Windsor and Maidenhead Rentals

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46 Houses

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Gorgeous Country Cottage beside Windsor Great Park & overlooking Windsor Castle

Old Windsor cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 47 minutes

Match: Fireplace

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Price per night from

$530

Great rentals within 20 miles that match your search

Five Star* 7-Bed Country House with Hot Tub in 3 Acres

Guildford house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

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Price per night from

$1,430

22minLondon-10min-Heathrow-, 4Bed 2Bath Long Stays

Iver house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$282

Romantic Gypsy caravan exclusively for two

Christmas Common shepherds hut

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$237

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Price per night from

$151

Kings House Wokingham

Wokingham house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$201

Dagley Cottage

Shalford cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$155

Station Cottages, walking to village and 25 minutes from London by train

Denham cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$358

Character River View Four Bedroom House In Barnes

South West London house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$2,577

Windermere House

West London house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$370

Henley Cottage

Henley-on-Thames cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Fireplace

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Price per night from

$301

The Studio at Westfield House - a silvan gem. Just 7 minutes walk to town

Henley-on-Thames apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Fireplace

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Price per night from

$158

The Wheelwrights

Waltham St Lawrence cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 53 minutes

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Price per night from

$272

Box of Delights

Guildford narrowboat

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$659

Stylish Family Home by Twickenham Stadium by UnderTheDoormat

Twickenham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$192

Henley-On-Thames 5 Bedroom Detached Riverside Home with Private Island

Henley-on-Thames house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 15 minutes

Match: Fireplace

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Price per night from

$1,072

Lotus Pod House Homestay Woking

Woking private room

  • 2 bedrooms
  • 1 bathroom
  • sleeps 1

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Price per night from

$38

Delightful 1 Bedroom Property. Sharing with the ONE OWNER.

Isleworth house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$101

Dagley Cottage and Stable

Shalford cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$194

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Price per night from

$895

Period Converted Barn - Medieval Vibes Meet Modern Luxury

Taplow barn

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 19

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Price per night from

$1,915

3 Bedroom House

Teddington house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$222

River View, London Zone 2 Hammersmith, 2 Bedroom / 2 Bath

London apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

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Price per night from

$394

Henry VIII Cottage in the heart of Henley

Henley-on-Thames house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$401

Victorian Cottage in the Countryside near London

Denham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$287

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Price per night from

$215

Classy 1 Bed Flat Near River Thame

Chiswick apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 5 minutes

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Price per night from

$186

Family Country Barn with amazing views and hot tub

Monks Risborough house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 57 minutes

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Price per night from

$1,396

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Price per night from

$322

Wentworth Organic Homestead Cabin

Virginia Water lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$78

Stunning Oxfordshire 5 Bedroom House in 2 acres

Aston Rowant house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

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Price per night from

$716

Noel Road

Acton house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$1,031

Exceptional 5 Bed House in the London Borough of Kingston

Surbiton house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$644

Noel Oasis : London Retreat

Acton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 11

Match: Fireplace

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Price per night from

$1,002

Exotic house near the Thames, available for long stays. Dogs welcome.

Chiswick house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Fireplace

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Price per night from

$458

Luxury detached 4 bed w/ cinema room, gym, office - 20 mins to central London

Chalfont St Peter house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Fireplace

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Price per night from

$716

Large 4 bed Victorian Apartment with garden, close to London

New Malden apartment

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

Match: Fireplace

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Price per night from

$287

Appletree Cottage

Dorney house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Fireplace

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Price per night from

$257

Viewing 38 of 46
rentals in Windsor and Maidenhead

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