We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Pet Friendly Holiday Rentals in Windsor and Maidenhead

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    R 2 622 Average
    |||
    |||
    R 0R 14 000+
    Suitability
    Suitability
    More filters
    Travellers to Windsor and Maidenhead are booking April dates now. Secure your holiday rental today, and have the perfect trip.
    14 Matching Rentals in Windsor and MaidenheadView all 102 rentals
    Sort by:
    Default
    Bijoux Boutique Studio With Private Garden 30 mins to London by train.1 / 21
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Gorgeous Country Cottage beside Windsor Great Park & overlooking Windsor Castle1 / 33
    (5)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Central Heating
    • Cable/satellite TV
    • Patio
    • Porch
    • Washer
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 March 2018
    We have just returned from a 3 night stay at this cottage.We all loved it ... dogs included!The cottage is spacious so you don't feel on top of each other - we were a party of...
    See all reviews
    About this property
    The Victorian Lodge (1876) is a charming and quintessentially English country cottage on a private estate once owned by King Henry 8th. It sits at the entrance of a long driveway leading to the Little Dower House, the enchanting home where the owners of the Lodge live. For smaller families...
    View all property information
    Location Information
    SL4 2HL, Old Windsor, Windsor
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Enquiry
    1 bedroom Cottage 5, sleeps 2/3,1 / 8
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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...
    See all reviews
    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...
    View all property information
    Location Information
    SL6 8HJ, Maidenhead, Windsor and Maidenhead
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Enquiry
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    SL4, Windsor, Windsor and Maidenhead
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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;...
    View all property information
    Location Information
    SL6 8HJ, Maidenhead, Windsor and Maidenhead
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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,...
    View all property information
    Location Information
    SL6 8HJ, Maidenhead, Windsor and Maidenhead
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    Motorhome Hire Moo'ie the Motor home hire Bracknell Ascot Berkshire1 / 14
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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...
    See all reviews
    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...
    View all property information
    Location Information
    SL5, Ascot, Windsor and Maidenhead
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    SL6 8HJ, Maidenhead, Windsor and Maidenhead
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    Save time - get the best Windsor and Maidenhead rentals sent straight to your email!
    Get the List
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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...
    View all property information
    Location Information
    SL41QP, Windsor, Windsor and Maidenhead
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    SL6 8HJ, Maidenhead, Windsor and Maidenhead
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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...
    See all reviews
    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,...
    View all property information
    Location Information
    SL6 8HJ, Maidenhead, Windsor and Maidenhead
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Enquiry
    Windsor Forest Court1 / 24
    (40)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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...
    See all reviews
    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...
    View all property information
    Location Information
    SL5 8LT, Ascot, Windsor and Maidenhead
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    List your property
    Owner log in