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Search results; Over 1,000 homes in Old Windsor

Guest favourite
Home in Old Windsor
Dog-friendly 4BR w/ hot tub, Old Windsor
4 bedrooms, 5 beds, 2.5 private bathrooms
27 Sept – 2 Oct
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5.0 out of 5 average rating, 73 reviews
Top guest favourite
Cottage in Windsor
Gorgeous CountryCottage overlooking Windsor Castle
3 bedrooms, 7 beds, 2 bathrooms
18–23 Oct
4.99 out of 5 average rating, 110 reviews
Top guest favourite
Home in Old Windsor
Garden, Parking, Private, Nr Windsor & Great Park.
1 bedroom, 1 double bed, 1 bathroom
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
1 bedroom, 1 king bed, 1 bathroom
30 Sept – 5 Oct
4.98 out of 5 average rating, 54 reviews
Top guest favourite
Home in Wraysbury
River Thames near Windsor, Heathrow & London
3 bedrooms, 3 beds, 1 bathroom
8–13 Sept
4.96 out of 5 average rating, 156 reviews
Top guest favourite
Home in Englefield Green
Five Star Boutique House near Windsor Castle, Ascot & London
2 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.97 out of 5 average rating, 142 reviews
Top guest favourite
Home in Old Windsor
Getaway Cottage Windsor
1 bedroom, 1 double bed, 1.5 bathrooms
2–9 Oct
4.96 out of 5 average rating, 250 reviews
Top guest favourite
Home in Windsor
Magical and Romantic Countryside Getaway Near Windsor Castle
1 bedroom, 2 beds, 1 bathroom
30 Sept – 5 Oct
5.0 out of 5 average rating, 249 reviews
Home in Datchet
Spacious & Light Family Home, Garden & Parking
6 bedrooms, 6 beds, 3 bathrooms
7–12 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Surrey
Stunning one bed apartment near Windsor and Ascot
1 bedroom, 1 bed, 1 bathroom
17–22 Oct
4.89 out of 5 average rating, 66 reviews
Top guest favourite
Cottage in Bracknell Forest
Luxury 2 bedroom cottage
2 bedrooms, 2 beds, 1 bathroom
30 Sept – 5 Oct
4.97 out of 5 average rating, 367 reviews
Top guest favourite
Cottage in Englefield Green
2 Bedroom Luxury Cottage (Secure & Quiet)
2 bedrooms, 2 beds, 1 bathroom
24–29 Sept
5.0 out of 5 average rating, 392 reviews
Flat in Staines-upon-Thames
2 Bed • Free Parking • Wi‑Fi • Heathrow Airport
2 bedrooms, 2 double beds, 1 bathroom
7–12 Sept
New place to stay
Guest favourite
Home in Datchet
DETACHED HOUSE, DATCHET, NEAR WINDSOR, BERKSHIRE
4 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
4.91 out of 5 average rating, 33 reviews
Flat in Berkshire
2BR Highrise Flat Slough Centre Close to Heathrow
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Windsor
Central Windsor, Large Garden, Games Room & Office
4 bedrooms, 7 beds, 3.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Boat in Wraysbury
Oyster Fun’d UltimateThames Relaxation Windsor
2 bedrooms, 2 beds, 2 bathrooms
17–22 Nov
4.98 out of 5 average rating, 52 reviews
Guest favourite
Serviced apartment in Langley
2-Bed Apt: Near Windsor, Ascot & Legoland
2 bedrooms, 3 beds, 2 bathrooms
31 Oct – 5 Nov
4.9 out of 5 average rating, 146 reviews
Superhost
Flat in Staines-upon-Thames
Staines ·Parking · 2 Bed · 2 Bath · Sleeps 5 · LHR
2 bedrooms, 3 beds, 2 bathrooms
29 Sept – 4 Oct
New place to stay