Holiday rentals in Windsor and Maidenhead

Find and book unique accommodation on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Windsor and Maidenhead holiday rentals

Stay near Windsor and Maidenhead's top sights

Thorpe Park12 locals recommend
LEGOLAND® Windsor Resort177 locals recommend
Ascot Racecourse83 locals recommend

Other great holiday rentals in Windsor and Maidenhead

Guest favourite
Flat in Berkshire
4.89 out of 5 average rating, 98 reviews

Luxury studio apartment

EvieRating, 5 stars5 days ago
Amazing! Just as described, beautiful little studio and such a convenient location. Magdalena also responded promptly to any questions or queries, will be staying again! ♥️
Guest favourite
Flat in Berkshire
4.91 out of 5 average rating, 34 reviews

Castle View: Lux Apartment, Spa!Walk to River/Pubs

NicolaRating, 5 stars3 months ago
A joyous stay in Windsor , great help full tips , and of course the stunning apartment , nothing is left wanting , immaculate inside and of course the unique view of the castle , this is a great location five stars from us
Guest favourite
Home in Berkshire
5 out of 5 average rating, 5 reviews

Racecourse Marina Lodge | Hot tub | Parking | EV

ClareRating, 5 stars1 month ago
This trip had a real WOW factor for us. My son and mum loved the hot tub. It was very private but with a beautiful view of the marina. It had a friendly atmosphere as my young son waved to some of the neighbours on their boats and they made his day by waving back. The hot tub was fabulous. Great communication from Hari. Very close to Legoland. We would love to go back and stay again.
Guest favourite
Guest suite in Windsor and Maidenhead
4.85 out of 5 average rating, 84 reviews

Self contained 1 bedroom

HarryRating, 5 stars3 weeks ago
Thank you Theo for the lovely stay. Annex was exactly as described and had everything one would need for their stay. Thank you very much!
Top guest favourite
Guest house in Windsor and Maidenhead
4.96 out of 5 average rating, 202 reviews

1 Bedroom private property +free parking

RichardRating, 5 stars2 weeks ago
A compact, very clean, mmaculately decorated and smart place to stay, 30.mins walk to Windsor. Well equiped with great shower, kitchen. The host Alina and her daughter Eva were very quick to respond to messages. Verg attentive. We totally enjoyed our night's stay with off road parking.
Top guest favourite
Guest house in Berkshire
4.96 out of 5 average rating, 92 reviews

1 bedroom self contained-annex, free parking

ThomasRating, 5 stars1 month ago
The property is absolutely lovely with everything you need and just like home away from home. Shopping is close by car plus there is ASDA within walking distance. If we returned to the area we would definitely want to stay here again.
Top guest favourite
Guest house in Bracknell Forest
4.98 out of 5 average rating, 208 reviews

Self-contained Garden Lodge

KaseyRating, 5 stars1 day ago
Great stay on route from the airport back home got a late flight into LHR so was great stop only 30 mins away comfortable bed and Leszek was happy to accommodate our late check in with the self check in box. They also have a Netflix and other subscriptions for the tv which is good when your jet lagged 😂
Top guest favourite
Cottage in Englefield Green
5 out of 5 average rating, 342 reviews

2 Bedroom Luxury Cottage (Secure & Quiet)

IsabellaRating, 5 stars3 weeks ago
Wonderful place to stay in a beautiful area. Rachel was extremely accommodating and helpful and had put in lots of effort to make our stay as pleasant as possible. Highly recommend!

Quick stats about holiday rentals in Windsor and Maidenhead

  • Total rentals

    2.5K properties

  • Total number of reviews

    72K reviews

  • Family-friendly rentals

    1.2K properties are a good fit for families

  • Pet-friendly rentals

    500 properties allow pets

  • Rentals with a pool

    50 properties have a pool

  • Rentals with dedicated workspaces

    990 properties have a dedicated workspace

Destinations to explore