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 Redbourn
4.99 out of 5 average rating, 113 reviewsPoolside Scandi designed Loft Annexe & Golf
Home in White Waltham
4.92 out of 5 average rating, 12 reviewsChic Retreat:Hot Tub,Hydro Pool -15 Min to Windsor
Home in Goring
4.83 out of 5 average rating, 24 reviewsPool House at Mill Cottage
Home in Surrey
4.87 out of 5 average rating, 68 reviewsHomely Rustic Country Retreat within National Park
Home in Nuptown
5.0 out of 5 average rating, 9 reviewsFabulous Country House, Pool, Garden, 400mbps
Home in Buckinghamshire
4.93 out of 5 average rating, 60 reviewsMajor part of idyllic home
Home in GB
4.78 out of 5 average rating, 46 reviewsRiver House with Heated Pool, Parking & Garden
Home in Marlow
4.76 out of 5 average rating, 17 reviewsSecluded and rural marlow chilterns
Weekly house rentals
Home in Berkhamsted
4.99 out of 5 average rating, 222 reviewsCosy Victorian cottage in central Berkhamsted
Home in Surrey
4.84 out of 5 average rating, 103 reviewsThe Orchard
Home in Great Milton
4.99 out of 5 average rating, 119 reviewsCottage in Great Milton
Home in Hampshire
4.98 out of 5 average rating, 338 reviewsCozy 17th Century Cottage in Jane Austen's Chawton
Home in Tetsworth
5.0 out of 5 average rating, 250 reviewsLuxury self-contained Annexe with balcony Jacuzzi
Home in Stoke Talmage, Thame
4.97 out of 5 average rating, 115 reviewsA peaceful rural retreat
Home in Old Windsor
4.97 out of 5 average rating, 36 reviewsPrivate annexe in Old Windsor.
Home in Windsor and Maidenhead
4.9 out of 5 average rating, 78 reviewsModern with parking near Windsor Castle & Legoland
Private house rentals
Home in Berkshire
4.97 out of 5 average rating, 37 reviewsVictorian House+Garden+Castle view
Home in Cookham
5.0 out of 5 average rating, 34 reviewsSpacious, level, luxury home with log burner
Home in Bracknell
5.0 out of 5 average rating, 12 reviewsBeautiful detached period home, Ascot, Windsor
Home in Marlow
5.0 out of 5 average rating, 33 reviewsMagical Marlow town centre
Home in Old Windsor
5.0 out of 5 average rating, 31 reviewsBeautiful 4 Bed Home, Amazing Location, Sleep 7-9
Home in Datchet
4.78 out of 5 average rating, 222 reviewsSpacious 3 bedroom family home, with parking.
Home in Oxfordshire
5.0 out of 5 average rating, 36 reviewsThe Little Cottage At The Barn
Home in Englefield Green
5.0 out of 5 average rating, 20 reviewsPretty Cottage Near Windsor Castle
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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