bedroom,  …see more

from £200 / night

£1300 / week

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from £200 / night

1 / 51

Riverside,Royal Windsor-West London,Home from Home

Windsor and Maidenhead / Windsor

4 bedroomsSleeps 7Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 70 km; Great for children of all ages ;
"Pixie Place", Riverside, detached house, luxuriously furnished,, 4 bedrooms, it is located in Royal Borough of Windsor, West London, U.K. Royal Windsor is the first choice town for international tourists visiting the United Kingdom. We are pleased to offer for holiday  …see more

from £162 / night

£1133 - £2003 / week

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from £162 / night

1 / 14

Windsor / Old Windsor

1 bedroomSleeps 31 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Great for children of all ages ; Pets welcome;
 …see more

from £120 / night

£840 / week

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from £120 / night

1 / 16

Windsor and Maidenhead / Windsor

7 bedroomsSleeps 142 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 2 nights min stay
Key info: Suitable for children age 5+; Car advised; No pets allowed;
 …see more

from £900 / night

£4900 - £6000 / week

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from £900 / night

1 / 5

Windsor and Maidenhead / Windsor

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Great for children of all ages ; Car advised; No pets allowed;
 …see more

from £129 / night

£900 / week

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from £129 / night

Top Destination reviews

Windsor Town Centre -Serviced Cottage
Quite simply a delight

Liam the gentleman who owns the cottage, could not have done anymore for us on arrival and the cottage is every bit as good as it looks - a lovely week - "Thank you" David & Yvonne … see more
Windsor Studio. Near Legoland
Brilliant the perfect place to stay

Really lovely apartment so clean and welcoming. After a long but great day at legoland with the kids forgot to go to shops first for basics, No Need, A lovely basket of Goodies left for us, Milk and butter in fridge so thoughtful, boys got stuck righ … see more
Rose Cottage - Listed 16th Century Cottage
Absolutely wonderful - full of charm and character

A really lovely cottage - bursting with 16th Century character and charm. Tastefully modernised and beautifully decorated - clearly by someone who knows what they are doing! Lots of interesting nooks and crannies and a lovely conservatory. Very … see more
Beautiful detached family home 10 mins to Legoland
Excellent house absolutely ideal for a visit to Legoland.

The house was excellent... great facilities...comfortable.... well equipped ...ideal for us with our three small grandchildren. It actually exceeded our expectations and we would certainly recommend it to others. Justina was so helpful and we appreci … see more
Little Chauntry
Quality accommodation with high specification fitments

Only a mile or so from Junction 7 of the M4, this cottage has a rural feel tucked away with a small number of other properties. The accommodation has been delightfully decorated throughout with carefully placed design touches. The kitchen and loung … see more
Eton/Windsor
Brilliant place to stay

We stayed in Windsor at Bridget and Tony's place. The home was beautiful, central to everything, the photos don't do it justice. we flew in from Australia that morning and came straight from Heathrow. It was an easy cab ride and they met us when we … see more

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