
Luxury rentals in Windsor and Maidenhead
Find and book unique accommodation on Airbnb
Top-rated luxury holiday rentals in Windsor and Maidenhead
Guests agree: these stays are highly rated for location, cleanliness and more.

Chalford Manor with swimming pool, tennis court
Sunny days spent poolside, the friendly competition of a tennis match and sipping wine beside a roaring open fire, this is Chalford Manor. Sitting in idyllic Oxfordshire, just over an hour from London, the manor is nestled in beautiful gardens where each room welcomes you with quiet elegance. The dining room awaits celebratory meals, and a choice of reception rooms allow you to spend your days at leisure. The delights of Oxford are a mere 30-minute drive and you are just over an hour from London

Harford Manor
Torn from the pages of Country Life, this architecturally divisive “country house” defies all the traditional rules with its indoor riding centre, stables, home cinema, helipad, and leisure wing, including a gym, spa and indoor pool. After a morning’s tennis match on the grass court, cool off in the outdoor natural pong or rejuvenate in the hot tub. Then, spend the afternoon exploring the beautiful village of Windsor, a short drive away. Copyright © Luxury Retreats. All rights reserved.

Long White Cloud
A magnificent 19th century property, Long White Cloud combines the warmth of a period home with all the modern comforts. 4 large bedroom suites are accompanied by an impressive kitchen and spacious living room. The charming garden provides a lovely area to enjoy alfresco dining or a barbeque, overlooking The Thames River. Long White Cloud has a fascinating history, with Edward Elgar known to have stayed and composed some of his finest pieces whilst in residence.

Sundial Cottage - wonderful 19th century home
This wonderful 19th century home is located on Monkey Island Estate and guests may make use of all hotel facilities during their stay. Quaint yet specious, it houses 3 large, gorgeous bedroom suites along with a high-spec kitchen-diner and cozy living room for unwinding in the evenings. Guests can also make use of the beautifully kept, secluded garden. Sundial Cottage was also the home of the famed Sylvia Anderson, the creator of Thunderbirds.
Popular amenities for Windsor and Maidenhead luxury holiday rentals
Other great luxury holiday rentals in Windsor and Maidenhead
Destinations to explore
- Rentals with a fire pit Windsor and Maidenhead
- Smoking-friendly rentals Windsor and Maidenhead
- Condo rentals Windsor and Maidenhead
- Rentals with outdoor seating Windsor and Maidenhead
- Rentals with a hot tub Windsor and Maidenhead
- Serviced apartment rentals Windsor and Maidenhead
- Family-friendly rentals Windsor and Maidenhead
- Rentals with lake access Windsor and Maidenhead
- Apartment rentals Windsor and Maidenhead
- Rentals with a washing machine and dryer Windsor and Maidenhead
- Rentals with an EV charger Windsor and Maidenhead
- Cabin rentals Windsor and Maidenhead
- Rentals with breakfast Windsor and Maidenhead
- Rentals with a patio Windsor and Maidenhead
- Pet-friendly rentals Windsor and Maidenhead
- Townhouse rentals Windsor and Maidenhead
- Cottage rentals Windsor and Maidenhead
- Private suite rentals Windsor and Maidenhead
- Bed and breakfasts Windsor and Maidenhead
- Rentals with pools Windsor and Maidenhead
- Fitness-friendly rentals Windsor and Maidenhead
- House rentals Windsor and Maidenhead
- Hotel rooms Windsor and Maidenhead
- Waterfront rentals Windsor and Maidenhead
- Rentals with a fireplace Windsor and Maidenhead
- Guesthouse rentals Windsor and Maidenhead
- Luxury rentals Berkshire
- Luxury rentals England
- Luxury rentals United Kingdom
- Tower Bridge
- Big Ben
- Paddington
- British Museum
- Natural History Museum
- Covent Garden
- London Bridge
- Marble Arch
- Tottenham Court Road
- Buckingham Palace
- Hampstead Heath
- Kings Cross
- St Pancras International
- The O2
- Piccadilly Theatre
- Trafalgar Square
- Battersea Power Station (disused)
- Emirates Stadium
- ExCeL London
- Wembley Stadium
- Royal Albert Hall
- Russell Square
- Olympia Events
- Borough Market



