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Cheap Windsor and Maidenhead Cottages

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    Travellers to Windsor and Maidenhead are booking April dates now. Secure your holiday rental today, and have the perfect trip.
    25 Matching Rentals in Windsor and MaidenheadView all 100 rentals
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    Apartment near Thames River1 / 15
    (10)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Hopscotch Cottage1 / 11
    (25)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Self contained 1 bedroomed unit1 / 7
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    One bedroom central Maidenhead brand new apartment1 / 10
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 March 2018
    Just would like to say big thank you to Irina - exellent apartment, warm, all I might need was there, even fresh flowers and a bottle of wine- what a nice touch! Have to say I...
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    About this property
    Brand new one large bedroom apartment in central Maidenhead.Just minutes walk to town centre, supermarkets, shops and station.Leisure centre with gym and swimming pool is just across the road (temporary membership is available). Absolutely ideal for travelling executives, holiday makers or when...
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    Location Information
    Maidenhead, Windsor and Maidenhead SL6 8FF
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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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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    Maidenhead, Windsor and Maidenhead SL6 8HJ
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Thieves Garden - Serviced, Self Catering Apartment1 / 13
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Wi-Fi
    • Patio
    • Housekeeping Included
    • Washer
    • Cable/satellite TV
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2015
    A beautiful area, quiet, secluded. Yet not far to travel to Windsor. A bit further for London or Chessington.We were a little overcrowded as there was 5 of us, however Andrew...
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    About this property
    Thieves Garden provides well equipped accommodation for anyone looking to stay in Maidenhead. Ideal for those visiting the region who are looking for the comfort of a hotel but with the extra space and independence of a self-catering apartment - without the need for long term contracts or utility...
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    Maidenhead, Windsor and Maidenhead SL6 4JB
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Central Heating
    • Secure Parking
    • Private Garden
    • Wi-Fi
    • Patio
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Next to my 5 acres of preserved woodland, this annex with private entrance is new and pleasant, and I would expect you to treat it as your home. I have lovely bed and bed linen, and many beautiful things. You are also welcome to share our patio sofa, dining table and chairs; and bikes for adults...
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    Maidenhead, Windsor and Maidenhead SL6 3BF
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    The Loft Windsor1 / 9
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Central Heating
    • Washer
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 December 2016
    A great flat with off street parking. Suitable for a couple. Easy walking into the Windsor and to two train stations and Windsor Castle or the Great Park. Easy access to a...
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    About this property
    The Loft Windsor is located on the corner of Beaumont Road and St Leonards Road, a small, quaint and atmospheric road, 10 minutes walk from the centre of Windsor, the pedestrian shopping zone, Windsor Castle and train station, with travel to central London taking just 45 minutes. Elizabeth Court...
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    Windsor, Windsor and Maidenhead SL4 1HJ
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    The Studio, Datchet, Windsor1 / 12
    (6)Very good
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Central Heating
    • Washer
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 May 2017
    We are from New Zealand and needed a central location to meet up with friends and take in the local sites. This enabled us to do both. We stayed for 9 days. The 45 minute walk...
    Reviewed 16 February 2017
    If you are looking for a comfortable place to stay in the Windsor area this is worth a serious look. A large room serves as bedroom and lounge with plenty of storage for your...
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    About this property
    Sleeping one or two with a single or twin beds, which may form a double; this studio apartment in Datchet, near Windsor, is available to rent weekly or longer for business or holiday lets. It is fully equipped for one or two people, with all towels, T-towels and bed linen provided. There is...
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    Windsor, Windsor and Maidenhead SL3 9AH
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Wi-Fi
    • Terrace
    • Washer
    • Private Garden
    • Secure Parking
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A neat one bedroom studio apartment with fully fitted kitchen with oven and hob, microwave, kettle and toaster. Unlimited free Wi-Fi, freeview TV, and secure parking. Washing Machine. Wood flooring. Great location - walk to town in less than 10 minutes. Some great restaurants within walking...
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    Location Information
    Windsor, Windsor and Maidenhead SL4 3DJ
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    • 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...
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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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • 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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    Maidenhead, Windsor and Maidenhead SL6 8HJ
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • 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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    Maidenhead, Windsor and Maidenhead SL6 8HJ
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    • 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...
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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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    Ascot, Windsor and Maidenhead SL5
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    9 The Courtyard, Windsor1 / 18
    (7)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Central Heating
    • Washer
    • DVD Player
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 June 2018
    My family of four adults LOVED Helen and Nick's flat. It was perfectly suited for our needs during our time in Windsor visiting my sister and partaking in events during the...
