Apartments in Windsor and Self catering accommodation - Holiday Lettings - Holiday Rentals Windsor

Close

Enter dates for more accurate prices

Payment Protection
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

4,127 Holiday homes

(12) Very Good 

25

Old Windsor holiday cottage rental

Windsor / Old Windsor

5 10 3 nights min

  • 5 bedrooms
  • sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £500 / night

£2,800 / week

Book View

from £500 / night

(8) Excellent 

5

Holiday home in Eton

Windsor / Eton

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Child friendly

from £300 / night

£2,000 / week

Book View

from £300 / night

(2) Excellent 

12

Holiday apartment rental

Windsor and Maidenhead / Windsor

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child friendly

from £99 / night

£693 / week

Book View

Responds fast!
avg. 2 hours 20 minutes

from £99 / night

22

Eton holiday home rental

Windsor / Eton

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Private garden

from £149 / night

£1,043 / week

Book View

from £149 / night

18

Windsor holiday apartment rental

Windsor and Maidenhead / Windsor

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Child friendly

from £95 / night

£650 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from £95 / night

(1) Very Good 

16

Holiday home in Windsor

Windsor and Maidenhead / Windsor

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Private garden

from £110 / night

£665 - £725 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from £110 / night

(1) Excellent 

19

Apartment rental in Windsor

Windsor and Maidenhead / Windsor

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly

from £210 / night

£1,470 / week

Book View

from £210 / night

(2) Very Good 

19

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child friendly
  • Car not necessary

from £131 / night

£915 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from £131 / night

(29) Very Good 

Certificate of Excellence

17

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Car not necessary

Certificate of Excellence

from £105 / night

£480 - £630 / week

Book View

Responds fast!
avg. 2 hours 36 minutes

from £105 / night

13

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly

from £180 / night

£1,260 / week

Book View

from £180 / night

(1) Excellent 

4

Holiday apartment rental

Windsor and Maidenhead / Windsor

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly

from £195 / night

£1,365 / week

Book View

from £195 / night

(12) Excellent 

26

Eton holiday home rental

Windsor / Eton

3 5 3 nights min

  • 3 bedrooms
  • sleeps 5
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Private garden

from £150 / night

£1,050 / week

Book View

Responds fast!
avg. 2 hours 28 minutes

from £150 / night

24

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child friendly

from £169 / night

£1,183 / week

Book View

from £169 / night

(19) Excellent 

23

Holiday home in Windsor

Windsor and Maidenhead / Windsor

3 5 3 nights min

  • 3 bedrooms
  • sleeps 5
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Private garden

from £150 / night

£1,050 / week

Book View

Responds fast!
avg. 2 hours 28 minutes

from £150 / night

5

Holiday home in Eton

Windsor / Eton

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly

from £250 / night

£1,500 / week

Book View

from £250 / night

23

Windsor holiday apartment rental

Windsor and Maidenhead / Windsor

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Car not necessary

from £89 / night

£595 - £1,050 / week

Book View

from £89 / night

(8) Very Good 

37

Holiday cottage rental

Windsor / Old Windsor

4 12 2 nights min

  • 4 bedrooms
  • sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £600 / night

£2,500 - £5,640 / week

Book View

Responds fast!
avg. 3 hours 2 minutes

from £600 / night

(3) Excellent 

26

Studio rental in Old Windsor

Windsor / Old Windsor

Studio 4 min stay varies

  • Studio
  • sleeps 4
  • min stay varies
  • Private garden

from £148 / night

£1,036 / week

Book View

from £148 / night

11

Apartment rental in Windsor

Windsor and Maidenhead / Windsor

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly

from £99 / night

£635 - £700 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from £99 / night

(2) Excellent 

12

Holiday b&b rental

Windsor and Maidenhead / Windsor

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min

from £100 / night

£700 / week

Book View

Responds fast!
avg. 3 hours 21 minutes

from £100 / night

16

Windsor holiday apartment rental

Windsor and Maidenhead / Windsor

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly

from £195 / night

£1,365 / week

Book View

from £195 / night

(1) Excellent 

43

Home rental in Windsor with golf nearby

Windsor and Maidenhead / Windsor

4 7 min stay varies

  • 4 bedrooms
  • sleeps 7
  • min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

from £162 / night

£1,210 - £2,264 / week

Book View

Responds fast!
avg. 1 hour 29 minutes

from £162 / night

(3) Very Good 

14

Old Windsor holiday studio rental

Windsor / Old Windsor

Studio 3 1 night min

  • Studio
  • sleeps 3
  • 1 night min
  • Child friendly
  • Car not necessary

from £110 / night

£770 / week

Book View

Responds fast!
avg. 1 hour 17 minutes

from £110 / night

(7) Very Good 

18

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary

from £85 / night

£595 - £820 / week

Book View

Responds fast!
avg. 3 hours 23 minutes

from £85 / night

16

Holiday apartment rental

Windsor and Maidenhead / Windsor

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Suitable for children age 5+
  • Car not necessary

from £100 / night

£665 - £770 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from £100 / night

23

Holiday home in Windsor

Windsor and Maidenhead / Windsor

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly

from £88 / night

£613 - £825 / week

Enquire View

from £88 / night

(6) Very Good 

12

Studio rental in Windsor with golf nearby

Windsor and Maidenhead / Windsor

Studio 2 4 nights min

  • Studio
  • sleeps 2
  • 4 nights min
  • Child friendly
  • Car not necessary
  • Private garden

from £75 / night

£525 / week

Book View

Responds fast!
avg. 3 hours 23 minutes

from £75 / night

(16) Excellent 

Certificate of Excellence

23

Eton holiday apartment rental

Windsor / Eton

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Child friendly
  • Car not necessary

