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Search results; Over 1,000 homes in Old Windsor

Guest favourite
Chalet in Old Windsor
The Potting Shed
1 bedroom, 3 beds, 1 private bathroom
6–11 Nov, Individual host
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4.94 out of 5 average rating, 102 reviews
Top guest favourite
Cottage in Windsor
Gorgeous CountryCottage overlooking Windsor Castle
Individual host
18–23 Oct
4.99 out of 5 average rating, 110 reviews
Guest favourite
Home in Old Windsor
Dog-friendly 4BR w/ hot tub, Old Windsor
Business host
25–30 Sept
5.0 out of 5 average rating, 73 reviews
Top guest favourite
Home in Old Windsor
Garden, Parking, Private, Nr Windsor & Great Park.
Individual host
8–13 Sept
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Shepherd’s hut in Old Windsor
Romantic luxury Shepherd's Hut near London/Windsor
Individual host
30 Sept – 5 Oct
4.98 out of 5 average rating, 54 reviews
Top guest favourite
Home in Windsor
Magical and Romantic Countryside Getaway Near Windsor Castle
Individual host
30 Sept – 5 Oct
5.0 out of 5 average rating, 249 reviews
Top guest favourite
Home in Wraysbury
River Thames near Windsor, Heathrow & London
Individual host
8–13 Sept
4.96 out of 5 average rating, 156 reviews
Top guest favourite
Apartment in Wraysbury
Riverside Apartment Wraysbury, Nr Windsor/Heathrow
Individual host
7–12 Sept
4.98 out of 5 average rating, 61 reviews
Top guest favourite
Cottage in Englefield Green
2 Bedroom Luxury Cottage (Secure & Quiet)
Individual host
24–29 Sept
5.0 out of 5 average rating, 392 reviews
Guest favourite
Home in Berkshire
Racecourse Marina Lodge | Hot tub | Parking | EV
Business host
20–25 Sept
4.98 out of 5 average rating, 81 reviews
Top guest favourite
Apartment in Berkshire
Spacious & light 2bd, 2ba in the heart of Windsor
Individual host
7–13 Sept
4.99 out of 5 average rating, 150 reviews
Top guest favourite
Boat in Wraysbury
Oyster Fun’d Ultimate private Island Yachtcation
Individual host
1–6 Nov
4.97 out of 5 average rating, 415 reviews
Flat in Staines-upon-Thames
2 Bed • Free Parking • Wi‑Fi • Heathrow Airport
Business host
6–11 Sept
New place to stay
Top guest favourite
Houseboat in Surrey
Escape to Willow Wharf | A Luxury Thames Houseboat
Business host
20–25 Sept
5.0 out of 5 average rating, 13 reviews
Guest favourite
Flat in Berkshire
Radiant Penthouse on the Banks of the Thames
Individual host
15–20 Sept
4.92 out of 5 average rating, 139 reviews
Guest favourite
Cottage in Windsor and Maidenhead
Boutique Ascot cottage
Individual host
21–26 Sept
4.81 out of 5 average rating, 31 reviews
Home in Wraysbury
Pretty house in idyllic setting
Individual host
29 Dec – 3 Jan
5.0 out of 5 average rating, 7 reviews
Superhost
Apartment in Surrey
Luxury Wentworth Retreat. 3 Bed by the Golf Course
Business host
18–23 Oct
5.0 out of 5 average rating, 4 reviews
Superhost
Cabin in Oakley Green
The LEGO Themed Lodge & Petting Farm near Legoland
Business host
27 Sept – 2 Oct
5.0 out of 5 average rating, 3 reviews