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 White Waltham
4.9 out of 5 average rating, 10 reviewsCharming Home in White Waltham
Nov 19 – 26
Home in Goring
4.78 out of 5 average rating, 18 reviewsPool House at Mill Cottage
Apr 21 – 28
Home in Nuptown
5.0 out of 5 average rating, 9 reviewsFabulous Country House, Pool, Garden, 400mbps
Dec 28 – Jan 4
Home in Buckinghamshire
4.95 out of 5 average rating, 57 reviewsMajor part of idyllic home
Mar 2 – 9
Home in Marlow
4.76 out of 5 average rating, 17 reviewsSecluded and rural marlow chilterns
Jun 17 – 24
Home in GB
4.78 out of 5 average rating, 46 reviewsRiver House with Heated Pool, Parking & Garden
Nov 28 – Dec 5
Home in tadley
4.78 out of 5 average rating, 23 reviewsStunning hideaway house
Feb 18 – 25
Home in Berkshire
Georgian House in Mortimer
Dec 27 – Jan 3
Weekly house rentals
Home in Stoke Talmage, Thame
4.97 out of 5 average rating, 105 reviewsA peaceful rural retreat
Aug 16 – 23
Home in Buckinghamshire
4.89 out of 5 average rating, 141 reviewsMews house in the center of Great Missenden
Oct 10 – 17
Home in Hampshire
4.98 out of 5 average rating, 331 reviewsCozy 17th Century Cottage in Jane Austen's Chawton
Apr 9 – 16
Home in Great Milton
4.99 out of 5 average rating, 113 reviewsCottage in Great Milton
Jul 22 – 29
Home in Sherfield on Loddon
4.93 out of 5 average rating, 255 reviewsThe Coach House - A beautiful, individual property
Mar 24 – 31
Home in Windsor and Maidenhead
4.89 out of 5 average rating, 75 reviewsModern with parking near Windsor Castle & Legoland
Sep 29 – Oct 6
Home in Old Windsor
4.96 out of 5 average rating, 24 reviewsPrivate annexe in Old Windsor.
Aug 5 – 12
Home in Berkshire
4.95 out of 5 average rating, 96 reviewsRobin’s Rest @ Scotlands House
Sep 26 – Oct 3
Private house rentals
Home in Berkshire
4.83 out of 5 average rating, 12 reviewsTreesmill Drive
Jul 23 – 28
Home in Cookham
5.0 out of 5 average rating, 33 reviewsSpacious, level, luxury home with log burner
Apr 16 – 23
Home in Berkshire
5.0 out of 5 average rating, 17 reviewsCosy Victorian Terrace House
May 21 – 28
Home in Warfield
5.0 out of 5 average rating, 19 reviewsFamily home near Ascot & Windsor
Jan 26 – Feb 2
Home in Bracknell
5.0 out of 5 average rating, 11 reviewsBeautiful detached period home, Ascot, Windsor
Aug 15 – 22
Home in Hedsor
4.91 out of 5 average rating, 75 reviewsGorgeous English Country Barn
Jan 17 – 24
Home in Wraysbury
4.97 out of 5 average rating, 34 reviewsHistoric Tudor Cottage
Sep 19 – 26
Home in Burnham
5.0 out of 5 average rating, 46 reviewsStunning Place near Windsor & Heathrow, 3BR House
Sep 10 – 17
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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- Rentals with pools Windsor and Maidenhead
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