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Search results; Over 1,000 homes in Old Windsor

Top guest favourite
Chalet in Old Windsor
The Potting Shed
1 bedroom, 3 beds, 1 private bathroom
11–16 Aug
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4.95 out of 5 average rating, 86 reviews
Top guest favourite
Cottage in Windsor
Gorgeous CountryCottage overlooking Windsor Castle
4.99 out of 5 average rating, 106 reviews, 3 bedrooms, 7 beds, 2 bathrooms
31 Aug – 5 Sept
Guest favourite
Home in Old Windsor
Fenced garden, hot tub & parking | Dog friendly
5.0 out of 5 average rating, 70 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
26–31 Jul
Top guest favourite
Cottage in Englefield Green
2 Bedroom Luxury Cottage (Secure & Quiet)
5.0 out of 5 average rating, 388 reviews, 2 bedrooms, 2 beds, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Home in Windsor
Magical and Romantic Countryside Getaway Near Windsor Castle
5.0 out of 5 average rating, 248 reviews, 1 bedroom, 2 beds, 1 bathroom
17–22 Aug
Top guest favourite
Shepherd’s hut in Old Windsor
Romantic luxury Shepherd's Hut near London/Windsor
4.98 out of 5 average rating, 50 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Aug
Top guest favourite
Apartment in Wraysbury
Riverside Apartment Wraysbury, Nr Windsor/Heathrow
4.98 out of 5 average rating, 57 reviews, 1 bedroom, 1 bed, 1 bathroom
6–11 Aug
Top guest favourite
Home in Englefield Green
South Wing of Country House
5.0 out of 5 average rating, 17 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Jul
Flat in Winkfield
Spacious stay close to ascot racecourse & legoland
New place to stay, 2 bedrooms, 2 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Barn in Winkfield
Oak Bray Coach House
4.98 out of 5 average rating, 150 reviews, 2 bedrooms, 2 beds, 1 bathroom
7–12 Sept
Home in Surrey
Stunning Victorian Home, Heart of Cobham Village
New place to stay, 3 bedrooms, 4 beds, 1.5 bathrooms
8–13 Aug
Top guest favourite
Guest suite in Egham
Self-contained Annex Studio Flat
4.94 out of 5 average rating, 244 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Sept
Top guest favourite
Room in Surrey
Double room. Perfect for RHUL, Ascot, Gtr London
4.98 out of 5 average rating, 41 reviews, 1 single bed, 1 bathroom
3–8 Aug
Home in Wraysbury
Lovely Riverside House
3 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Flat in Berkshire
Epic Location, Views & Private Terrace
4.99 out of 5 average rating, 90 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Oct
Top guest favourite
Flat in Datchet
Stylish Studio-Walk to Windsor/Eton/Thames/Parking
4.97 out of 5 average rating, 269 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Aug
Guest favourite
Flat in Windsor and Maidenhead
Windsor Great * Snug * Private Annexe with Parking
4.96 out of 5 average rating, 434 reviews, 1 bed, 1.5 bathrooms
4–9 Aug
Top guest favourite
Guest suite in Sunningdale
Studio 7 in Sunningdale, England
4.98 out of 5 average rating, 50 reviews, 1 bathroom
26–31 Jul
Top guest favourite
Flat in Windsor and Maidenhead
Windsor, private annex. Great tourist spot.
4.98 out of 5 average rating, 114 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Aug