Search Vacation Homes in Windlesham

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Windlesham vacation homes

1. Cosy Barn with Air Con & Private Sauna, King size & EV Charger

Cosy Barn with Air Con & Private Sauna, King size & EV Charger
West End
10.0 out of 10, Exceptional, (1 review)
"Lovely secluded spot. Immaculate throughout and very comfortable. Had an amazing stay literally Couldn't ask for anymore "
United Kingdom
Dan S.
The price is AED 721
AED 934 total
includes taxes & fees
17 Nov - 18 Nov
Cosy Barn with Air Con & Private Sauna, King size & EV Charger

2. The Bungalow offers 2 private, spacious and stylish ensuite bedrooms

The Bungalow offers 2 private, spacious and stylish ensuite bedrooms
West End, Woking
The price is AED 852
AED 920 total
includes taxes & fees
17 Nov - 18 Nov
The Bungalow offers 2 private, spacious and stylish ensuite bedrooms

3. Tranquil Turquoise - 3 Bed House With Parking

Tranquil Turquoise - 3 Bed House With Parking
2.0 star property
Bracknell
The price is AED 1,101
AED 1,936 total
includes taxes & fees
15 Nov - 16 Nov
Tranquil Turquoise - 3 Bed House With Parking

4. Modern 3BR Home with Free Parking | Sleeps 6 | Family & Business Friendly

Modern 3BR Home with Free Parking | Sleeps 6 | Family & Business Friendly
Bracknell
The price is AED 700
AED 870 total
includes taxes & fees
17 Nov - 18 Nov
Modern 3BR Home with Free Parking | Sleeps 6 | Family & Business Friendly

5. Maygrove Retreat - Sleeps 2 - Jacuzzi & Boat Hire

Maygrove Retreat - Sleeps 2 - Jacuzzi & Boat Hire
3.0 star property
Wraysbury
10.0 out of 10, Exceptional, (1 review)
The price is AED 926
AED 1,257 total
includes taxes & fees
16 Nov - 17 Nov
Maygrove Retreat - Sleeps 2 - Jacuzzi & Boat Hire

6. Fox Hollow Cottage

Fox Hollow Cottage
Englefield Green
The price is AED 1,013
AED 1,256 total
includes taxes & fees
15 Nov - 16 Nov
Fox Hollow Cottage

7. Heartwarming Windsor Cottage with Free Parking

Heartwarming Windsor Cottage with Free Parking
Clewer East
10.0 out of 10, Exceptional, (1 review)
"Beautiful place to stay."
United States
Anonymous traveler
The price is AED 536
AED 948 total
includes taxes & fees
15 Nov - 16 Nov
Heartwarming Windsor Cottage with Free Parking

8. Modern 3-Bed Detached Home Near Frimley Park Hospital | Parking & Garden

Modern 3-Bed Detached Home Near Frimley Park Hospital | Parking & Garden
Frimley
The price is AED 1,179
AED 1,281 total
includes taxes & fees
17 Nov - 18 Nov
Modern 3-Bed Detached Home Near Frimley Park Hospital | Parking & Garden

9. Windsor Gem: 1 Bed|1 Bath| Free Parking

Windsor Gem: 1 Bed|1 Bath| Free Parking
Windsor City Centre
10.0 out of 10, Exceptional, (1 review)
"Great looking apartment. "
United States
Michelle P.
The price is AED 480
AED 723 total
includes taxes & fees
23 Nov - 24 Nov
Windsor Gem: 1 Bed|1 Bath| Free Parking

10. Windsor Castle Amazing Cottage | 2-Min Walk | Central & Stylish

Windsor Castle Amazing Cottage | 2-Min Walk | Central & Stylish
Windsor City Centre
8.0 out of 10, Very good, (4 reviews)
"Great house. Perfect location. A wonderful stay."
United States
David T.
The price is AED 590
AED 959 total
includes taxes & fees
24 Nov - 25 Nov
Windsor Castle Amazing Cottage | 2-Min Walk | Central & Stylish

