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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, 103 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
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
Guest favourite
Home in Old Windsor
Dog-friendly 4BR w/ hot tub, Old Windsor
Business host
27 Sept – 2 Oct
5.0 out of 5 average rating, 73 reviews
Guest favourite
Home in Wraysbury
River Thames near Windsor, Heathrow & London
Individual host
20–25 Sept
4.96 out of 5 average rating, 156 reviews
Top guest favourite
Home in Old Windsor
Getaway Cottage Windsor
Individual host
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
Individual host
30 Sept – 5 Oct
5.0 out of 5 average rating, 249 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
Apartment in Wraysbury
Riverside Apartment Wraysbury, Nr Windsor/Heathrow
Individual host
9–14 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, 393 reviews
Home in Datchet
Spacious & Light Family Home, Garden & Parking
Individual host
8–13 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Berkshire
Racecourse Marina Lodge | Hot tub | Parking | EV
Business host
20–25 Sept
4.96 out of 5 average rating, 82 reviews
Top guest favourite
Townhouse in Berkshire
Charming cottage in the heart of Windsor
Individual host
24–29 Sept
4.97 out of 5 average rating, 119 reviews
Top guest favourite
Farm stay in Hambleden
Luxury Farmhouse with Hot Tub & Games Annexe
Business host
13–18 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Apartment in Berkshire
Spacious & light 2bd, 2ba in the heart of Windsor
Individual host
9–14 Sept
4.99 out of 5 average rating, 150 reviews
Guest house in Berkshire
Compact Garden Annex near Windsor Castle
Individual host
5–10 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Boat in Wraysbury
Oyster Fun’d the Ultimate Relaxation on Thames
Individual host
23–28 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
8–13 Sept
New place to stay
Top guest favourite
Home in Windsor
Central Windsor, Large Garden, Games Room & Office
Business host
4–9 Oct
5.0 out of 5 average rating, 55 reviews