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from £100 / night

£700 - £1400 / week

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(1) Very Good 4/5 

1 / 22

Home rental in Maidenhead

Windsor and Maidenhead / Maidenhead

House / 3 Bedrooms / sleeps 7

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden

Very Good 4/5 

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from £100 / night

£700 - £1400 / week

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Maidenhead charming holiday rental house, traditional period English house, sleeps 6. Near Windsor, Eton, Henley, Marlow, Ascot, Legland, Thorpe Park Near town center and train station.  …see more

from £300 / night

£2100 - £3200 / week

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(3) Excellent 5/5 

1 / 31

Holiday cottage rental

Berkshire / Old Windsor

Cottage / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner

Excellent 5/5 

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from £300 / night

£2100 - £3200 / week

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The house, a traditional 1930s cottage, is spacious and light. It has a huge master double room, a cosy double attic room, a twin attic bedroom and a self contained apartment. The dinning room boasts breathtaking 180 degree river views.  …see more

from £86 / night

£599 - £1099 / week

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(2) Excellent 5/5 

1 / 17

Berkshire holiday apartment let

Windsor and Maidenhead / Windsor

Apartment / 2 Bedrooms / sleeps 5

  • Suitable for children over 5
  • Car not necessary
  • No pets allowed
  • Private garden

Excellent 5/5 

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from £86 / night

£599 - £1099 / week

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Ideal for short corporate lets, family holidays, visiting Windsor and surrounding area Amazing riverside bars and restaurants, details to follow ....  …see more

Featured properties

from £72 / night

£500 - £700 / week

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(5) Excellent 5/5 

1 / 16

Apartment rental in Berkshire

Windsor and Maidenhead / Windsor

Apartment / 2 Bedrooms / sleeps 3

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden

Excellent 5/5 

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from £72 / night

£500 - £700 / week

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A free car parking permit is available to all our guests although a car isn't essential because the apartment is so close to the trains and buses which link Windsor to London, Legoland, and London Heathrow Airport. The M4, M25 and M40 motorways are all close by. The private, sunny patio and garden area offers our guests the chance to sit and relax between excursions.  …see more

from £160 / night

£1120 / week

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(7) Excellent 5/5 

1 / 24

Holiday cottage in Berkshire

Windsor and Maidenhead / Windsor

Cottage / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden

Excellent 5/5 

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from £160 / night

£1120 / week

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Being once part of a 17th century farm the cottage has been recently refurbished but still retains its original character, the cottage has two bedrooms and a spacious open plan living area with a fully equipped Kitchen.  …see more

from £90 / night

£630 - £700 / week

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(1) Excellent 5/5 

1 / 14

Holiday apartment in Berkshire

Berkshire / Bracknell

Apartment / 1 Bedroom / sleeps 2

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Some pets are welcome - please contact the owner

Excellent 5/5 

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from £90 / night

£630 - £700 / week

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Luxury self catering / b & b accommodation set within 6 acres of beautiful grounds. Swimming pool in summer. Close to M4 and M3 and ideally situated for businesses in Bracknell and Reading or rural breaks. Royal Ascot horse racing, Henley rowing, Legoland, Windsor. Royal Ascot horse racing, Henley rowing and Festival, Legoland, Windsor, Smiths Lawn polo all very close by.  …see more

from £143 / night

£1000 - £1400 / week

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(2) Very Good 4.5/5 

1 / 24

Berkshire holiday home rental

Wokingham / Barkham

House / 3 Bedrooms / sleeps 6

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden

Very Good 4.5/5 

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Late Deal: save up to £430

from £143 / night

£1000 - £1400 / week

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A charming Grade 2 listed Walter cottage set in the heart of the Sindlesham, Berkshire. The house has many beautiful period features and has been lovingly restored to combine the character and charm of a period property with the style and comfort of modern living  …see more

from £572 / night

£4000 / week

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(1) Excellent 5/5 

1 / 11

Berkshire holiday home rental

Windsor and Maidenhead / Maidenhead

House / 5 Bedrooms / sleeps 10

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden

Excellent 5/5 

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from £572 / night

£4000 / week

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A quintessential country retreat located in a rural picturesque area of outstanding natural beauty. The property is positioned on Winter Hill near Cookham Dean offering splendid views across the Thames Valley. Minimum stay 7 nights @ £4000 , damage deposit £1500 Minimum stay 7 nights @ £4000 , damage deposit £1500  …see more

