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Windsor and Maidenhead Romantic Vacation Rentals

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    Travelers to Windsor and Maidenhead are booking April dates now. Secure your vacation rental today, and have the perfect trip.
    12 Matching Rentals in Windsor and MaidenheadView all 91 rentals
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    Windsor Studio East. Only 5 minutes from Legoland, Lapland UK & town centre.1 / 44
    (41)Excellent
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Walking Distance to Windsor Castle and 2.6 Miles to Legoland1 / 14
    (3)Very good
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    OFFERS, RIVERSIDE, WEST LONDON, ROYAL WINDSOR, LEGOLAND, FREE WIFI & PARKING1 / 42
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Windsor Garden Lodge-Only 5 minutes from Legoland, Lapland UK & town centre.1 / 26
    (16)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Private Yard
    • Wi-Fi
    • Patio
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 29, 2018
    We have just enjoyed a lovely bank holiday weekend here. The lodge is well decorated throughout and has a great decking area for sitting out in the sunshine. The lodge was a...
    Reviewed February 19, 2018
    Perfect in all aspects. We really enjoyed our stay. Will go back again. Owners extremely helpful and friendly.
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    About this property
    This beautiful contemporary Garden Lodge has been recently refurbished throughout and is located in the stunning countryside of Oakley Green, Windsor, Berkshire. It is located on our family small-holding called Willow Court Farm & is an absolutely perfect (simple and cosy) base for a couple or a...
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    Location Information
    Windsor, Windsor and Maidenhead SL4 4PZ
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Central Heating
    • Grill
    • Terrace
    • Wi-Fi
    • Balcony
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Little Hideaway is a romantic and rather magical studio, which makes the perfect getaway. This charming and newly finished two storey property is on a private estate once owned by King Henry 8th. This old estate sits on nine acres and lies directly opposite the magnificent Windsor Great Park,...
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    Location Information
    Old Windsor, Windsor SL4 2HL
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Rose Cottage - Listed 16th Century Cottage1 / 22
    (30)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Terrace
    • Central Heating
    • Secure Parking
    • Patio
    • Private Yard
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Loved everything about this cottage. Everything you needed was supplied, Jill left us milk, scones with jam and clotted cream which was much appreciated, and there was plenty of...
    Reviewed May 30, 2018
    We hired Rose Cottage for the bank holiday weekend, with Ride the Night in the middle. it was a glorious luxury to be able to prepare for the 66 mile bike ride in the gorgeous...
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    About this property
    This charming detached Grade ll listed 16th Century cottage offers an abundance of beautiful character features. Nestled behind secure gates, in mature gardens in this charming Buckinghamshire village. It retains its original character combined with 21st century facilities and five star amenities....
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    Location Information
    Windsor, Windsor and Maidenhead SL4 6QS
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Little Chauntry - 18th Century Cottage1 / 28
    (43)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Secure Parking
    • Patio
    • Central Heating
    • Cable/satellite TV
    • Balcony
    • Washer
    • Outdoor Dining Area
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 7, 2018
    This was my family's 2nd stay at Little Chauntry, and once again it did not disappoint. The cottage was just as clean and cozy as we remember it 3 years ago. The owner was very...
    Reviewed May 15, 2018
    A lovely comfortable property, we all enjoyed our stay. Very good location for Windsor. Looking forward to staying again next year. Many thanks Jill for making us welcome.
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    About this property
    This beautiful unique 18th century cottage retains its original character combined with 21st century facilities and five star amenities. An open plan ground floor style makes it ideal for families and entertaining. The kitchen leads onto a secure rear garden with outside table and seating for 8...
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    Location Information
    Windsor, Windsor and Maidenhead SL6 0PN
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    OFFERS, RIVERSIDE, WEST LONDON,ROYAL WINDSOR, LEGOLAND, FREE WIFI & PARKING1 / 51
    (36)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Waterfront
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 17, 2017
    I was faced with the challenge of looking for a holiday that would suit my ten year old son, my eighteen year old niece, myself and my sister and our parents who are in their...
    Reviewed March 3, 2017
    This home was perfect in every way. Our family of five - with older children - were able to find space to spend alone and together. Well appointed and secluded in a charming...
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    About this property
    'Pixie Place', Riverside, detached house, luxuriously furnished, 4 bedrooms, it is located in Royal Borough of Windsor, West London, U.K. Royal Windsor is the first choice town for international tourists visiting the United Kingdom. We are pleased to offer for holiday rental this hidden gem of an...
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    Location Information
    Windsor, Windsor and Maidenhead SL4 2JY
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    McMillans B&B Windsor1 / 16
    (19)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 2 Quick View
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    Amenities & Details
    • Private Yard
    • Parking
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 24, 2017
    Our son Michael booked us a two night stay at this B&B to go with a day at Royal Ascot, what an amazing Christmas present. The McMillan is a home from home. Mike &amp...
    Reviewed May 15, 2017
    Excellent stay from start to finish. Mike & Suzanne couldn't do enough for us, we were made very welcome & went out of their way to arrange restaurants & taxis.The...
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    About this property
    One of our bestsellers in Windsor – and a guest favourite! McMillans B&B Windsor is a large, comfortable property located in Old Windsor. Free WiFi access is available and free parking is possible on site. Each beautifully decorated room here will provide you with a TV and satellite channels....
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    Location Information
    Old Windsor, Windsor SL4 2NW
    Private Room - 3 Bedrooms, 3 Bathrooms, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • 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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    Location Information
    Maidenhead, Windsor and Maidenhead SL6 8HJ
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Willow Lodge is a charming self-contained cottage situated on the River Thames in Windsor and sleeps 2-4 people. This property benefits from extensive river views. A stunning private riverside retreat in Royal Windsor, set in the beautiful grounds of King Edward House which is also available as a...
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    Location Information
    Windsor, Windsor and Maidenhead SL45TH
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • DVD Player
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    • Washer
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rental basis: Entire house or apartment Number of bedrooms: 3; Number of other rooms with beds: 1 Number of bathrooms: 2 THE CAPACITY OF THE HOUSE IS FOR UP TO 7 PEOPLE. SOFA BED IS AVAILABLE IN THE STUDY/4TH BEDROOM ON REQUEST 'Pixie Place', Riverside, Royal Windsor, detached house, luxuriously...
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    Location Information
    Old Windsor, Windsor SL4 2JY
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Additional Windsor and Maidenhead Info

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    • Local time: 07:06 AM (BST)
    • Exchange rate: 1 British Pounds = 1.28 U.S. Dollars
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