Guesthouse vacation rentals in Windsor and Maidenhead
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Top-rated guesthouse rentals in Windsor and Maidenhead
Guests agree: these guesthouse rentals 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 guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Ashford
4.86 out of 5 average rating, 202 reviewsGarden cottage, easy for London & Surrey
Sep 15 – 22
Guesthouse in Bennett End
4.87 out of 5 average rating, 405 reviewsMary's Cabin
Oct 31 – Nov 7
Guesthouse in North Stoke
4.98 out of 5 average rating, 170 reviewsStunning Lodge by Ridgeway/Thames
Oct 13 – 20
Guesthouse in Oxford
4.96 out of 5 average rating, 487 reviewsGarden Escape: Guesthouse next to Woodlands
Dec 13 – 20
Guesthouse in Thatcham
5.0 out of 5 average rating, 254 reviewsManstone Cottage, Yattendon
Apr 16 – 23
Guesthouse in Farnham
4.95 out of 5 average rating, 320 reviewsSelf Contained Garden Cottage
Jun 10 – 17
Guesthouse in Shalford
4.88 out of 5 average rating, 139 reviewsCosy Countryside Cabin 40% discount long stay
Oct 8 – 15
Guesthouse in Buckinghamshire
4.87 out of 5 average rating, 132 reviewsThe Old Hay Barn, Ashley Green
Aug 15 – 22
Guest house rentals with a patio
Guesthouse in Loudwater
4.96 out of 5 average rating, 107 reviewsWooden Garden Lodge
Oct 19 – 26
Guesthouse in Reading
4.96 out of 5 average rating, 114 reviewsPrivate Garden Annexe. Wheelchair accessible.
Nov 7 – 14
Guesthouse in Lower Bourne
4.94 out of 5 average rating, 143 reviewsSelf contained studio in Lower Bourne, Farnham
May 31 – Jun 7
Guesthouse in Worminghall
4.91 out of 5 average rating, 107 reviewsCharming barn conversion with vast living space
Sep 17 – 24
Guesthouse in Oxfordshire
4.95 out of 5 average rating, 126 reviewsOxfordshire Country Cottage
Oct 17 – 24
Guesthouse in Wormley
4.89 out of 5 average rating, 108 reviewsAdorable one-bedroom hideaway with fantastic views
Aug 23 – 30
Guesthouse in Loxhill
4.97 out of 5 average rating, 117 reviewsLuxury accommodation in the beautiful Surrey Hills
Apr 22 – 29
Guesthouse in London
4.93 out of 5 average rating, 115 reviewsGarden Studio in the heart of Highgate Village
Sep 18 – 25
Guest house rentals with a washer and dryer
Guesthouse in Chipstead
4.92 out of 5 average rating, 272 reviewsA private country escape with stunning views
Sep 15 – 22
Guesthouse in Saint Albans
4.99 out of 5 average rating, 605 reviewsBed and breakfast .AL1.private quiet space.
Aug 12 – 19
Guesthouse in Chalgrove
4.96 out of 5 average rating, 378 reviewsThe Post Office Barn Chalgrove
Nov 28 – Dec 5
Guesthouse in Brightwell-cum-Sotwell
4.99 out of 5 average rating, 136 reviewsA characterful, cosy, private annexe with parking.
Oct 23 – 30
Guesthouse in London
5.0 out of 5 average rating, 133 reviewsEntire Cabin. Kingston/ Wimbledon/ Waterloo.
Jul 24 – 29
Guesthouse in Oxford
4.92 out of 5 average rating, 319 reviewsBeautiful, socially distanced garden cabin
Mar 22 – 29
Guesthouse in Rushmoor
4.95 out of 5 average rating, 139 reviewsClaremont Coach House - very private
Nov 12 – 19
Guesthouse in Henley on Thames
4.89 out of 5 average rating, 389 reviewsDetached house sleeps 6, near Henley-on-Thames.
Feb 7 – 14
Quick stats about guesthouse rentals in Windsor and Maidenhead
Total rentals
70 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
70 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Total number of reviews
4K reviews
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- Rentals with pools Windsor and Maidenhead
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