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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.
    13 Matching Rentals in Windsor and MaidenheadView all 98 rentals
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    Gorgeous Country Cottage beside Windsor Great Park & overlooking Windsor Castle1 / 33
    (5)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 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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    1 bedroom Cottage 5, sleeps 2/3,1 / 8
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    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
    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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    Location Information
    SL4, Windsor, Windsor and Maidenhead
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Patio
    • Central Heating
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Balcony
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 1886 Victorian Mansion set in five acres with heated swimming pool,tennis court,five a side ,basket ball,carp lake,decking,patio,parking for everybody. Baby grand piano,massive lawns ,electric gates,fabulous kitchen ,ice machine ,laundry,5 minute walk to Ascot Race course and...
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    SL5 8AB, Sunninghill, Ascot
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Patio
    • Washer
    • Housekeeping Included
    • Wi-Fi
    • Secure Parking
    • DVD Player
    • Grill
    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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    SL6 8HJ, Maidenhead, Windsor and Maidenhead
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Private Garden
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recently renovated 5-bed property with enclosed garden near to Ascot racecourse with good rail links nearby which can get you into central London in 20 minutes. Highlights include open plan kitchen/living/dinning area with 6m sliding doors to enclosed garden; steam room with jet shower in master...
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    GU20 6JF, Sunningdale, Windsor and Maidenhead
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    2 bedroom, Cottage 2, Sheephouse Manor,1 / 16
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Outdoor Dining Area
    • 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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    SL6 8HJ, Maidenhead, Windsor and Maidenhead
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • DVD Player
    • Patio
    • Secure Parking
    • Housekeeping Included
    • Wi-Fi
    • Grill
    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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    SL6 8HJ, Maidenhead, Windsor and Maidenhead
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Patio
    • Washer
    • Grill
    • Wi-Fi
    • Housekeeping Included
    • 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. Stairs to 3 bedrooms upstairs; 1 double with en-suite bath;...
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    SL6 8HJ, Maidenhead, Windsor and Maidenhead
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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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    Amenities & Details
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    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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    SL5, Ascot, Windsor and Maidenhead
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • DVD Player
    • Parking
    • Grill
    • Washer
    • Private Garden
    • Wi-Fi
    • Patio
    • Outdoor Dining Area
    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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    SL6 8HJ, Maidenhead, Windsor and Maidenhead
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Windsor Forest Court1 / 24
    (40)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • 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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    Location Information
    SL5 8LT, Ascot, Windsor and Maidenhead
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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