Holiday rentals in Windsor and Maidenhead
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Windsor and Maidenhead
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor and Maidenhead holiday rentals
Other great holiday rentals in Windsor and Maidenhead
Guest favourite
Guest suite in Warfield
4.92 out of 5 average rating, 180 reviewsThe Hayloft Suite, St Michaels Grange
11–18 Jul
£105 per night
Guest favourite
Guest suite in Datchet
4.96 out of 5 average rating, 205 reviewsSelf Contained Annex, Datchet
7–14 Jun
£76 per night
Guest favourite
Guest house in Binfield
4.98 out of 5 average rating, 111 reviewsThe Brickmaker’s Loft
16–23 Mar
£115 per night
Guest favourite
Cabin in Old Windsor
4.95 out of 5 average rating, 117 reviewsGorgeous Self-Contained Wooden Cabin - Old Windsor
27 Sept – 4 Oct
£83 per night
Guest favourite
Guest house in Bracknell Forest
4.99 out of 5 average rating, 158 reviewsSelf-contained Garden Lodge
24 Jun – 1 Jul
£64 per night
Guest favourite
Flat in Cookham
4.94 out of 5 average rating, 513 reviewsOld Butchers Wine Cellar 15th Century Apartment
14–21 Feb
£139 per night
Guest favourite
Apartment in Marlow
4.98 out of 5 average rating, 194 reviewsCentral Marlow Apartment nr High St with Parking
4–11 Jan
£113 per night
Guest favourite
Cabin in Buckinghamshire
4.99 out of 5 average rating, 133 reviewsHockley Corner Studio
17–24 Jul
£76 per night
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
- City of London Holiday rentals
- Oxford Holiday rentals
- Cotswold District Holiday rentals
- Cambridge Holiday rentals
- Bath Holiday rentals
- Bournemouth Holiday rentals
- Bristol Holiday rentals
- Birmingham Holiday rentals
- Nottingham Holiday rentals
- Cardiff Holiday rentals
- Bed and breakfasts Windsor and Maidenhead
- Cabin rentals Windsor and Maidenhead
- Rentals with outdoor seating Windsor and Maidenhead
- Flat rentals Windsor and Maidenhead
- Guest house rentals Windsor and Maidenhead
- Family-friendly rentals Windsor and Maidenhead
- Rentals with lake access Windsor and Maidenhead
- Family-friendly rentals Windsor and Maidenhead
- Private suite rentals Windsor and Maidenhead
- House rentals Windsor and Maidenhead
- Apartment rentals Windsor and Maidenhead
- Rentals with pools Windsor and Maidenhead
- Wheelchair-accessible rentals Windsor and Maidenhead
- Serviced apartment rentals Windsor and Maidenhead
- Rentals with a hot tub Windsor and Maidenhead
- Pet-friendly rentals Windsor and Maidenhead
- Hotel rentals Windsor and Maidenhead
- Rentals with an EV charger Windsor and Maidenhead
- Rentals with a fireplace Windsor and Maidenhead
- Rentals with breakfast Windsor and Maidenhead
- Rentals with a firepit Windsor and Maidenhead
- Waterfront rentals Windsor and Maidenhead
- Cottage rentals Windsor and Maidenhead
- Rentals with a washing machine and dryer Windsor and Maidenhead
- Fitness-friendly rentals Windsor and Maidenhead
- Townhouse rentals Windsor and Maidenhead
- Smoking-friendly rentals Windsor and Maidenhead
- Rentals with a patio Windsor and Maidenhead
- Monthly Rentals Windsor and Maidenhead
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom