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Windsor and Maidenhead
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Windsor and Maidenhead Luxury Holiday Homes

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    AU$1,803 Average
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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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    Windsor Townhouse in Eton - 'The Henley'1 / 5
    (11)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    The Old Wharf Cottage - Riverside Living with Private Pool1 / 25
    (13)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Chateau Gato Thames Retreat1 / 37
    (8)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Balcony
    • Wi-Fi
    • Grill
    • Parking
    • DVD Player
    • Porch
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 April 2018
    We had hired this place to celebrate my sister's hen weekend and it was a fantastic choice in terms of surroundings and location. Would highly recommend for large groups.
    Reviewed 27 June 2017
    The location is right on the Thames so lovely views. We were two families with teenage children so needed all the rooms. The two double rooms upstairs had a small double in...
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    About this property
    Chateau Gato is a tranquil riverside haven nestled on a secluded leafy bend of the River Thames in Wraysbury. Minutes from the historic town of Windsor and the academic town of Eton. Chateau Gato provides the perfect retreat with a homely and charming atmosphere, a peaceful garden and easy access...
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    Location Information
    Old Windsor, Windsor TW19 5EJ
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    King Edward House Windsor - luxury riverside property for short term holiday let1 / 50
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Private Garden
    • Waterfront
    • Secure Parking
    • Wi-Fi
    • Central Heating
    • Washer
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 August 2019
    What a beautiful home and area We stayed there for the birthday weekend House is stunning, beautiful view so relaxing felt like in different country Highly recommend we be...
    Reviewed 14 April 2019
    We had a very memorable stay at King Edward House over Christmas. The house is absolutely beautiful and in a wonderful location. Kellie and her husband had done an amazing job...
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    About this property
    King Edward House is a stunning private riverside retreat in Royal Windsor, set in its own grounds with large Thameside mooring. We are ideally situated on the banks of the River Thames for local events such as the Windsor Horse Show, Henley Regatta, Windsor and Ascot Racecourses as well as its...
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    Location Information
    Windsor, Windsor and Maidenhead SL45TH
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Luxury Townhouse next to Windsor Castle1 / 43
    (7)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 May 2019
    Myself and the rest of the bridal party used the house as a base for my wedding around the corner in the Guildhall. Everything about our stay was just perfect. We loved the...
    Reviewed 29 April 2019
    Excellent location for visiting Windsor and the castle. The house was very well decorated and very well furnished. The bedding was all of a high standard and pillows were...
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    About this property
    Located just 75 yards from the entrance of Windsor Castle, this luxury accommodation by Castle Properties, is the closest property for guests wanting to stay next to Windsor Castle, The Guild Hall & Eton High Street. This idyllic townhouse is situated right outside the castle walls, along the...
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    Location Information
    Windsor, Windsor and Maidenhead SL4 1PE
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 9
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Central Heating
    • Cable/satellite TV
    • Parking
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a new build 4 Bedroom house just off the main road into Royal Windsor and Legoland , 100 metres from miles and miles of wonderful walks in Windsor Great Park,Private Parking all modern amenities.Very close to Windsor ,Ascot and Bracknell.Loads of amazing pubs and eateries a very short...
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    Location Information
    Woodside, Windsor SL4 4TF
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    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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    Location Information
    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
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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
    7 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
    • Washer
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Eastways is a modern mansion in one of the most exclusive private roads in UK, 9 bedrooms , large hot tub, electric Gates , 24 hour security we can cater for all types of events off sites and parties Beauty room/ hair salon/nail bar Use of private pool, all rooms have the latest 65 inch TV’s, mini...
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    Location Information
    Sunningdale, Windsor and Maidenhead SL5 0JD
    Holiday Rental House - 7 Bedrooms, 9 Bathrooms, Sleeps 16
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    10 Bedrooms, 7 Bathrooms, Sleeps 24 Quick View
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    Amenities & Details
    • Hot Tub
    • Cable/satellite TV
    • Central Heating
    • Washer
    • Parking
    • Private Indoor Pool
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a fabulous mansion that has just had a full refurbishment bringing this fantastic mansion up to date with amazing fittings, amenities and furnishings. Ideally located in the heart of Sunningdale Golf Course quiet and private road with amazing views across the course from the front , side...
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    Location Information
    Sunningdale, Windsor and Maidenhead SL5 9RS
    Holiday Rental House - 10 Bedrooms, 7 Bathrooms, Sleeps 24
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Western Cottage is located in a quiet setting with a wonderful park view and right in the middle of Windsor town centre. The property is moments’ away from Windsor Castle, shops, restaurants and other attractions. The cottage is a delightful Queen Anne property, which dates back to 1702. The...
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    Location Information
    Windsor, Windsor and Maidenhead SL4 1EU
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Silversmith Court is a luxurious apartment located on the charming High Street of Eton. The apartment overlooks the world-renowned Eton College, Windsor Castle and River Thames. Eton offers charming public houses, restaurants and bars, bookshops, art galleries and antique shops, with further...
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    Eton, Windsor SL4
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Silversmith Court is a luxurious apartment located on the charming High Street of Eton. The apartment is next to the world renowned Eton College, Windsor Castle and River Thames. Eton offers charming public houses, restaurants and bars, bookshops, art galleries and antique shops, with further...
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    Location Information
    Eton, Windsor SL4 6AS
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Boutique Victorian maisonnette in the heart of historical British village. Perfect location for Windsor Castle and Legoland. Just 3 minutes train ride to Windsor or 20-30 minute walk. With all the amenities of village life, close to Windsor and Heathrow and direct access to Waterloo and...
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    Location Information
    Datchet, Windsor and Maidenhead SL39JH
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This modernised Grade II listed home is ideally suited for easy access to Henley, quietly situated behind a service road on the A4. All modern facilities,newly fitted kitchen, bathrooms etc. Spacious accommodation, private garden with outdoor eating/seating. Available for crews or visitors to...
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    Location Information
    Knowl Hill, Maidenhead RG109UR
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our cosy and stylish Victorian home is situated in a classic residential setting on the outskirts of Ascot and close to Royal Windsor and Legoland. Only a few miles to the M4, M25 or the M3 and close to a main line Ascot to London Waterloo. Heathrow airport is only 30 mins away and it's an hours...
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    Location Information
    Ascot, Windsor and Maidenhead SL5 8QA
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Washer
    • Secure Parking
    • Central Heating
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand new apartment right in the middle of historic windsor. Just a few minutes walk to Windsor Castle and the long walk. Second floor with lift access and we have two parking spaces available. Two large double bedrooms, one with ensuite and a large lounge into an eat in kitchen with seating for...
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    Location Information
    Windsor, Windsor and Maidenhead SL4 3BP
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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