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Windsor and Maidenhead
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Pet Friendly Holiday Rentals in Windsor and Maidenhead

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    Travellers to Windsor and Maidenhead are booking April dates now. Secure your holiday rental today, and have the perfect trip.
    18 Matching Rentals in Windsor and MaidenheadView all 126 rentals
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    Beautifully renovated 5-bed near Ascot and Windsor1 / 16
    (3)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Bijoux Boutique Studio With Private Garden 30 mins to London by train.1 / 21
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Gorgeous Country Cottage beside Windsor Great Park & overlooking Windsor Castle1 / 33
    (9)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Stunning 5 Bedroom, 3 Bathroom House Centre of Royal Windsor1 / 8
    (5)Average
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Secure Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 December 2018
    We stayed at the house over Xmas, all the family together. It was fantastic. A lovely large and very comfortable house, perfect for a family stay. The house was very clean...
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    About this property
    Newly painted and updated! This is a fantastic detached house in a private cud de sac in the centre of Windsor. You just need to walk ten minutes and you are at the Castle, town centre and Windsor Great Park. There is room in the driveway to park three cars. Next to the house is a big park...
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    Windsor, Windsor and Maidenhead SL4
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
    1 bedroom Cottage 5, sleeps 2/3,1 / 8
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Secure Parking
    • Central Heating
    • Patio
    • Housekeeping Included
    • Washer
    • Wi-Fi
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 October 2016
    Definitely recommend staying at this lovely cottage (or any of their other facilities) that is very well equipped. The bedroom which is separate from the kitchen/living area...
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    About this property
    Modern, comfortable fully equipped one bedroom cottage. Suitable for short to medium term lets. Sleeps 2, (plus child on sofa bed). Tastefully converted stable, looking out onto fields and lakes. Off street parking, free wifi, laundry. Weekly service included in price. Pets welcome for small...
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    Maidenhead, Windsor and Maidenhead SL6 8HJ
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Patio
    • Housekeeping Included
    • Wi-Fi
    • Central Heating
    • Grill
    • DVD Player
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Clean, comfortable and modern the three bedroom Wing of the Manor House, is completely self contained. Off street parking, private entrance with lobby. Downstairs ; fully equipped kitchen/lounge with sofa seating and large flat screen TV. Please note that this is not a large space, and would be...
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    Maidenhead, Windsor and Maidenhead SL6 8HJ
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Housekeeping Included
    • Secure Parking
    • Patio
    • Grill
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our studio chalet, offers a modern comfortable base for professionals and couples. If you are looking for short to medium term accommodation we are happy to help. Whether in between houses, moving into the area on business or on vacation, Cottage 1 has the answer. Off street parking, free wi fi,...
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    Maidenhead, Windsor and Maidenhead SL6 8HJ
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Housekeeping Included
    • DVD Player
    • Washer
    • Wi-Fi
    • Patio
    • Grill
    • Central Heating
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Clean, comfortable and modern and unique studio cottage. Sleeping 2 adults (and 1 child on a sofa bed). Available for stays of 1 week to 6 months. Pets accepted. Our studio cottage is fully furnished with everything you need whether between properties, moving into the area, or on holiday. The...
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    Maidenhead, Windsor and Maidenhead SL6 8HJ
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    9 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    • Shared Indoor Pool
    • Cable/satellite TV
    • Internet Access
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wonderful Historic 1930's mansion on an exclusive road in Surrey and Berkshire and probably the UK Sleeps up to 30 please ask about larger groups Amazing indoor leisure centre including spectacular Indoor swimming pool fully heated pool and room -pool very warm room heated - Caribbean temperature...
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    Sunningdale, Windsor and Maidenhead SL5 0EP
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 16
    10 Bedrooms, 8 Bathrooms, Sleeps 31 Quick View
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    • Parking
    • Cable/satellite TV
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amazing, Romantic, Victorian Mansion and Estate Licensed wedding venue Complete wedding service available 6 huge reception rooms 1 D/room & s/ bed 5 Double en-suite bedrooms 1 Treble en-suite bedroom 1 super king size double 2 x single beds 1 Twin bedded en-suite bedroom 1 bedroom with 2 single...
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    Location Information
    Ascot, Windsor and Maidenhead SL5 8AB
    Holiday Rental House - 10 Bedrooms, 8 Bathrooms, Sleeps 31
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    Windsor Forest Court1 / 48
    (40)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Wi-Fi
    • Balcony
    • Central Heating
    • Grill
    • Cable/satellite TV
    • Sauna
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 March 2018
    A beautifully maintained apartment in a lovely, quiet and secure setting. We have thoroughly enjoyed our stay at Windsor Forest Court. Bob could not have been more helpful...
    Reviewed 21 August 2017
    Our family of 3 plus our dog stayed for 5 nights at Windsor Court. The standard of accommodation provided is excellent. Immaculately clean with very tasteful interior. Beautiful...
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    About this property
    Windsor Forest Court is a small and exclusive mews development situated in leafy Ascot, on the 18 hole private Mill Ride Golf Course, (ideal for a Golfing Holiday). The gated, converted stables are truly stunning and of historical interest, being built in the early 1900's to stable the King's polo...
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    Location Information
    Ascot, Windsor and Maidenhead SL5 8LT
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Patio
    • Washer
    • Central Heating
    • Balcony
    • Wi-Fi
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Clean, comfortable and modern and unique cottage. Sleeping 2 adults (and 1 child on a sofa bed). Available for stays of 1 week to 6 months. Pets accepted. Our one bedroom cottage is fully furnished with everything you need whether between properties, moving into the area, or on holiday. The...
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    Maidenhead, Windsor and Maidenhead SL6 8HJ
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other travellers have booked this property
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    Amenities & Details
    • DVD Player
    • Washer
    • Secure Parking
    • Wi-Fi
    • Grill
    • Housekeeping Included
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 August 2015
    Caroline, the owner, very helpful before the trip and during the stay. Answered all e-mails promptly. Location very quiet and good views. Very good location for visiting...
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    About this property
    Charming 2 bedroom cottage within grounds of Sheephouse Manor,16th century farmhouse. Sleeps up to 5, (3 adults and 2 children). Suitable for short to medium lets for professionals and families alike. Cosy and comfortable cottage for lets of 1 week or longer. Ideal location for visiting Windsor,...
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    Maidenhead, Windsor and Maidenhead SL6 8HJ
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious room with private bathroom with the walking distance to Town Center...
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    Maidenhead, Windsor and Maidenhead SL6
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Double Room with Garden View (Ground Floor) - Shared Bathroom...
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    Maidenhead, Windsor and Maidenhead SL6 7AQ
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Double Room with entrance to a Garden (Ground Floor) - Shared Bathroom...
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    Maidenhead, Windsor and Maidenhead SL6
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quiet, cozy room on the first floor with the view to the garden. Few feet away from Shared Bathroom and Toilet...
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    Location Information
    Maidenhead, Windsor and Maidenhead SL6
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Compact and quiet room with the view to the garden in Siems Guesthouse. Perfect for one night stay for one or two guests....
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    Location Information
    Maidenhead, Windsor and Maidenhead SL6
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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