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30 Results   |  

from £72 / night

£500 - £700 / week

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Excellent 5/5 

16 Photos

Windsor and Maidenhead / Windsor

Apartment / 2 Bedrooms / sleeps 3

Excellent 5/5 

3 Nights min stay

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from £72 / night

£500 - £700 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A free car parking permit is provided and a private, sunny patio/ garden area offers a place to relax. Ground floor enables easy access. Free WiFi and Sky tv. Easy walking distance of shops, restaurants, stations and attractions but in a quiet area. Family friendly.  …see more

from £300 / night

£2100 - £3200 / week

View

Excellent 5/5 

31 Photos

Berkshire / Old Windsor

Cottage / 4 Bedrooms / sleeps 8

Excellent 5/5 

2 Nights min stay

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from £300 / night

£2100 - £3200 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
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 £160 / night

£1120 / week

View

Excellent 5/5 

24 Photos

Windsor and Maidenhead / Windsor

Cottage / 2 Bedrooms / sleeps 4

Excellent 5/5 

3 Nights min stay

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from £160 / night

£1120 / week

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Key info:

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

Featured properties

from £229 / night

£1600 / week

View

Excellent 5/5 

24 Photos

Windsor and Maidenhead / Windsor

House / 3 Bedrooms / sleeps 7

Excellent 5/5 

4 Nights min stay

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from £229 / night

£1600 / week

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Key info:

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

from £100 / night

£699 - £1099 / week

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Excellent 5/5 

17 Photos

Windsor and Maidenhead / Windsor

Apartment / 2 Bedrooms / sleeps 5

Excellent 5/5 

3 Nights min stay

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from £100 / night

£699 - £1099 / week

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Key info:

  • Suitable for children over 5
  • Car not necessary
  • No pets allowed
  • Private garden
Ideal for short corporate lets, family holidays, visiting Windsor and surrounding area Amazing riverside bars and restaurants, details to follow ....  …see more

from £100 / night

£700 - £840 / week

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16 Photos

Maidenhead / Maidenhead Riverside

Cottage / 2 Bedrooms / sleeps 5

7 Nights min stay

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from £100 / night

£700 - £840 / week

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Key info:

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

Maidenhead / Maidenhead Riverside

Cottage / 1 Bedroom / sleeps 3

7 Nights min stay

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from £65 / night

£455 - £525 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
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 £120 / night

£840 / week

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9 Photos

Windsor and Maidenhead / Cookham

Cottage / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £120 / night

£840 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Romantic setting, truly English village, with traditional pubs and log fires.  …see more

from £72 / night

£500 - £660 / week

View

Very Good 4/5 

24 Photos

Windsor and Maidenhead / Windsor

Cottage / 2 Bedrooms / sleeps 4

Very Good 4/5 

Min stay varies

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from £72 / night

£500 - £660 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
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 £100 / night

£700 - £840 / week

View

Very Good 4.5/5 

26 Photos

Windsor and Maidenhead / Windsor

Apartment / 1 Bedroom / sleeps 2

Very Good 4.5/5 

1 night min stay

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from £100 / night

£700 - £840 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
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. The  …see more

from £100 / night

£700 / week

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Excellent 5/5 

14 Photos

Berkshire / Bracknell

Apartment / 1 Bedroom / sleeps 2

Excellent 5/5 

1 night min stay

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from £100 / night

£700 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
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. Ro  …see more

from £100 / night

£700 - £1400 / week

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Very Good 4/5 

22 Photos

Windsor and Maidenhead / Maidenhead

House / 3 Bedrooms / sleeps 7

Very Good 4/5 

3 Nights min stay

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from £100 / night

£700 - £1400 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
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 £172 / night

£1200 - £1400 / week

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Very Good 4.5/5 

24 Photos

Wokingham / Barkham

House / 3 Bedrooms / sleeps 6

Very Good 4.5/5 

7 Nights min stay

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from £172 / night

£1200 - £1400 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
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 £225 / night