Certificate of Excellence

from £149 / night

£1,043 / week

Book View

Responds fast!
avg. 3 hours 17 minutes

from £149 / night

(6) Excellent 

33

Old Windsor holiday cottage rental

Windsor / Old Windsor

3 7 3 nights min

  • 3 bedrooms
  • sleeps 7
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly

from £190 / night

£1,330 / week

Book View

from £190 / night

(1) Excellent 

16

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly

from £195 / night

£1,365 / week

Book View

from £195 / night

(2) Excellent 

15

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly

from £100 / night

£700 - £925 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from £100 / night

34

Holiday townhouse in Windsor

Windsor and Maidenhead / Windsor

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary

from £128 / night

£896 / week

Book View

from £128 / night

(7) Excellent 

16

Windsor holiday apartment let

Windsor and Maidenhead / Windsor

2 5 4 nights min

  • 2 bedrooms
  • sleeps 5
  • 4 nights min
  • Child friendly
  • Car not necessary
  • Private garden

from £150 / night

£799 / week

Book View

from £150 / night

9

Home rental in Windsor

Windsor and Maidenhead / Windsor

5 8 2 nights min

  • 5 bedrooms
  • sleeps 8
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £295 / night

£2,065 / week

Book View

Responds fast!
avg. 1 hour 54 minutes

from £295 / night

(41) Excellent 

22

Holiday studio in Windsor

Windsor and Maidenhead / Windsor

Studio 4 2 nights min

  • Studio
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Private garden

from £165 / night

£1,155 / week

Book View

Responds fast!
avg. 1 hour 22 minutes

from £165 / night

(16) Excellent 

26

Windsor holiday lodge rental

Windsor and Maidenhead / Windsor

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Child friendly
  • Private garden

from £199 / night

£1,393 / week

Book View

Responds fast!
avg. 1 hour 22 minutes

from £199 / night

(2) Excellent 

17

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly

from £195 / night

£1,365 / week

Book View

from £195 / night

(12) Excellent 

Certificate of Excellence

14

Windsor holiday home rental

Windsor and Maidenhead / Windsor

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

Certificate of Excellence

from £270 / night

£1,875 - £2,000 / week

Book View

Responds fast!
avg. 1 hour 44 minutes

from £270 / night

(2) Excellent 

9

Windsor holiday apartment rental

Windsor and Maidenhead / Windsor

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Suitable for children age 5+

from £75 / night

£525 / week

Book View

Responds fast!
avg. 2 hours 19 minutes

from £75 / night

(13) Excellent 

21

Holiday studio in Windsor

Windsor and Maidenhead / Windsor

Studio 4 2 nights min

  • Studio
  • sleeps 4
  • 2 nights min
  • Child friendly

from £165 / night

£1,155 / week

Book View

Responds fast!
avg. 1 hour 22 minutes

from £165 / night

Why Windsor?

Located on the River Thames, Windsor is a historic town boasting culture, stunning scenery, and royalty.

Book your holiday rental in Windsor today and enjoy an enthralling visit to one of the finest locations in the UK.

About Windsor

From shopping to family attractions, visiting the area with family, friends or loved ones is highly recommended. There are many features of this delightful town you’ll want to explore.

What to Do

If you’d prefer to get active, try kayaking for something a little more unique. You might also want to experience a Windsor Duck Tour on the River Thames to gain some superb views of the area.

Top Windsor Travel Tips

Head to this beautiful, elegant town and you’ll have an amazing time. Book your holiday rental in Windsor today to experience a superb English retreat.

Top Destination reviews

Beautiful spacious detached family home 10 mins to Legoland
Willow Court

Very clean and comfortable. Perfect accommodation for 4 adults and 3 children, plenty of space and the ensuite bedrooms was a bonus. It rained whilst we were there so couldn’t use the outside space, but this would add to a stay as there is plenty of outdoor room to relax and play safely. Would highly recommend this home for short or longer stays.see more
The Loft Windsor
Excellent location

Beautiful flat, excellent location, plenty of cupboards in bedroom for cases etc. 10 minute walk from centre. Very helpful owner. flat very clean and comfortable. We wont look for anywhere else to stay if we visit Windsor again. … see more
9 The Courtyard, Windsor
Easter family break

Great flat for a family of four, just off Windsor high street. Perfect apart from slight smell of cigarette smoke, perhaps from previous occupants and two floors up, so perhaps not suitable for young children. However, suited our needs. Would definately stay again. … see more
Eton/Windsor
Immaculate cottage in a perfect location

The cottage was immaculately clean and beautifully presented. Excellent attention to detail, with a lovely welcome hamper and more than enough towels. The location is just perfect. In a secluded pretty lane just of Eton high street which is lovely and quiet. Yet less than 5 minutes walk from Windsor, the castle, the river, and all the bars, cafes and restaurants you could want. I would definitely return and recommend it as a place for everyone who wants a central location but not noisy! Thank you for a wonderful stay.see more
Windsor/Eton 2 Bedroom apartment Central location
Windsor/Eton 2 Bedroom Apartment.

A fantastic apartment in a fabulous location. We were met by the owner who was very helpful and welcoming. The apartment is surrounded by nice restaurants and child friendly Pubs. … see more
Rose Cottage - Listed 16th Century Cottage
Wonderful cottage ideally located

We absolutely loved our stay in this beautiful cottage perfect for cosy nights in as a family with everything you need. The owner was very helpful and always on hand to help if needed would love to come and stay again. Windsor is a beautiful place to visit and you are ideally located for travel further afar we enjoyed a day in London and to Hampton court palace as well as exploring Windsor and eton. We highly recommend this cottage to anyonesee more

Also consider