List your home
Apply filters
£ to

20 Holiday homes in Windsor

Reset search

Show results on map

Also consider

Cornwall
2,983 properties
Greater London
941 properties
Cumbria / Lake District
940 properties
Devon
2,810 properties
Central England / Cotswolds
940 properties
Dorset
819 properties
Isle of Wight
507 properties
Peak District / Derbyshire
460 properties
Somerset
610 properties
Kent
557 properties
Sussex
770 properties
Norfolk
1,023 properties
Isle of Man
11 properties
Northumberland
640 properties
Yorkshire / Yorkshire Dales
1,496 properties
Coastal Cottages
222 properties
Central London/Zone 1
2,197 properties
Central London/Zone 2
1,116 properties
Newquay
613 properties
Bideford
494 properties

Filters applied: City breaks (20)

To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
20 Results  |  
22 Photos

Studio | sleeps 4

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £114 /night

£795 / week

View

Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
A beautiful rural, quiet setting within acres of gardens & grounds in Windsor with private accommodation, secure parking & a private walled garden but only 5 minutes drive into Windsor or Maidenhead town centre. Only minutes away from Windsor & LEGOLAND and more! You can see/hold/feed chicks, ducklings, quail, chickens, geese, goats & pigs & even collect your own eggs!  …see more

17 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £92 /night

£639 - £668 / week

View

Key info:

  • Suitable for children over
  • Car not necessary
  • No pets allowed
Newly refurbished trendy Loft apartment in the heart of Windsor. The apartment can sleep 3 at an extra cost.  …see more

22 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £91 /night

£631 - £795 / week

View

Key info:

  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
9 The Courtyard is just steps from Windsor Castle and all the amenities of the town - yet it is situated in a secluded courtyard setting behind the High Street. Sleeping four people in comfort with secure private parking - although a car is not necessary.  …see more

Featured properties

24 Photos

Cottage | 4 Bedrooms | sleeps 8

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £318 /night

£2226 - £4770 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • 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

17 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £152 /night

£1059 - £1161 / week

View

Key info:

  • Suitable for children over
  • 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

20 Photos

Apartment | 1 Bedroom | sleeps 3

Very Good 4.5/5 

1 night min stay

Add to shortlist

from £128 /night

£891 / week

View

Key info:

  • Great for children of all ages 5
  • 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. There is a large bedroom/living room which features a double bed and an extra bed can be arranged if require  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

2 Nights min stay

Add to shortlist

from £108 /night

£750 - £950 / week

View

Key info:

  • Nearest beach 153 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
2 Bedrooms - 2 Bathrooms - Free Secure Parking - Free Wifi - 1.8 Miles to LEGOLAND - 5 Minute walk to town centre - 12 Minute walk to Windsor Castle - close to restaurants and shops - bus stop outside the complex - bus to LEGOLAND - 10 minute walk to train station.  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £116 /night

£810 - £860 / week

View

Key info:

  • Nearest beach 153 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
2 Bedrooms - 1 Bathroom - Free Secure Parking - Free Wifi - 1.8 Miles to LEGOLAND - 5 Minute walk to town centre - 12 Minute walk to Windsor Castle - close to restaurants and shops - bus stop outside the complex - bus to LEGOLAND - 10 minute walk to train station.  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 5

Very Good 4/5 

2 Nights min stay

Add to shortlist

from £108 /night

£750 - £950 / week

View

Key info:

  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
2 Bedrooms - 2 Bathrooms - Free Secure Parking - Free Wifi - 1.8 Miles to LEGOLAND - 5 Minute walk to town centre - 12 Minute walk to Windsor Castle - close to restaurants and shops - bus stop outside the complex - bus to LEGOLAND - 10 minute walk to train station.  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £108 /night

£750 - £950 / week

View

Key info:

  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
2 Bedrooms - 2 Bathrooms - Free Secure Parking - Free Wifi - 1.8 Miles to LEGOLAND - 5 Minute walk to town centre - 12 Minute walk to Windsor Castle - close to restaurants and shops - bus stop outside the complex - bus to LEGOLAND - 10 minute walk to train station  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £111 /night

£775 - £925 / week

View

Key info:

