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Holiday Lettings
> Europe
> United Kingdom
> England
> Berkshire
> Apartments and Houses in Windsor and Maidenhead

Holiday Rentals in Windsor and Maidenhead - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

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  • 3 and above
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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type
  • Cottage (8)
  • Apartment (142)
  • House (19)
  • Penthouse (3)
  • Lodge (3)
  • Manor House (1)
  • Barn (2)
  • Townhouse (1)
  • Farmhouse (1)
  • Studio (3)
  • Yacht (1)
  • Yurt (1)
  • Private room (12)
  • Hotel apartment (1)
  • B&B (7)
  • Shepherds Hut (1)
  • Tented camp (1)
  • Tipi/Teepee (1)
  • Guest house (8)
  • Caravan/Mobile Home (1)

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8 Holiday homes

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Cottage
Staffed property

Great rentals within 20 miles that match your search

West Wratting holiday cottage rental

West Wratting cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
30 reviews

from £109 / night

£561 - £2,164 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday cottage rental

Shottery cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £911 / night

£6,372 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday cottage in Chipping Norton

Chipping Norton cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
19 reviews

from £211 / night

£1,475 - £2,533 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday cottage in Ringwood

Ringwood cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
27 reviews

from £90 / night

£630 - £1,231 / week

1 / 11

Great rentals within 20 miles that match your search

Sandy holiday cottage rental

Sandy cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
3 reviews

from £378 / night

£1,449 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday cottage rental

Amesbury cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
46 reviews

from £172 / night

£1,203 / week

1 / 72

Great rentals within 20 miles that match your search

Holiday cottage in Frant

Frant cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
7 reviews

from £144 / night

£1,002 / week

1 / 24

Great rentals within 20 miles that match your search

Ravensden holiday cottage rental

Ravensden cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6
10 reviews

from £91 / night

£859 / week

1 / 15

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Cottage rental in Portsmouth

Portsmouth cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Staffed property

13 reviews

from £114 / night

£794 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday cottage rental

Fordingbridge cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Staffed property

5 reviews

from £275 / night

£1,374 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday apartment in London

London apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

2 reviews

from £107 / night

£746 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment in London

London apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

1 review

from £252 / night

£1,718 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday cottage in Ravensden

Ravensden cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Staffed property

2 reviews

from £75 / night

£521 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday cottage rental

Wokingham cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Staffed property

5 reviews

from £138 / night

£859 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday cottage in Lymington

Lymington cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Staffed property

14 reviews

from £105 / night

£727 - £1,140 / week

1 / 17

Great rentals within 20 miles that match your search

London holiday apartment rental

London apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

3 reviews

from £600 / night

£4,200 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday apartment in London

London apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £750 / night

£5,250 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday cottage in Chipping Campden

Chipping Campden cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Staffed property

57 reviews

from £155 / night

£1,046 - £1,804 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday apartment in London

London apartment

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

1 filter does not match: Property type

from £1,250 / night

£8,750 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday apartment rental

London apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

1 filter does not match: Property type

1 review

from £650 / night

£4,550 / week

1 / 18

Great rentals within 20 miles that match your search

Cottage rental in Pewsey

Pewsey cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Staffed property

107 reviews

from £109 / night

£762 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday cottage rental

Bedford cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Staffed property

10 reviews

from £423 / night

£1,040 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday cottage in Bolnhurst

Bolnhurst cottage

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Staffed property

11 reviews

from £715 / night

£2,079 / week

1 / 13

Great rentals within 20 miles that match your search

Broadway holiday cottage rental

Broadway cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Staffed property

30 reviews

from £207 / night

£1,374 / week

1 / 16

Great rentals within 20 miles that match your search

Towcester holiday cottage rental

Towcester cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Staffed property

3 reviews

from £146 / night

£1,018 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday barn with golf nearby in Ravensden

Ravensden barn

  • 1 bedroom
  • 3 bathrooms
  • sleeps 20

1 filter does not match: Property type

18 reviews

from £858 / night

£6,004 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday cottage in Pewsey

Pewsey cottage

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Staffed property

28 reviews

from £567 / night

£3,607 - £4,689 / week

1 / 74

Great rentals within 20 miles that match your search

Evenley holiday cottage rental

Evenley cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 filter does not match: Staffed property

from £103 / night

£573 / week

1 / 20

Great rentals within 20 miles that match your search

Cottage rental in Ebrington

Ebrington cottage

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 filter does not match: Staffed property

2 reviews

from £498 / night

£2,004 - £2,863 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment in London

London apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Property type

1 review

from £600 / night

£4,200 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday cottage in Tring

Tring cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 filter does not match: Staffed property

26 reviews

from £149 / night

£1,042 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday cottage in Iden

Iden cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Staffed property

7 reviews

from £184 / night

£1,031 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday cottage in Chipping Campden

Chipping Campden cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Staffed property

11 reviews

from £189 / night

£1,323 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday cottage in Ashbury

Ashbury cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Staffed property

13 reviews

from £149 / night

£1,002 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday cottage in Chipping Campden

Chipping Campden cottage

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 filter does not match: Staffed property

46 reviews

from £310 / night

£2,279 / week

1 / 16

Great rentals within 20 miles that match your search

Amberley holiday cottage rental

Amberley cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Staffed property

51 reviews

from £126 / night

£882 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday cottage in Cold Higham

Cold Higham cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Staffed property

from £109 / night

£682 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday cottage in Plaxtol

Plaxtol cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Staffed property

54 reviews

from £76 / night

£457 - £915 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday caravan/mobile home in St Leonards on Sea

St Leonards on Sea caravan/mobile home

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £192 / night

£1,339 / week

1 / 28

Great rentals within 20 miles that match your search

Cottage rental in East Malling

East Malling cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Staffed property

28 reviews

from £109 / night

£724 / week

1 / 19

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