from £229 / night

£1600 / week

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(2) Excellent 5/5 

1 / 24

Berkshire holiday home rental

Windsor and Maidenhead / Windsor

House / 3 Bedrooms / sleeps 7

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

Excellent 5/5 

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from £229 / night

£1600 / week

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spacious family home, beautiful, simple, Willow Court, Windsor, Ascot, golf, huge play garden, parking, dogs, pet friendly, child friendly, LEGOLAND, polo, guard's polo club, royal Berkshire polo club, ascot races, Henley, Windsor races, Henley regatta, London (40 mins) Willow Court is a real family home where you can relax and settle in to enjoy this lovely area.  …see more

from £120 / night

£840 / week

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(10) Very Good 4.5/5 

1 / 24

Holiday apartment in Old Windsor

Berkshire / Old Windsor

Apartment / 1 Bedroom / sleeps 3

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner

Very Good 4.5/5 

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from £120 / night

£840 / week

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The Clockhouse is a charming one-bedroom detached house situated in a beautiful courtyard, safely positioned behind an 18th century family home. It is located near Windsor Castle, Legoland, Holloway University, Water ski, Ice skating, 20 mins to Wentworth Golf Club. There is a large bedroom/living room which features a double bed. An extra bed can be arranged if required  …see more

from £108 / night

£750 - £875 / week

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(1) Good 3/5 

1 / 11

Holiday apartment in Berkshire

Windsor and Maidenhead / Windsor

Apartment / 3 Bedrooms / sleeps 5

  • Great for children of all ages
  • Car not necessary
  • No pets allowed

Good 3/5 

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from £108 / night

£750 - £875 / week

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A newly modernised self catering 3 bedroom apartment with wood flooring throughout. Plenty of parking, three bedrooms (one good sized double, one small double and one single) two bathrooms. Unlimited wifi internet, perfect for short term holiday lets in Windsor. Open plan kitchen/dining area, suits executives and families  …see more

from £72 / night

£500 - £660 / week

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(1) Very Good 4/5 

1 / 24

Holiday cottage in Berkshire

Windsor and Maidenhead / Windsor

Cottage / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • No pets allowed
  • Private garden

Very Good 4/5 

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from £72 / night

£500 - £660 / week

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Beautiful Victorian cottage with garden located in Windsor's "Golden Triangle" an area of quiet historic beauty yet located only a few minutes walk away from Windsor's key attractions such as the famous castle, Eton college, Royal Long Walk Park and the River Thames.  …see more

from £65 / night

£455 - £525 / week

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1 / 5

Berkshire holiday cottage rental

Maidenhead / Maidenhead Riverside

Cottage / 1 Bedroom / sleeps 2

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner

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from £65 / night

£455 - £525 / week

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Converted stables within grounds of 16th century farmhouse. Large grounds for children with zip wire and trampoline. Charming setting , relaxing grounds in rural setting yet close to Windsor, Maidenhead. Pets welcome for small additional fee. Easy access M4, M40, M25  …see more

from £225 / night

£1575 - £1960 / week

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1 / 20

Berkshire holiday cottage rental

Berkshire / Old Windsor

Cottage / 3 Bedrooms / sleeps 6

  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

from £225 / night

£1575 - £1960 / week

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The area is great for families, children, country lovers, food lovers, gardeners, riders, polo players, golfers, walkers, Royalists and townies too The Lodge is situated opposite the magnificent Windsor Great Park (essentially The Queens back garden ) and only 5 minutes Outside is a lovely garden, a couple of Lutyens benches, and seating for 8 in  …see more

from £100 / night

£700 - £840 / week

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1 / 16

Holiday cottage in Maidenhead Riverside

Maidenhead / Maidenhead Riverside

Cottage / 2 Bedrooms / sleeps 5

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner

Add to shortlist

from £100 / night

£700 - £840 / week

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Charming setting , relaxing grounds in rural setting yet close to Windsor, Maidenhead. Pets welcome for small additional fee. Easy access from M4, M40 in Berkshire. Closeby Dorney rowing lake, Ascot and Henley, Legoland, Thorpe Park. Well equipped cottages, BBQ .  …see more

from £65 / night

£455 - £525 / week

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1 / 4

Cottage rental in Berkshire

Maidenhead / Maidenhead Riverside

Cottage / 1 Bedroom / sleeps 3

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £65 / night

£455 - £525 / week

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Charming setting , relaxing grounds in rural setting yet close to Windsor, Maidenhead. Pets welcome for small additional fee. Easy access from M4, M40 in Berkshire. Closeby Dorney rowing lake, Ascot and Henley, Legoland, Thorpe Park. Well equipped cottages, BBQ .  …see more

from £4 / night

£23 / week

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1 / 6

Ski log cabin to rent in Berkshire

Berkshire / Newbury

Log cabin / 1 Bedroom / sleeps 1

  • Beach / lakeside relaxation
  • Ski
  • Not suitable for children
  • No pets allowed