  • Nearest beach 153 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
2 Bedrooms - 1 Bathroom - Free Secure Parking - Free Wifi - 1.8 Miles to LEGOLAND - 5 Minute walk to town centre - 12 Minute walk to Windsor Castle - close to restaurants and shops - bus stop outside the complex - bus to LEGOLAND - 10 minute walk to train station. Windsor Lets LTD formally Selfcatering Windsor LTD  …see more

5 Photos

Apartment | 1 Bedroom | sleeps 2

Short stays welcome

Add to shortlist

from £91 /night

£636 / week

View

Key info:

  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
A superbly located and recently refurbished one bedroom first floor apartment within a short walk of Windsor Castle and the High Street / main shopping areas. The apartment has tall sash windows and high ceilings. Close to The Long Walk. A superbly located and recently refurbished one bedroom first floor apartment within a short walk of Windsor  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 5

Short stays welcome

Add to shortlist

from £103 /night

£716 - £795 / week

View

Key info:

  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
Spacious, modern central Windsor apartment, extensively refurbished , new wood floors, luxurious carpets in the bedrooms. The master bedroom has a stylish ensuite bathroom and king size bed. The second bedroom has a double bed with refurbished bathroom opposite. Spacious, modern, Central Windsor Stylish, Sky TV, 2 parking spaces, homely, short-lets  …see more

24 Photos

House | 3 Bedrooms | sleeps 7

Excellent 5/5 

Short stays welcome

Add to shortlist

from £158 /night

£1100 - £1850 / week

View

Key info:

  • Nearest beach 50 km
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
"Pixie Place", Unique, comfortable 3/4 bedroom house,Windsor,West London,is very attractive river side home in the most popular area of the UK. For ease of reference, check out the 18 REVIEWS on TRIP ADVISOR. It has been our pleasure to receive some guests repeatedly! West London, Windsor, conv. location, unique, relaxing family home by the river, 3 bed/3bath, sleeps up to 7  …see more

8 Photos

House | 3 Bedrooms | sleeps 5

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £86 /night

£599 - £699 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 112 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Excellent Town centre Location. Very secure. On site parking for 2 cars. Fully fitted contemporary kitchen, Fitted bathroom, power shower. Latest HD smart TV with internet and full Virgin TV package inc sports. Fibre Optic Broadband. By River Thames & Castle.  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 3

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £65 /night

£449 - £499 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 112 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Ideal Olympics location. Great Park, Thrope Park, Windsor Castle. Eton college. Great kids facilities. great pubs & resturants. Central London only 25 minutes by raill. Leisure centre. M4 motorway. Legoland. Great night life. Ice skating. River Thames. Boating. Dorney lake. Legoland .Windsor Castle. Bath City. London Eye. M4, Great Park, Thrope Park, Cliveden  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

Min stay varies

Add to shortlist

from £112 /night

£780 / week

View

Key info:

  • Nearest beach 153 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
2 Bedrooms - 2 Bathrooms - Free Secure Parking - Free Wifi - 1.8 Miles to LEGOLAND - 5 Minute walk to town centre - 12 Minute walk to Windsor Castle - close to restaurants and shops - bus stop outside the complex - bus to LEGOLAND - 10 minute walk to train station.  …see more

17 Photos

House | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

Key info:

  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
Lovely two bedroom cottage, central Windsor, off-road parking. Two bedrooms (one double one twin), new bathroom, combined living/dining room, Fat screen TV, SKY TV. Enclosed patio garden. Two bedroom cottage, central Windsor, parking. Sky TV, broadband, Short Lets  …see more

13 Photos

House | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

Key info:

  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
Charming two bedroom holiday cottage in Windsor. Double bedroom and second bed room with twin beds (pull out). Two sofas (one is a sofa bed) and dining table with four chairs. Walk to town in 3 minutes. Fully equipped kitchen. Small Patio area to rear. Two bedroom holiday cottage, central Windsor. Walk to town. Executive let, Short let  …see more

24 Photos

Townhouse | 2 Bedrooms | sleeps 6

Excellent 5/5 

Min stay varies

Add to shortlist

from £210 /night

£1470 / week

View

Key info:

  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
Whether you are looking for a romantic break with your loved one or planning a family holiday, in style and comfort, look no further, you have it right here, at the Eton townhouse!  …see more