House vacation rentals in Windsor and Maidenhead
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Top-rated house rentals in Windsor and Maidenhead
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor and Maidenhead house rentals
House rentals with a pool
Home in Goring
4.8 out of 5 average rating, 20 reviewsPool House at Mill Cottage
Jan 19 – 26
Home in Nuptown
5.0 out of 5 average rating, 9 reviewsFabulous Country House, Pool, Garden, 400mbps
Mar 25 – Apr 1
Home in Buckinghamshire
4.95 out of 5 average rating, 57 reviewsMajor part of idyllic home
Mar 13 – 20
Home in GB
4.78 out of 5 average rating, 46 reviewsRiver House with Heated Pool, Parking & Garden
Dec 26 – Jan 2
Home in tadley
4.78 out of 5 average rating, 23 reviewsStunning hideaway house
Jan 26 – Feb 2
Home in Berkshire
New place to stayWindsor Oasis: Tranquil Retreat with Heated Pool
Jun 22 – 29
Home in Ewelme
Beautiful new design / 6 bed in Henley-on-Thames
Jan 4 – 11
Home in Berkshire
Georgian House in Mortimer
Jan 19 – 26
Weekly house rentals
Home in Great Milton
4.99 out of 5 average rating, 114 reviewsCottage in Great Milton
Jul 29 – Aug 5
Home in Surrey
4.99 out of 5 average rating, 137 reviewsTy Bach
Feb 22 – Mar 1
Home in Sherfield on Loddon
4.93 out of 5 average rating, 258 reviewsThe Coach House - A beautiful, individual property
Apr 23 – 30
Home in Windsor and Maidenhead
4.89 out of 5 average rating, 76 reviewsModern with parking near Windsor Castle & Legoland
Oct 10 – 17
Home in Berkshire
4.95 out of 5 average rating, 98 reviewsRobin’s Rest @ Scotlands House
Jan 18 – 25
Home in Old Windsor
4.96 out of 5 average rating, 27 reviewsPrivate annexe in Old Windsor.
Jun 10 – 17
Home in Windsor and Maidenhead
5.0 out of 5 average rating, 47 reviewsARTISTS VICTORIAN HOME WITH HOT TUB ❤️
Oct 24 – 31
Home in Berkshire
4.92 out of 5 average rating, 12 reviewsEdwardian home from home in Maidenhead
Jul 29 – Aug 5
Private house rentals
Home in Warfield
5.0 out of 5 average rating, 19 reviewsFamily home near Ascot & Windsor
Apr 26 – May 3
Home in Bracknell
5.0 out of 5 average rating, 12 reviewsBeautiful detached period home, Ascot, Windsor
Oct 2 – 9
Home in Wraysbury
4.97 out of 5 average rating, 35 reviewsHistoric Tudor Cottage
Jan 12 – 19
Home in Englefield Green
5.0 out of 5 average rating, 17 reviewsPretty Cottage Near Windsor Castle
Oct 21 – 28
Home in Berkshire
5.0 out of 5 average rating, 17 reviewsCosy Victorian Terrace House
Jun 23 – 30
Home in Berkshire
4.91 out of 5 average rating, 44 reviewsCentral Perks!
Sep 19 – 26
Home in Windsor
4.85 out of 5 average rating, 20 reviewsThe Truly Incredible Windsor Home, FREE Parking
Aug 6 – 13
Home in Surrey
5.0 out of 5 average rating, 13 reviewsHome in Virginia Water
Jun 2 – 9
Quick stats about house rentals in Windsor and Maidenhead
Total rentals
980 properties
Rentals with dedicated workspaces
390 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
220 properties allow pets
Family-friendly rentals
570 properties are a good fit for families
Total number of reviews
20K reviews
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