Add to shortlist

from £4 / night

£23 / week

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Esta é uma propriedade teste, designadas aos desenvolvedores da Holiday Lettings para fins de teste e aperfeiçoamento da plataforma. POR FAVOR NÃO FAÇA RESERVAS NESSA PROPRIEDADE. ==== PROPRIEDADE TESTE ==== ==== TEST PROPERTY - DO NOT BOOK - SYSTEM DEVELOPMENT PURP  …see more

from £122 / night

£850 - £890 / week

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(28) Excellent 5/5 

1 / 24

Ascot holiday apartment rental

Windsor and Maidenhead / Ascot

Apartment / 2 Bedrooms / sleeps 4

  • Nearest beach 110 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed

Excellent 5/5 

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from £122 / night

£850 - £890 / week

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Superbly appointed apartments in small, private mews with gardens, on Golf Course in Ascot. Luxury Executive Accommodation 2 bed 2 bath 2 patio, mainly ground floor, with gated secure parking. Sky TV & Broadband included. Perfect for golfersand walkers, close to Ascot Racecourse, Windsor Castle, Windsor Great Park & Legoland.  …see more

from £130 / night

£910 / week

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(6) Excellent 5/5 

1 / 24

Holiday farmhouse in Berkshire

Berkshire / Padworth

Farmhouse / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden

Excellent 5/5 

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from £130 / night

£910 / week

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Upper Lodge Farm is a charming 18th Century English farmhouse consists of large functional kitchen with working Aga, laundry facilities, separate dining area, lounge with open fire, two double bedrooms & bathroom with shower plus large garden & off road parking. Padworth is a hamlet set in Berkshire not far from the Hampshire border in an area of natural beauty.  …see more

from £61 / night

£425 / week

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(8) Excellent 5/5 

1 / 8

Holiday cottage rental

Newbury / Enborne

Cottage / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner

Excellent 5/5 

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from £61 / night

£425 / week

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Quiet cottage in Rural area with plenty of walks, good local pubs and restaurants. Mainline Rail 1 mile (Paddington 1 hour) Convenient to Oxford Southampton (30mins)London Bath (60mins). Newbury racecourse, Highclere castle, Stonehenge, Windsor castle all accessible. no public transport nearby  …see more

from £1000 / night

£7000 - £8140 / week

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(1) Excellent 5/5 

1 / 20

Home rental in Berkshire

Windsor and Maidenhead / Ascot

House / 8 Bedrooms / sleeps 16

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed

Excellent 5/5 

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from £1000 / night

£7000 - £8140 / week

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If you are looking to enjoy one of the many fantastic events in the South of England this summer or you just want to treat yourself to a luxury stay (but a Hotel is not what you are after) then this quiet, secure, large luxury holiday rental house is perfect! Ideally situated for Ascot Racecourse, Royal Windsor, Wentworth Golf Club and Guards Polo at Virginia Water.  …see more

from £79 / night

£553 - £623 / week

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(2) Very Good 4.5/5 

1 / 11

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

Apartment / 4 Bedrooms / sleeps 19

  • Great for children of all ages
  • Car essential
  • Pets welcome

Very Good 4.5/5 

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from £79 / night

£553 - £623 / week

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Rural setting Close to local attractions A short walk from the River Thames Dog friendly Ideal for large groups up to 19 people  …see more

from £50 / night

£345 - £430 / week

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(4) Excellent 5/5 

1 / 15

Apartment rental in Maidenhead Riverside with shared pool

Maidenhead / Maidenhead Riverside

Apartment / 1 Bedroom / sleeps 3

  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • No pets allowed

Excellent 5/5 

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from £50 / night

£345 - £430 / week

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Spacious New Apartment in Riverside Maidenhead, with Private Entrance & Off-street Parking in quiet Cul-de-Sac. Direct access to Thames Path. Heathrow 25 minutes. Close to Windsor, Henley and Ascot. Rail Links to London, 40 minutes. Linen/towels, WiFi included. Accommodates 2, with £25 surcharge for a third guest. Longer stays welcome. Perfect Executive Pad.  …see more

from £222 / night

£1550 / week

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1 / 11

Holiday home with golf nearby in Berkshire

Windsor and Maidenhead / Ascot

House / 5 Bedrooms / sleeps 6

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden

Add to shortlist

from £222 / night

£1550 / week

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Undisturbed quiet location close to nature, Windsor Great park, sport and recreational facilities but within minutes from Ascot with it's famous racecourse. A short trip to Royal Windsor with it's castle, shops and restaurants & Legoland. 20 minutes drive from Heathrow. Perfect for golfersand walkers, close to Ascot Racecourse, Windsor Castle, Windsor Great Park & Legoland.  …see more
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