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Windsor and Maidenhead Cottages

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    $254 Average
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    Travelers to Windsor and Maidenhead are booking April dates now. Secure your vacation rental today, and have the perfect trip.
    10 Matching Rentals in Windsor and MaidenheadView all 103 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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    Chateau Gato Thames Retreat1 / 37
    (8)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Little Chauntry - beautifully appointed 18th century cottage1 / 26
    (45)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 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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    Amenities & Details
    • Secure Parking
    • Central Heating
    • Patio
    • Housekeeping Included
    • Washer
    • Wi-Fi
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 1, 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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    Location Information
    Maidenhead, Windsor and Maidenhead SL6 8HJ
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Holly Cottage1 / 5
    (2)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Porch
    • Central Heating
    • Washer
    • Patio
    • Grill
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 16, 2017
    The house and garden were ideal for our family and Anna could not be more helpful.We enjoyed the pretty garden from breakfast through to late summer evenings relaxing over a...
    Reviewed April 21, 2017
    We had a wonderful time staying at Holly Cottage! Anna could not have been more friendly and helpful - truly going above and beyond to make our stay as comfortable as possible...
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    About this property
    A three double bedroom Georgian Semi detached house built in 1811 with gardens, parking and a garden room. Three miles from central Windsor and close to main line train stations into London. Holly cottage is our own home, we have been letting it successfully since the. London Olympics gave us the...
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    Location Information
    Windsor, Windsor and Maidenhead SL42QQ
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    The Old Wharf Cottage - Riverside Living with Private Pool1 / 25
    (12)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Patio
    • Balcony
    • Central Heating
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 16, 2018
    Wonderfully friendly area, convenient for every diverse taste from 'fine dinning, Lego Land to Old Windsor Culture'. Easy access in to London, chill out on the river or relax...
    Reviewed July 9, 2018
    What a great house, we had a wonderful stay. Views are beautiful, the house was beautiful, couldn’t complain about anything. Can’t wait to stay again.
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    About this property
    The Old Wharf Cottage is a beautiful thatched riverside retreat nestled between two islands on the picturesque banks of the River Thames. Situated minutes from the historic town of Windsor and Eton as well as 40 minutes from the attractions of central London. Watch the river go by in your own...
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    Location Information
    Old Windsor, Windsor TW195JQ
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    A spaciously cosy quintessentially english cottage1 / 18
    (16)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Private Yard
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 2, 2018
    Cute cottage, nicely decorated and well equipped. Small garden at rear for outdoor dining. Wood burner inside to enjoy on a colder evening. Perfect for couple or small family...
    Reviewed June 12, 2018
    A really well presented, clean cottage with everything you could need for a comfortable stay. Ideally situated for trips to Windsor, Legoland and surrounding areas. Loads of...
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    About this property
    Perfectly located in the village with two great pubs either end of the street who serve great food and beverages. The village is fantastically located for Windsor Castle, LEGOLAND, Bray ( The Fat Duck and The Waterside Inn)and London ( 19mins train ride). It has a sunlit court yard with comfy...
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    Location Information
    Holyport, Windsor and Maidenhead SL6 2NQ
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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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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    Location Information
    Maidenhead, Windsor and Maidenhead SL6 8HJ
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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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 August 4, 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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Additional Windsor and Maidenhead Info

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    • Local time: 05:33 AM (GMT)
    • Exchange rate: 1 British Pounds = 1.26 U.S. Dollars
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