11. Beautiful family and pet friendly home

Beautiful family and pet friendly home
Bracknell
The price is AED 4,125
AED 5,004 total
includes taxes & fees
15 Nov - 16 Nov
Beautiful family and pet friendly home

12. Stunning Central Windsor Town House

Stunning Central Windsor Town House
3.0 star property
Windsor City Centre
9.6 out of 10, Exceptional, (4 reviews)
"The house was perfect! The standard of the accommodation was excellent and it was located close to restaurants and all local attractions."
United Kingdom
Lisa
The price is AED 770
AED 1,841 total
includes taxes & fees
15 Nov - 16 Nov
Stunning Central Windsor Town House

13. Shal Inn at Heathrow Free Parking and Ride on Request

Shal Inn at Heathrow Free Parking and Ride on Request
2.0 star property
Colnbrook
The price is AED 387
AED 465 total
includes taxes & fees
24 Nov - 25 Nov
Shal Inn at Heathrow Free Parking and Ride on Request

14. Stylish terrace house in central Windsor, 5 mins walk to Windsor Castle and Eton

Stylish terrace house in central Windsor, 5 mins walk to Windsor Castle and Eton
Windsor City Centre
The price is AED 680
AED 952 total
includes taxes & fees
24 Nov - 25 Nov
Stylish terrace house in central Windsor, 5 mins walk to Windsor Castle and Eton

15. Huge House, Contractors/Families, 2X Free Parking

Huge House, Contractors/Families, 2X Free Parking
Rushmoor District
8.0 out of 10, Very good, (1 review)
"Beautiful, very closed to Train station and local shops & grocery store. Very comfortable house & garden as well and we loved it."
United Kingdom
Jal G.
The price is AED 904
AED 1,482 total
includes taxes & fees
15 Nov - 16 Nov
Huge House, Contractors/Families, 2X Free Parking

16. Spacious Home from Home! Perfect for Farnborough Airshow.

Spacious Home from Home! Perfect for Farnborough Airshow.
Rushmoor District
8.0 out of 10, Very good, (3 reviews)
"Great little house with all the amenities we could need. "
United States
Jessica H.
The price is AED 786
AED 1,111 total
includes taxes & fees
15 Nov - 16 Nov
Spacious Home from Home! Perfect for Farnborough Airshow.

17. NEW Tornado Chase | Luxury 5 Bedroom Home

NEW Tornado Chase | Luxury 5 Bedroom Home
Berkshire
6.0 out of 10, (1 review)
"Property was ok, garden is in a terrible state and needs attention. Wasn’t well provisioned for the size of the parties that would book it. Needs some immediate attention but not at huge cost. Company were responsive and available which helped."
United States
Hazel A.
The price is AED 1,296
AED 2,019 total
includes taxes & fees
15 Nov - 16 Nov
NEW Tornado Chase | Luxury 5 Bedroom Home

18. Queen Anne Cottage

Queen Anne Cottage
Guildford
9.6 out of 10, Exceptional, (5 reviews)
"Spacious accommodation, quiet location"
United Kingdom
Claire W.
The price is AED 1,281
AED 1,281 total
includes taxes & fees
24 Nov - 25 Nov
Queen Anne Cottage

19. 4 bedroom House in Guildford!

4 bedroom House in Guildford!
Surrey
The price is AED 777
AED 777 total
includes taxes & fees
15 Nov - 16 Nov
4 bedroom House in Guildford!

20. Fabulous Central Windsor Town House

Fabulous Central Windsor Town House
3.0 star property
Windsor City Centre
10.0 out of 10, Exceptional, (1 review)
"House is exactly as in the pictures. Lovely, spacious and clean. Kids loved the bunk bed. "
United Kingdom
Abdullah
The price is AED 848
AED 1,572 total
includes taxes & fees
22 Nov - 23 Nov
Fabulous Central Windsor Town House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Windlesham

Check out Sunningdale Golf Club and Ascot Racecourse—just a couple of the sights around Windlesham.

A golf course with sand bunkers, a putting green, and a forest in the background.
Photo by Wmigda
Open Photo by Wmigda

Top reviews in Windlesham