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Search results; Over 1,000 homes in Old Windsor

Guest favourite
Cabin in Old Windsor
Cosy Cabin Retreat, 1–5 guests, 5 mins to Windsor
2 bedrooms, 3 beds, 1 private bathroom
4–9 Sept
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4.92 out of 5 average rating, 113 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
Guest favourite
Home in Old Windsor
Exquisite 4bed Home in Windsor with Hot Tub
4 bedrooms, 5 beds, 2.5 bathrooms
25–30 Sept
5.0 out of 5 average rating, 72 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, 30 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, 53 reviews
Top guest favourite
Home in Wraysbury
River Thames near Windsor, Heathrow & London
3 bedrooms, 3 beds, 1 bathroom
8–13 Sept
4.97 out of 5 average rating, 155 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
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, 364 reviews
Guest favourite
Home in Berkshire
Beautiful, newly refurbished Victorian townhouse
2 bedrooms, 4 beds, 1 bathroom
5–10 Sept
5.0 out of 5 average rating, 9 reviews
Flat in Staines-upon-Thames
2 Bed • Free Parking • Wi‑Fi • Heathrow Airport
2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
New place to stay
Home in Datchet
Spacious & Light Family Home, Garden & Parking
6 bedrooms, 6 beds, 3 bathrooms
4–9 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Buckinghamshire
5 Bed Buckinghamshire Farmhouse | Parking
5 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
New place to stay
Home in Buckinghamshire
Grand Estate for 22 w/ Pool & Games Room
8 bedrooms, 16 beds, 5 bathrooms
6–11 Sept
New place to stay
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
Home in Datchet
Charming Cottage walkable to Windsor Castle
3 bedrooms, 3 king beds, 2 bathrooms
21–26 Oct
Top guest favourite
Boat in Wraysbury
Thames Relaxation Luxury 2 bedroom Heated Yacht
2 bedrooms, 3 double beds, 2 bathrooms
1–6 Nov
4.97 out of 5 average rating, 415 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
Apartment in Berkshire
Spacious & light 2bd, 2ba in the heart of Windsor
2 bedrooms, 3 beds, 2 bathrooms
4–9 Sept
4.99 out of 5 average rating, 150 reviews