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 The Ayots
4.93 out of 5 average rating, 483 reviewsWhite Cottage Annexe with riverside garden hot tub
Oct 26 – Nov 2
Guesthouse in Bennett End
4.87 out of 5 average rating, 405 reviewsMary's Cabin
Jan 10 – 17
Guesthouse in North Stoke
4.98 out of 5 average rating, 170 reviewsStunning Lodge by Ridgeway/Thames
Sep 29 – Oct 6
Guesthouse in Thatcham
5.0 out of 5 average rating, 256 reviewsManstone Cottage, Yattendon
Apr 28 – May 5
Guesthouse in Ashford
4.86 out of 5 average rating, 203 reviewsGarden cottage, easy for London & Surrey
Sep 24 – Oct 1
Guesthouse in Farnham
4.95 out of 5 average rating, 320 reviewsSelf Contained Garden Cottage
Oct 26 – Nov 2
Guesthouse in Oxford
4.96 out of 5 average rating, 490 reviewsGarden Escape: Guesthouse next to Woodlands
Dec 13 – 20
Guesthouse in New Alresford
4.93 out of 5 average rating, 239 reviews17th century cottage Georgian town
Apr 20 – 27
Guest house rentals with a patio
Guesthouse in Loudwater
4.96 out of 5 average rating, 107 reviewsWooden Garden Lodge
Apr 19 – 26
Guesthouse in Reading
4.96 out of 5 average rating, 114 reviewsPrivate Garden Annexe. Wheelchair accessible.
Dec 1 – 8
Guesthouse in Lower Bourne
4.94 out of 5 average rating, 145 reviewsSelf contained studio in Lower Bourne, Farnham
Sep 6 – 13
Guesthouse in Worminghall
4.91 out of 5 average rating, 108 reviewsCharming barn conversion with vast living space
Sep 16 – 23
Guesthouse in Oxfordshire
4.95 out of 5 average rating, 126 reviewsOxfordshire Country Cottage
Aug 23 – 30
Guesthouse in Wormley
4.89 out of 5 average rating, 108 reviewsAdorable one-bedroom hideaway with fantastic views
Aug 12 – 19
Guesthouse in Hampshire
4.94 out of 5 average rating, 164 reviewsIMMACULATELY PRESENTED COUNTRY BARN FOR UP TO FOUR
Jan 20 – 27
Guesthouse in London
4.84 out of 5 average rating, 170 reviewsThe Studio House - Crouch End
Oct 17 – 24
Guest house rentals with a washer and dryer
Guesthouse in Chalgrove
4.96 out of 5 average rating, 378 reviewsThe Post Office Barn Chalgrove
Feb 8 – 15
Guesthouse in Saint Albans
4.99 out of 5 average rating, 608 reviewsBed and breakfast .AL1.private quiet space.
Oct 9 – 16
Guesthouse in Brightwell-cum-Sotwell
4.99 out of 5 average rating, 136 reviewsA characterful, cosy, private annexe with parking.
Sep 10 – 17
Guesthouse in Chipstead
4.92 out of 5 average rating, 273 reviewsA private country escape with stunning views
Apr 1 – 8
Guesthouse in Harwell
4.92 out of 5 average rating, 159 reviewsHarwell, self contained cottage
Aug 22 – 29
Guesthouse in Dunsfold
4.95 out of 5 average rating, 215 reviewsThe Old Stable
Mar 1 – 8
Guesthouse in Oxford
4.92 out of 5 average rating, 319 reviewsBeautiful, socially distanced garden cabin
Mar 18 – 25
Guesthouse in Surrey
4.97 out of 5 average rating, 298 reviewsGarden Pavilion
Nov 22 – 29
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 an EV charger Windsor and Maidenhead
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