£1575 - £1960 / week

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20 Photos

Berkshire / Old Windsor

Cottage / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £225 / night

£1575 - £1960 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
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  …see more

from £429 / night

£3000 / week

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19 Photos

Maidenhead / Maidenhead Riverside

Farmhouse / 5 Bedrooms / sleeps 10

1 night min stay

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from £429 / night

£3000 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
At this house you have your own tennis court, horse riding, gym, quad bikes and bouncy castle.  …see more

from £4 / night

£22 / week

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6 Photos

Berkshire / Newbury

Log cabin / 1 Bedroom / sleeps 1

1 night min stay

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from £4 / night

£22 / week

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Key info:

  • Beach / lakeside relaxation
  • Ski
  • Not suitable for children
  • No pets allowed
  • Private garden
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  …see more

from £122 / night

£850 - £890 / week

View

Excellent 5/5 

24 Photos

Windsor and Maidenhead / Ascot

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

5 Nights min stay

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from £122 / night

£850 - £890 / week

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Key info:

  • Nearest beach 110 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
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  …see more

from £222 / night

£1550 / week

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11 Photos

Windsor and Maidenhead / Ascot

House / 5 Bedrooms / sleeps 6

Min stay varies

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from £222 / night

£1550 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
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.  …see more

from £68 / night

£470 - £1540 / week

View

Good 3.5/5 

9 Photos

Maidenhead / Maidenhead Riverside

Apartment / 2 Bedrooms / sleeps 4

Good 3.5/5 

2 Nights min stay

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from £68 / night

£470 - £1540 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
Maidenhead, new, luxury, studio, beautiful, peaceful and brilliantly located for both business and pleasure. Easy access for; London, Heathrow Airport, Windsor, Oxford, Marlow & Henley-on-Thames.  …see more

Pricing unknown

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Excellent 5/5 

24 Photos

Berkshire / Padworth

Farmhouse / 2 Bedrooms / sleeps 4

Excellent 5/5 

Min stay varies

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Pricing unknown

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
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. Padwort  …see more

from £55 / night

£385 - £430 / week

View

Excellent 5/5 

15 Photos

Maidenhead / Maidenhead Riverside

Apartment / 1 Bedroom / sleeps 3

Excellent 5/5 

1 night min stay

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from £55 / night

£385 - £430 / week

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • No pets allowed
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.  …see more

from £61 / night

£425 / week

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Excellent 5/5 

8 Photos

Newbury / Enborne

Cottage / 2 Bedrooms / sleeps 4

Excellent 5/5 

Min stay varies

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from £61 / night

£425 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
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. n  …see more

from £79 / night

£553 - £623 / week

View

Very Good 4.5/5 

11 Photos

Windsor and Maidenhead / Windsor

Apartment / 4 Bedrooms / sleeps 19

Very Good 4.5/5 

1 night min stay

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from £79 / night

£553 - £623 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
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 £65 / night

£455 - £525 / week

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5 Photos

Maidenhead / Maidenhead Riverside

Cottage / 1 Bedroom / sleeps 2

7 Nights min stay

Add to shortlist

from £65 / night

£455 - £525 / week

View

Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
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 £125 / night

£875 / week

View

Good 3/5 

11 Photos

Windsor and Maidenhead / Windsor

Apartment / 3 Bedrooms / sleeps 5

Good 3/5 

Short stays welcome

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from £125 / night

£875 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
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 p  …see more

from £1000 / night

£7000 - £8140 / week

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Excellent 5/5 

20 Photos

Windsor and Maidenhead / Ascot

House / 8 Bedrooms / sleeps 16

Excellent 5/5 

2 Nights min stay

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from £1000 / night

£7000 - £8140 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
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 si  …see more

from £100 / night

£695 - £850 / week

View

Excellent 5/5 

10 Photos

Windsor and Maidenhead / Windsor

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £100 / night

£695 - £850 / week

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Key info:

  • Not suitable for children
  • No pets allowed
 …see more

from £90 / night

£630 - £700 / week

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27 Photos

Berkshire / Binfield

Cottage / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £90 / night

£630 - £700 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
 …see more

from £66 / night

£460 / week

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13 Photos

Windsor and Maidenhead / Maidenhead

Apartment / 1 Bedroom / sleeps 4

7 Nights min stay

Add to shortlist

from £66 / night

£460 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
 …see more

from £100 / night

£700 - £1400 / week

View

21 Photos

Windsor and Maidenhead / Maidenhead

House / 3 Bedrooms / sleeps 7

3 Nights min stay

Add to shortlist

from £100 / night

£700 - £1400 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
 …see more

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