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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 home today, and have the perfect trip.
    15 Matching Rentals in Windsor and MaidenheadView all 105 rentals
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    Gorgeous Country Cottage beside Windsor Great Park & overlooking Windsor Castle1 / 33
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    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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    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 including gated children's play...
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    Windsor, Windsor and Maidenhead SL4
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    1 bedroom Cottage 5, sleeps 2/3,1 / 8
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Secure Parking
    • Central Heating
    • Patio
    • Housekeeping Included
    • Washer
    • Wi-Fi
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 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
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The property is just a short walk to the town’s excellent collection of clothes boutiques,pubs,restaurants and tearooms,along with a wealth of attractions including boat trips on the River Thames,horse-drawn carriage rides through Windsor’s Great Park and Legoland,only 2 miles away. Discover the...
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    Windsor, Windsor and Maidenhead SL4 1LD
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The property is situated in the lovely Thames-side village of Datchet,just two miles from Windsor,offering an excellent choice of amenities including shops,pubs,restaurants and tea rooms. Popular local attractions include Windsor Castle,museums,boat trips on the River Thames and Eton just across...
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    Datchet, Windsor and Maidenhead SL3 9AH
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Motorhome Hire Moo'ie the Motor home hire Bracknell Ascot Berkshire1 / 14
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 September 2018
    This camper is exactly as described, Rob is very helpful and made the handover very simple and easy. We couldn't be more pleased with the camper! Everything inside works and is...
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    About this property
    Modern, Spacious & Perfect for any adventure, Moo'y is ready to enable your next great outing. she can sleep up to 6 people : 2 in over head cab, 2 in sofa bed, 2 single bunks fresh water and grey water tanks, a boiler and heating coupled with the built in shower means all your creature comforts...
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    Ascot, Windsor and Maidenhead SL5
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • 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
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    Windsor Forest Court1 / 24
    (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 20 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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    Ascot, Windsor and Maidenhead SL5 8LT
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Central Heating
    • Secure Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury two double bedroom apartment at the foot of Windsor Castle with views across the River Thames. Excellent location to access all that Windsor has to offer within walking distance of The Long Walk, Royal Mews and Windsor Royal Station Shopping Apartment finished to the highest specification...
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    Windsor, Windsor and Maidenhead SL41QP
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • 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
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    other travellers have booked this property
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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
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    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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    Location Information
    Maidenhead, Windsor and Maidenhead SL6 8HJ
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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