24/7 “On Holiday” Support

Our friendly UK team are here to help, in case of any emergency.

Award Winning Holiday Experts

Over 30 years of experience in UK self-catering holidays.

B Corp Certified Business

Committed to making a positive social and environmental impact.

Safe & Secure Payments

Flexible payment options for peace of mind.

Cottages Near Legoland Windsor

REFINE SEARCH

Your Windsor, Windsor and Maidenhead search returned 284 cottages

Most relevant
  • Distance to Location
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
  • Guest Rated (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

The Barn is a beautiful, detached property settled in Fulbrook near Burford, Cotswolds. Couple’s retreat. Woodburning stove. In AONB. Countryside. Whitey 8.5 miles; Oxford 21.2 miles; Cheltenham 23.3 miles. (Ref. 1141324)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £454

  • Sleeps8
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A delightful barn conversion resting near Eynsham in Oxfordshire. Woodburning stove. Open-plan living space. En-suite shower rooms. Barbecue. Oxford 9.2 miles; Bicester 15.8 miles; Swindon 28.6 miles. (Ref. 1114676)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £966

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A charming Buckinghamshire cottage offering magnificent views over the surrounding countryside, on the edge of the of village of Ashendon. Warming AGA in the kitchen and cosy open fire in the sitting room. Aylesbury 10 miles. (Ref. 28928)

  • Wi-fi
  • Off-road parking
  • Washing machine
  • Baby-friendly

7 nights from £430

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A delightful, first-floor annexe resting in Fulbrook near Burford, Oxfordshire. In AONB. Pet-friendly. Stylish. Romantic. Close to amenities and attractions. Enclosed garden. Swinbrook 1.8 miles; Little Barrington 4.5 miles; Minster Lovell 5.1 miles. (Ref. 1134529)

  • Wi-fi

7 nights from £468

Last booked yesterday
See more details
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A characterful 17th-century cottage resting on the outskirts of Burford. Woodburning stove. WiFi. Cirencester 22.5 miles; Cheltenham 24.9 miles. (Ref. 1009854)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £1252

  • Sleeps4
  • Bedrooms1
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A charming, wooden clad building nestled on the edge of the hamlet of Fontwell, West Sussex. Romantic. Pet-friendly. Enclosed garden. Arundel 4.6 miles; Goodwood 7.2 miles. (Ref. 1121554)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £498

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Elegant holiday home at the top of the famous Burford Hill. Two bedrooms, two bathrooms - spotless! Moments from the shops, pubs and restaurants of Burford. A great spot and lovely view too. (Ref. 988757)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £833

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A superb, semi-detached property resting on a working farm in Stanton Harcourt near Eynsham. Off-road parking. Pet-friendly. WiFi. Witney 7.5 miles; Oxford 10.7 miles. (Ref. 1050968)

  • Wi-fi
  • Off-road parking
  • Washing machine
  • Baby-friendly

7 nights from £626

  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A beautifully converted farmhouse resting in Cuddesdon near Wheatley, Oxfordshire. Dog-friendly. Woodburning stove. Enclosed garden. Family-friendly. Countryside views. Oxford 7.5 miles; Aylesbury 18.6 miles. (Ref. 1126591)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £2722

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A lovely terraced barn conversion ideally located near Great Tew and 4 miles from the ancient market town of Chipping Norton. WiFi. Woodburner. Garden. (Ref. 951965)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £515

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A lovely three-storey cottage resting in Shilton, Oxfordshire. Dog-friendly. Woodburning stove. Near Cotswolds AONB. Off-road parking. Bourton-on-the-Water 15 miles; Cheltenham Oxford 19.4 miles; Cheltenham 24.5 miles. (Ref. 1091688)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £1097

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A semi-detached property situated on a working farm, close to Stanton Harcourt near Eynsham. Off-road parking. Pet-friendly. WiFi. Witney 7.5 miles; Oxford 10.7 miles. (Ref. 1050961)

  • Wi-fi
  • Off-road parking
  • Washing machine
  • Baby-friendly

7 nights from £626

Last booked yesterday
See more details
  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0

    Perfect

  • Sykes rating

An immaculate, contemporary property on the edge of the village of Fulbrook, and just 1 mile from the centre of Burford in the Cotswolds. Woodburning stove. Enclosed garden. Near shops and pubs. Within AONB. Bourton-on-the-Water 10 miles. (Ref. 1070766)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £1422

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A stunning annex located down the country roads of Chidham. Countryside views. Parking. Chichester 6 miles. (Ref. 1012555)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher

7 nights from £536

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A beautiful barn conversion resting in Barnard Gate, Oxfordshire. Open-plan. Country views. Romantic. Near Cotswolds AONB. Oxford 9.2 miles; Bicester 15.8 miles; Swindon 28.6 miles. (Ref. 1114677)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £539

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Holm Oaks Cottage is a lovely, single-storey annex situated in Busbridge, Surrey, with woodburning stove, stunning countryside views, and off-road parking. Milford 3.5 miles; Compton 4.9 miles; Guildford 6.1 miles; Portsmouth 40 miles. (Ref. 1169173)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine

7 nights from £684

  • Sleeps13
  • Bedrooms6
  • PetsYes

    4.1

    Good

  • Sykes rating

Conventina is a stunning, large holiday home, situated in the picture-perfect village of Wraysbury in Windsor, Berkshire. Hot tub. On the River Thames. Windsor 4.9 miles; Maidenhead 13.1 miles; London 22.7 miles. (Ref. 1151365)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Baby-friendly
  • 10% off - Tue 4th Feb to 30th Apr 2025

7 nights from £2242

  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Suetts Farm Barns, a stunning lodge, with a fire pit, located on the rural outskirts of Bishop's Waltham within the South Downs National Park in Hampshire. Southampton 12.1 miles; Portsmouth 14.4 miles. (Ref. 1126450)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £972

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Attractive, self-contained eaves apartment in the rural Hampshire hamlet of East Tytherley, in the Test Valley. Furnished and equipped to a good standard. Near the New Forest National Park. Romsey 7 miles. (Ref. 918718)

  • Wi-fi
  • Off-road parking

7 nights from £294

Last booked 2 days ago
See more details
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A beautiful semi-detached cottage nestled in the picture-postcard village of Selborne in Hampshire. Private garden. Romantic retreat. Fireplace. Alton 5.1 miles; Farnham 12.9 miles; Winchester 18.5 miles. (Ref. 1074400)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £529