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

Close

View larger map

Also consider

Europe Holidays
439835 properties
United Kingdom Holidays
59359 properties
England Holidays
43364 properties
Windsor Holidays
56 properties
Cottages Cornwall
2983 properties
Apartments Greater London
941 properties
Cottages Cumbria / Lake District
940 properties
Cottages Devon
2810 properties
Cottages Central England / Cotswolds
940 properties
Cottages Dorset
819 properties
Cottages Isle of Wight
507 properties
Cottages Peak District / Derbyshire
460 properties
Cottages Somerset
610 properties
Cottages Kent
557 properties
Cottages Sussex
770 properties
Cottages Norfolk
1023 properties
Cottages Isle of Man
11 properties
Northumberland
640 properties
Cottages Yorkshire / Yorkshire Dales
1496 properties
Coastal Cottages
222 properties
Old Windsor
6 properties
Eton
5 properties

Windsor

No dates Enter dates for accurate prices -

Adults, Children

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

3,811 Holiday homes

36

Studio rental in Old Windsor

Windsor / Old Windsor

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies

from £140 / night

£980 / week

Book View

Responds fast!
avg. 2 hours 24 minutes

from £140 / night

(27) Excellent 

22

Holiday home in Windsor

Windsor and Maidenhead / Windsor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
“Beautiful cottage” We enjoyed our stay so much we would like to have stayed longer. Beautiful inside and out with lots of extras not found in holiday rentals. Warm and comfortable. Jill made sure everything was ready for us. The garden would be lovely
…see more

from £135 / night

£945 / week

Book View

Responds fast!
avg. 1 hour 14 minutes

from £135 / night

(6) Very Good 

Certificate of Excellence

12

Studio rental in Windsor with golf nearby

Windsor and Maidenhead / Windsor

Studio 2 5 nights min

  • Studio
  • Sleeps 2
  • 5 nights min
  • Child friendly
  • Car not necessary
  • Private garden

Certificate of Excellence

from £65 / night

£455 / week

Book View

from £65 / night

(7) Excellent 

16

Windsor holiday apartment let

Windsor and Maidenhead / Windsor

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden

from £150 / night

£799 - £1,200 / week

Book View

from £150 / night

(13) Excellent 

Certificate of Excellence

21

Holiday home in Windsor

Windsor and Maidenhead / Windsor

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“Lovely cottage, perfect location” We had a lovely 3 night stay in this delightful cottage. The cottage had everything we needed and the gorgeous welcome basket was much appreciated. It's ideally located for Windsor castle and restaurants and pubs. We
…see more

Certificate of Excellence

from £150 / night

£1,050 / week

Book View

Responds fast!
avg. 3 hours 2 minutes

from £150 / night

12

Holiday apartment rental

Windsor and Maidenhead / Windsor

2 4 7 nights min

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

from £125 / night

£650 - £1,200 / week

Book View

from £125 / night

(39) Excellent 

28

Holiday cottage in Windsor

Windsor and Maidenhead / Windsor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
“Little chauntry” The house is lovely, easily fitted in our family of five as doyble beds as 6 ft each House is very nicely decorated and jill was always prompt in replying to emails
…see more

from £115 / night

£805 / week

Book View

Responds fast!
avg. 1 hour 14 minutes

from £115 / night

(2) Excellent 

12

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 £120 / night

£700 - £750 / week

Book View

from £120 / night

(7) 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 £630 / night

£3,400 - £5,640 / week

Book View

Responds fast!
avg. 3 hours 7 minutes

from £630 / night

(39) Excellent 

Certificate of Excellence

22

Holiday studio in Windsor

Windsor and Maidenhead / Windsor

Studio 4 2 nights min

  • Studio
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Private garden
“Wonderful place to stay” Have just stayed here for three nights and would recommend to anybody. It's lovely and has everything you need and a welcome basket is left for you with milk in fridge also. An excellent idea and there is nothing the owners ha
…see more

Certificate of Excellence

from £145 / night

£1,015 / week

Book View

Responds fast!
avg. 1 hour 35 minutes

from £145 / night

(5) 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 - £780 / week

Book View

from £85 / night

(12) Very Good 

45

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Ask about pets

from £120 / night

£840 - £1,050 / week

Book View

from £120 / night

(4) Excellent 

33

Old Windsor holiday cottage rental

Windsor / Old Windsor

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly
“Cottage in Windsor” We thoroughly enjoyed our stay. Our hosts were so welcoming and the cottage is very sweet. It’s position is perfect, so close to the Great Park, Windsor itself and yet tucked away in a beautiful corner. Would definitely stay again.
…see more

from £160 / night

£1,120 / week

Book View

Responds fast!
avg. 2 hours 24 minutes

from £160 / night

10

Windsor holiday apartment rental

Windsor and Maidenhead / Windsor

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min

from £79 / night

£550 - £850 / week

Book View

from £79 / night

(8) Excellent 

Certificate of Excellence

26

Eton holiday home rental

Windsor / Eton

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“A beautiful period cottage, well equipped and in a great location.” The cottage is tucked away in a very quiet location off the High Street in Eton but just a few minutes' walk from the Thames and Windsor with its attractions, excellent shops, restaur
…see more

