List your home
Apply filters
£ to

34 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
London
4,452 properties
Brighton
290 properties
Bournemouth
256 properties
St Ives
255 properties

Filters applied: Under 5s (34)

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
34 Results  |  
24 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £160 /night

£1120 / week

View

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

20 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £140 /night

£980 / week

View

Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
2 bedroom cottage Windsor and Eton area. Super king beds. Close to Heathrow, London, Windsor Castle. Private and secure with all modern amenities. Fully renovated spring 2014. Walking distance to pub & supermarket. Secure parking. Secluded rural setting. Fully alarmed. Spacious 18th century charm and modern amenities. 15 minutes drive to Legoland. Breathe in the country air!  …see more

22 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £85 /night

£595 - £750 / week

View

Key info:

  • Great for children of all ages
  • 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

8 Photos

Apartment | 3 Bedrooms | sleeps 6

Very Good 4/5 

Short stays welcome

Add to shortlist

from £104 /night

£725 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Superb and spacious three bedroom apartment on the first floor of this desirable and hugely popular gated development just a short walk from Windsor town centre. Two double bedrooms and one twin room (with two single beds).  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £100 /night

£700 - £950 / week

View

Key info:

  • Great for children of all ages
  • 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 4

Very Good 4.5/5 

2 Nights min stay

Add to shortlist

from £66 /night

£460 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Tourist board quality assessed, comfortable and well-equipped family friendly apartment tucked away in a quiet residential location in the gardens of an old manor house just 1.5 miles from the heart of Royal Windsor and 2 miles from Legoland.  …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
  • 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 £100 /night

£700 - £925 / week

View

Key info:

  • Nearest beach 153 km
  • Great for children of all ages
  • 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

16 Photos

Apartment | 2 Bedrooms | sleeps 3

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £72 /night

£500 - £750 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A free car parking permit is available to all our guests although a car isn't essential because the apartment is so close to the trains and buses which link Windsor to London, Legoland, and London Heathrow Airport. The M4, M25 and M40 motorways are all close by. The private, sunny patio and garden area offers our guests the chance to sit and relax between excursions.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £79 /night

£550 - £660 / week

View

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

18 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

Min stay varies

Add to shortlist

from £99 /night

£690 - £860 / week

View

Key info:

  • Nearest beach 153 km
  • Great for children of all ages
  • 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

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
  • 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

Very Good 4.5/5 

2 Nights min stay

Add to shortlist

from £108 /night

£750 - £850 / week

View

Key info:

  • Great for children of all ages
  • Car advised
  • 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. Linen and towels - Wifi - SKY tv - Secure Parking - Walking distance to town centre - near Windsor Castle  …see more

11 Photos

Apartment | 3 Bedrooms | sleeps 5

Good 3/5 

Short stays welcome

Add to shortlist

from £114 /night

£795 / week

View

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 plan kitchen/dining area, suits executives and families  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 3

Good 3.5/5 

4 Nights min stay

Add to shortlist

from £65 /night

£449 - £589 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 112 km
  • Great for children of all ages
  • 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

19 Photos

Apartment | 2 Bedrooms | sleeps 5

Good 3.5/5 

2 Nights min stay

Add to shortlist

from £108 /night

£750 - £950 / week

View

Key info:

  • Great for children of all ages
  • 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

8 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £93 /night

£650 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Two bedroom apartment, Executive Windsor Apartment, Walk to town centre, All bills included, Flatscreen TV/DVD, Wireless Internet access  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £90 /night

£625 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
Two bedroom Apartment, Walk to town, Secure private parking, All bills included  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 4

Short stays welcome

Add to shortlist

from £86 /night

£600 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Lovely 2 bedroom apartment available with private underground parking. Set in a very popular development just 5-6 mins walk to Windsor town centre  …see more

24 Photos

House | 3 Bedrooms | sleeps 7

4 Nights min stay

Add to shortlist

from £229 /night

£1600 / week

View

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) Willow Court is a real family home where you can relax and settle in to enjoy this lovely area.  …see more

17 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

Add to shortlist

from £93 /night

£650 / week

View

Key info:

  • Great for children of all ages
  • 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

Short stays welcome

Add to shortlist

from £93 /night

£650 / week

View

Key info:

  • Great for children of all ages
  • 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

5 Photos

Apartment | 1 Bedroom | sleeps 2

Short stays welcome

Add to shortlist

from £72 /night

£500 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
One bedroom apartment, close to town centre, parking, wifi, all bills included, modern decor  …see more

9 Photos

House | 3 Bedrooms | sleeps 5

Short stays welcome

Add to shortlist

from £115 /night

£800 / week

View

Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Three bedroom family town-house, parking for 2 cards, large open living/dining area, enclosed courtyard, 2 double bedrooms and a single, fully fitted kitchen and separate utility room. Wifi, Sky included  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 4

Short stays welcome

Add to shortlist

from £97 /night

£675 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Two double bedrooms, 1 bathroom, central Windsor, stylish and modern, all bills included including sky and wifi  …see more

9 Photos

Penthouse | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £86 /night

£600 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Executive apartment with 2 bedrooms (one double and second bedroom with single and pull out single) centrally located in Windsor, Sky TV, all bills included, incl wifi. 2 bathrooms  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 3

4 Nights min stay

Add to shortlist

from £100 /night

£700 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Two Bedroom apartmetn (one double and one single) 3-4 minutes walk to town centre, King Size Bed, all bills included, newly refurbished, wood flooring  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 4

Short stays welcome

Add to shortlist

from £93 /night

£650 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Two Bedroom Town Centre Executive Apartment, all bills included, 2 double beds, 1 bathroom, newly refurbished, parking for one car  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

Add to shortlist

from £86 /night

£600 - £795 / week

View

Key info:

  • Great for children of all ages
  • 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

22 Photos

Studio | sleeps 4

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £108 /night

£750 / week

View

Key info:

  • Great for children of all ages
  • 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

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
  • 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

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
  • 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

11 Photos

Apartment | 4 Bedrooms | sleeps 16

Good 3.5/5 

1 night min stay

Add to shortlist

from £78 /night

£546 / week

View

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 16 people  …see more

24 Photos

House | 12 Bedrooms | sleeps 20

2 Nights min stay

Add to shortlist

from £600 /night

£4200 - £10500 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
Combining the character and comfort of a holiday home with the facilities of a hotel, our Royal Adelaide "Hotel Lettings" package is the perfect option for large group gatherings. The elegant Georgian building is ideally located, close to the heart of historic Windsor.  …see more

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page