Holiday rentals in Windsor and Maidenhead
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Top-rated holiday rentals in Windsor and Maidenhead
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Windsor and Maidenhead holiday rentals
Other great holiday rentals in Windsor and Maidenhead
Superhost
Guest suite in Maidenhead
4.83 out of 5 average rating, 703 reviewsOak Barn - 1st Floor self contained Studio
Guest favourite
Guest suite in Datchet
4.96 out of 5 average rating, 209 reviewsSelf Contained Annex, Datchet
Guest favourite
Flat in Cookham
4.94 out of 5 average rating, 526 reviewsOld Butchers Wine Cellar 15th Century Apartment
Guest favourite
Guest house in Taplow
4.94 out of 5 average rating, 459 reviewsLuxury Rustic Log Cabin... secluded deck & garden
Guest favourite
Guest suite in Egham
4.93 out of 5 average rating, 123 reviewsSelf-contained Annex Studio Flat
Guest favourite
Cottage in Englefield Green
5.0 out of 5 average rating, 282 reviews2 Bedroom Luxury Cottage (Secure & Quiet)
Guest favourite
Flat in Bourne End
4.94 out of 5 average rating, 145 reviewsCosy Studio Flat on Rural Thames
Superhost
Cottage in Bray
4.89 out of 5 average rating, 566 reviewsBeautiful cottage, next to Bray restaurants
Quick stats about holiday rentals in Windsor and Maidenhead
Total rentals
2.5K properties
Rentals with dedicated workspaces
990 properties have a dedicated workspace
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
470 properties allow pets
Family-friendly rentals
1.2K properties are a good fit for families
Total number of reviews
62K reviews
Destinations to explore
- London Holiday rentals
- Central London Holiday rentals
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- Oxford Holiday rentals
- Cotswold District Holiday rentals
- Cambridge Holiday rentals
- Bath Holiday rentals
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- Hotel rentals Windsor and Maidenhead
- Waterfront rentals Windsor and Maidenhead
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- Rentals with a fireplace Windsor and Maidenhead
- Smoking-friendly rentals Windsor and Maidenhead
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- Rentals with pools Windsor and Maidenhead
- Rentals with a hot tub Windsor and Maidenhead
- Serviced apartment rentals Windsor and Maidenhead
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- Fitness-friendly rentals Windsor and Maidenhead
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- Family-friendly rentals Windsor and Maidenhead
- Rentals with a washing machine and dryer Windsor and Maidenhead
- Rentals with an EV charger Windsor and Maidenhead
- Rentals with outdoor seating Windsor and Maidenhead
- Wheelchair-accessible rentals Windsor and Maidenhead
- Flat rentals Windsor and Maidenhead
- Cottage rentals Windsor and Maidenhead
- Rentals with lake access Windsor and Maidenhead
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- Pet-friendly rentals Windsor and Maidenhead
- Monthly Rentals Windsor and Maidenhead
- Rentals with breakfast Windsor and Maidenhead
- Rentals with a patio Windsor and Maidenhead
- Rentals with a firepit Windsor and Maidenhead
- Private suite rentals Windsor and Maidenhead
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