Certificate of Excellence

from £175 / night

£1,225 / week

Book View

Responds fast!
avg. 3 hours 2 minutes

from £175 / night

27

Holiday home in Windsor

Windsor and Maidenhead / Windsor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Suitable for children age 5+

from £93 / night

£651 - £863 / week

Enquire View

from £93 / night

(9) Excellent 

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
“Excellent house absolutely ideal for a visit to Legoland.” The house was excellent... great facilities...comfortable.... well equipped ...ideal for us with our three small grandchildren. It actually exceeded our expectations and we would certainly rec
…see more

from £195 / night

£1,875 - £2,100 / week

Book View

Responds fast!
avg. 1 hour 46 minutes

from £195 / night

(21) 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
“Lovely Apartment” Brilliant apartment in a great location for Legoland, London etc. Very clean with everything that we needed for a lovely stay.
…see more

Certificate of Excellence

from £104 / night

£470 - £615 / week

Book View

Responds fast!
avg. 2 hours 10 minutes

from £104 / 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

Responds fast!
avg. 2 hours 38 minutes

from £250 / night

(12) Excellent 

24

Holiday cottage in Windsor

Windsor and Maidenhead / Windsor

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Private garden

from £145 / night

£1,120 - £1,195 / week

Book View

Responds fast!
avg. 1 hour 36 minutes

from £145 / night

(14) Excellent 

Certificate of Excellence

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
“Welcoming and homely” We had a lovely stay at WIndsor Garden Lodge. The owners were helpful and welcoming and the welcome basket on arrival was great after a long journey. The property was great for children and the large outdoor space for them to p
…see more

Certificate of Excellence

from £195 / night

£1,365 / week

Book View

Responds fast!
avg. 1 hour 35 minutes

from £195 / night

(4) Very Good 

11

Home rental in Windsor

Windsor and Maidenhead / Windsor

5 8 1 night min

  • 5 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £300 / night

£2,100 / week

Book View

from £300 / night

(14) Excellent 

24

Holiday townhouse in Windsor

Windsor and Maidenhead / Windsor

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
“Fantastic house, awesome location” A wonderful stay in a wonderful house, in a fantastic location, hidden away in the heart of Windsor & Eton. Beautifully appointed yet very useable, we stayed with extended family, used each and every floor but never
…see more

from £250 / night

£1,500 / week

Book View

Responds fast!
avg. 2 hours 38 minutes

from £250 / night

(1) 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 15 minutes

from £100 / night

(9) Excellent 

21

Holiday studio in Windsor

Windsor and Maidenhead / Windsor

Studio 4 2 nights min

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

from £145 / night

£1,015 / week

Book View

Responds fast!
avg. 1 hour 35 minutes

from £145 / night

12

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Car not necessary

from £110 / night

£595 - £1,100 / week

Book View

from £110 / night

13

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Private garden

from £100 / night

£700 - £850 / week

Book View

from £100 / night

(2) Excellent 

12

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Car not necessary

from £88 / night

£616 / week

Book View

Responds fast!
avg. 2 hours 44 minutes

from £88 / night

(2) Excellent 

14

Holiday apartment letting

Windsor and Maidenhead / Windsor

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Private garden

from £145 / night

£1,015 / week

Book View

Responds fast!
avg. 1 hour 35 minutes

from £145 / night

13

Holiday apartment rental

Windsor and Maidenhead / Windsor

2 3 7 nights min

  • 2 bedrooms
  • Sleeps 3
  • 7 nights min
  • Child friendly
  • Car not necessary