    Reviewed 14 September 2017
    A comfortable appartment in the centre of Windsor, just a few minutes walk away from Windsor Castle and the high street with a lot of shops and restaurants. Clean, good...
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    About this property
    9 The Courtyard is a well-appointed apartment situated in a secluded courtyard setting, with direct access to Windsor High Street. Just opposite is the Guildhall and a few steps away is the entrance to Windsor Castle, the largest castle in occupation. A short walk further on is the Theatre Royal...
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    Location Information
    Windsor, Windsor and Maidenhead SL4 1LD
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Duke Street B&B1 / 14
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Central Heating
    • Housekeeping Included
    • Private Garden
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Victorian ‘home from home’ bed and breakfast which provides delightful accommodation in a quiet residential location, close to the River Thames and only a 10 minute riverside walk to Windsor Castle, Town Centre and stations with regular trains to London. The attractive double bedroom is spacious...
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    Location Information
    Windsor, Windsor and Maidenhead SL4 1SQ
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Terrace
    • Patio
    • Balcony
    • Washer
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely holiday apartment in Windsor with private parking just a short walk to Windsor town centre. Small sofa bed in living room (suit two small children) Wood flooring throughout. One bedroom with ensuite shower room, fully fitted kitchen with dishwasher and washing machine. Patio with seating...
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    Location Information
    Windsor, Windsor and Maidenhead SL4 3DJ
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Central Heating
    • Shared Garden
    • Cable/satellite TV
    • Secure Parking
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious two bedroom apartment with two bathrooms in this popular gated development of apartments just a short walk from Windsor Castle and shops. The property has a fully fitted kitchen with dishwasher and washer dryer. Two double bedrooms and two bathrooms, one with shower, one with bath-tub and...
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    Windsor, Windsor and Maidenhead SL4 5GE
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Ascot Room has the additional benefit of being accessed with its own entrance door from the front of the house without any steps to negotiate. The Ascot Room offers a five foot King size bed and an ensuite bathroom with bath/shower. There is the option of adding an additional bed for children...
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    Windsor, Windsor and Maidenhead SL4 2DG
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Parking
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    • Grill
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We welcome corporate bookings for professionals, relocatees and contractors needing short term accommodation for work or company projects in Maidenhead, Slough, Windsor, Reading, Heathrow etc. We ask that only company bookings are made via this listing please, ie no tourist or leisure stays....
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    Maidenhead, Windsor and Maidenhead SL6 6LG
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We welcome corporate bookings for professionals, relocatees and contractors needing short term accommodation for work or company projects in Maidenhead, Slough, Windsor, Reading, Heathrow etc. We ask that only company bookings are made via this listing please, ie no tourist or leisure stays....
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    Maidenhead, Windsor and Maidenhead SL6 6LG
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great location - just off Eton High Street and a stone's throw to Windsor town centre, the Castle and Windsor & Eton Riverside station. One bedroom apartment on the second floor of a very popular development of apartments and town houses with private allocated parking. Fully furnished, centrally...
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    Windsor, Windsor and Maidenhead SL4 6AB
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
    • Terrace
    • Central Heating
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A deceptively spacious two bedroom apartment with two bathrooms on the top (second) floor. This apartment is above a parade of shops (including a nice wine merchant) within a 2 minute walk of Windsor town centre. There is a small kitchen with gas hob, oven, dishwasher and washer-dryer. The large...
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    Windsor, Windsor and Maidenhead SL4 3BP
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    McMillans B&B Windsor1 / 16
    (19)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 2 Quick View
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    • Private Garden
    • Parking
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 June 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 15 May 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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    Old Windsor, Windsor SL4 2NW
    Private Room - 3 Bedrooms, 3 Bathrooms, Sleeps 2
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    2 double bedroom modern house with secure parking1 / 13
    (18)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Secure Parking
    • Central Heating
    • DVD Player
    • Wi-Fi
    • Private Garden
    • Shared Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 April 2018
    This is the second time in three years we have booked this property for Easter. For the second time I was impressed. The whole place was clean, tidy and warm. The welcome...
    Reviewed 29 May 2017
    The bungalow is excellent. It is very well appointed, very clean, beautiful decorated, good quality bedding, and towels provided. The owner Ramin, is very friendly and helpful...
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    About this property
    Modern, spacious and tastefully furnished bungalow near Heathrow, Windsor and easy links to London. Secure gated parking with gardens. Wireless internet, TV, fully fitted kitchen with quartz worktops. Windsor and LEGOLAND is within easy reach via car. The accommodation is within the grounds of our...
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    Location Information
    Datchet, Windsor and Maidenhead SL3 9PE
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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