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Windlesham Holiday Rentals

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50 rentals in Windlesham.
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The Ascot Retreat - Spacious 3BDR Home with Parking & Garden, holiday rental in Windlesham

The Ascot Retreat - Spacious 3BDR Home with Parking & Garden

3 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps
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Windsor Forest Court, holiday rental in Windlesham

Windsor Forest Court

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Spacious family house Chobham, close to Windsor, Wentworth, Ascot, London,, holiday rental in Windlesham

Spacious family house Chobham, close to Windsor, Wentworth, Ascot, London,

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Garden Apartment, Close to London, holiday rental in Windlesham

Luxury Garden Apartment, Close to London

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Oak at Hill Top Farm Lodges, holiday rental in Windlesham

Oak at Hill Top Farm Lodges

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Barnhill Cottage, holiday rental in Windlesham

Barnhill Cottage

5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Ash at Hill Top Farm Lodges, holiday rental in Windlesham

Ash at Hill Top Farm Lodges

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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1 Bedroom apartment Bagshot Pennyhill Accommodation, holiday rental in Windlesham

1 Bedroom apartment Bagshot Pennyhill Accommodation

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful open plan 5-bed near Ascot and Windsor, holiday rental in Windlesham

Beautiful open plan 5-bed near Ascot and Windsor

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Country cottage nr Guildford/Woking & London- Short or long term availability., holiday rental in Windlesham

Country cottage nr Guildford/Woking & London- Short or long term availability.

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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COWSHOT MANOR Queens Road, Brookwood, Surrey  UK, holiday rental in Windlesham

COWSHOT MANOR Queens Road, Brookwood, Surrey UK

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Luxury Apartment Windsor Forest Court, holiday rental in Windlesham

Luxury Apartment Windsor Forest Court

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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5 Bedroom house Camberley Airport Accommodation, holiday rental in Windlesham

5 Bedroom house Camberley Airport Accommodation

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Elm at Hill Top Farm Lodges, holiday rental in Windlesham

Elm at Hill Top Farm Lodges

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury loft apartment 30min London 15min Heathrow, holiday rental in Windlesham

Luxury loft apartment 30min London 15min Heathrow

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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2 bedroom Apartment, holiday rental in Windlesham

2 bedroom Apartment

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Luxury Country Estate with Concierge and Staff Close to Windsor, Eton, London, holiday rental in Windlesham

Luxury Country Estate with Concierge and Staff Close to Windsor, Eton, London

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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New Manor House, holiday rental in Windlesham

New Manor House

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Windsor / Ascot / Bracknell Beautiful Barn, holiday rental in Windlesham

Windsor / Ascot / Bracknell Beautiful Barn

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Virginia Guest House, holiday rental in Windlesham

Virginia Guest House

5 bedrooms
3 bathrooms
Sleeps 11
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Cabin Retreat, holiday rental in Windlesham

Cabin Retreat

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Bracknell - Stunning 2 bedroom Flat with Spectacular Views, holiday rental in Windlesham

Bracknell - Stunning 2 bedroom Flat with Spectacular Views

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Highams farm, holiday rental in Windlesham

Highams farm

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Oakdale at Centrium 06, holiday rental in Windlesham

Oakdale at Centrium 06

1 bedroom
1 bathroom
Sleeps 2
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Oakdale at Centrium 01, holiday rental in Windlesham

Oakdale at Centrium 01

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Oakdale at Abingdon, holiday rental in Windlesham

Oakdale at Abingdon

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Oakdale at Cardinal Place, holiday rental in Windlesham

Oakdale at Cardinal Place

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Bluebell House - Guesthouse - Ascot, holiday rental in Windlesham

Bluebell House - Guesthouse - Ascot

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Oakdale at Park Heights, holiday rental in Windlesham

Oakdale at Park Heights

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Contemporary, cosy and stylish Victorian home in Royal Berkshire., holiday rental in Windlesham

Contemporary, cosy and stylish Victorian home in Royal Berkshire.

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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New Central  - Woking Town Centre, holiday rental in Windlesham

New Central - Woking Town Centre

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Oakdale at Centrium 02, holiday rental in Windlesham

Oakdale at Centrium 02

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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New Build 2 Bedroom Flat in the Heart of Bracknell, holiday rental in Windlesham

New Build 2 Bedroom Flat in the Heart of Bracknell

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious house light/airy. Sleep comfortable, holiday rental in Windlesham

Spacious house light/airy. Sleep comfortable

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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CHOBHAM, Surrey.  Stunning, luxurious, spacious mansion conversion Sleeps 5/6, holiday rental in Windlesham

CHOBHAM, Surrey. Stunning, luxurious, spacious mansion conversion Sleeps 5/6

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Swallow Barn, holiday rental in Windlesham

Swallow Barn

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Royal Winchester House near Lexicon, holiday rental in Windlesham

Royal Winchester House near Lexicon

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Yobel Ascot 1Bed Apartment - Bracknell, holiday rental in Windlesham

Yobel Ascot 1Bed Apartment - Bracknell

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Yobel Ascot 1 Bed Apartment - Bracknell, holiday rental in Windlesham

Yobel Ascot 1 Bed Apartment - Bracknell

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Gleneagles, SUNNINGDALE, holiday rental in Windlesham

Gleneagles, SUNNINGDALE

7 bedrooms
6 bathrooms
Sleeps 15
Match: Sleeps
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Frimley Five Star, holiday rental in Windlesham

Frimley Five Star

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Harpesford Annex up to 12, Pet Friendly + Parking, holiday rental in Windlesham

Harpesford Annex up to 12, Pet Friendly + Parking

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Harpesford Hideaway up to 12, Pet Friendly + Parking, holiday rental in Windlesham

Harpesford Hideaway up to 12, Pet Friendly + Parking

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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winter

0 bedrooms
0 bathrooms
Sleeps 0
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Winter

0 bedrooms
0 bathrooms
Sleeps 0
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winter

0 bedrooms
0 bathrooms
Sleeps 0
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Greenfield Holiday Homes, holiday rental in Windlesham

Greenfield Holiday Homes

3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Bagshot 1 Bed (Sleeps 4) PETS OK, holiday rental in Windlesham

Bagshot 1 Bed (Sleeps 4) PETS OK

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Oaklawn service apartments, holiday rental in Windlesham

Oaklawn service apartments

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Gleneagles, Sunningdale, holiday rental in Windlesham

Gleneagles, Sunningdale

6 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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