from £110 / night

£600 - £700 / week

Book View

from £110 / night

23

Windsor holiday apartment rental

Windsor and Maidenhead / Windsor

2 4 7 nights min

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

from £89 / night

£595 / week

Book View

Responds fast!
avg. 3 hours 29 minutes

from £89 / night

(1) Very Good 

9

Apartment rental in Windsor

Windsor and Maidenhead / Windsor

2 4 2 nights min

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

from £135 / night

£550 - £900 / week

Book View

Responds fast!
avg. 2 hours 18 minutes

from £135 / night

(3) 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

Responds fast!
avg. 2 hours 38 minutes

from £300 / 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. 59 minutes

from £110 / night

(1) Excellent 

41

Home rental in Windsor with golf nearby

Windsor and Maidenhead / Windsor

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £162 / night

£1,050 - £2,098 / week

Book View

Responds fast!
avg. 1 hour 13 minutes

from £162 / night

15

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

£625 - £1,200 / week

Book View

from £110 / night

(14) Very Good 

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
“Wonderful family apartment” Quirky little apartment with all the creature comforts for family living. In walking distance to Windsor castle and Windsor itself with great shops and pubs. 10 minutes drive to legoland and within half hour to chessington
…see more

Certificate of Excellence

from £149 / night

£1,043 / week

Book View

Responds fast!
avg. 3 hours 26 minutes

from £149 / night

6

Holiday private room in Windsor

Windsor and Maidenhead / Windsor

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min

from £80 / night

£450 - £590 / week

Book View

from £80 / night

14

Windsor holiday home rental

Windsor and Maidenhead / Windsor

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Private garden

from £111 / night

£775 - £1,400 / week

Book View

from £111 / night

(1) Very Good 

13

Holiday home in Windsor

Windsor and Maidenhead / Windsor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden

from £180 / night

£625 - £1,200 / week

Book View

from £180 / 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

Contemporary apartment near Castle & The Long Walk
Fantastic apartment. Highly recommend

Thanks to a flexible host, we arrived at the apartment a little earlier than planned. Great comms with host, never waiting very long for a reply to questions asked. Arrival instructions were perfect - no car parking at apartment but there is a car park about 100m down the road were you can park at the weekend - cost was £6 for 24 hours. The apartment is on the 4th floor and there is no lift - but you are warned of this in advance. The apartment is lovely and modern & has one bedroom. Its is open plan in design. Fully fitted modern kitchen (washer/dryer & dishwasher) but the only items we used were the kettle, toaster & fridge. There is a bed settee in front of the TV. Very comfy double bed - feather pillows & duvet. Plenty of hanging space and hangers in double wardrobe. Lovely spacious shower in bathroom - shelves in the bathroom offered all you could need..... clean towels, toilet rolls, shampoo, shower gel, new toothbrush, razors. Heating is all electric and very easy to use. WiFi worked a treat - password provided in welcome info that host e mails before your visit. We were only in the apartment for one night, but would def. recommend and use again when staying over in Windsor. The Castle is literally at the top of the street, the "Long Walk" is top of the street/ turn right......and the shops / bars are top of the street/turn left. No taxis needed!! All in all - A1 property, for a good competitive price compared to Winsdor B & B's / hotels I researched prior to booking.see more
Gorgeous Country Cottage beside Windsor Great Park & overlooking Windsor Castle
Homely Elegance

How lovely it was to arrive at such a charming and elegant cottage after a long flight. The owner gave us a warm welcome and nothing was too much trouble. The cottage is beautifully appointed and had everything we needed plus a few lovely surprises. We felt very much at home and wish to return. … see more
Windsor Garden Lodge-Only 5 minutes from Legoland, Lapland UK & town centre.
Fantastic Accommodation

I would highly recommend this accomodation, great for couples or small families. You are made to feel very welcome by your hosts, who also throw in a generous welcome pack which the kids loved. Will return! … see more
Beautiful spacious detached family home 10 mins to Legoland
Lovely cottage, great location and well equipped for young children

Myself, my husband and my 3 year old son stayed for a long weekend in the cottage and were very pleased. The cottage is lovely and well equipped for small children including beds with child railings and some toys, as well as play equipment in garden. The owner Justina was so helpful both before we arrived in ensuring our later arrival still meant we could access the property and during our stay where she checked via text that we were ok...she even left a complimentary bottle of wine in the fridge as she knew we had travelled a long way from Switzerland with flght delays!see more
Rose Cottage - Listed 16th Century Cottage
Absolutely wonderful - full of charm and character

A really lovely cottage - bursting with 16th Century character and charm. Tastefully modernised and beautifully decorated - clearly by someone who knows what they are doing! Lots of interesting nooks and crannies and a lovely conservatory. Very helpful owner and, as and added bonus, there is a very quiet and cosy pub across the road. Will definitely come back.see more
Little Chauntry - 18th Century Cottage
Quality accommodation with high specification fitments

Only a mile or so from Junction 7 of the M4, this cottage has a rural feel tucked away with a small number of other properties. The accommodation has been delightfully decorated throughout with carefully placed design touches. The kitchen and lounge areas in particular have a spacious, light and airy feel.see more