Cottage vacation rentals in Windsor and Maidenhead
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Top-rated cottage rentals in Windsor and Maidenhead
Guests agree: these cottages 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 cottage rentals
Cottage rentals with a hot tub
Cottage in Sarratt
5.0 out of 5 average rating, 187 reviewsCrestyl Cottage riverside barn for 2 with hot tub
Oct 18 – 25
Cottage in Baughurst
4.96 out of 5 average rating, 302 reviewsLuxury rural thatched cottage with cedar hot tub.
Nov 6 – 13
Cottage in The Ayots
4.96 out of 5 average rating, 112 reviewsThe White Cottage Romantic Riverside Retreat
May 28 – Jun 4
Cottage in Sutton Scotney
4.89 out of 5 average rating, 397 reviewsChic country cottage, hot tub & wood burning stove
Nov 7 – 14
Cottage in Berkshire
4.87 out of 5 average rating, 15 reviewsVintage style Lodge In Windsor! Hot Tub! Sleeps 20
Jan 21 – 28
Cottage in Wraysbury
4.82 out of 5 average rating, 153 reviewsOld Wharf Cottage - Riverside Living with Pool
Sep 29 – Oct 6
Cottage in London
4.94 out of 5 average rating, 78 reviewsCozy Luxury Private Cottage
May 13 – 18
Cottage in Bramdean
5.0 out of 5 average rating, 40 reviewsCountryside cottage with 3 bedrooms and hot tub.
Jul 19 – 26
Pet-friendly cottage rentals
Cottage in Privett
4.97 out of 5 average rating, 414 reviewsThe Barn @ North Lodge -Soho Farmhouse-esque Cabin
Nov 9 – 16
Cottage in Ibworth
4.94 out of 5 average rating, 138 reviewsSelf contained, rural cottage, 2 double bedrooms
May 30 – Jun 6
Cottage in Amersham, Bucks
4.98 out of 5 average rating, 118 reviewsDelightful, rural, modern cottage, large garden.
Oct 6 – 13
Cottage in Boxmoor
4.85 out of 5 average rating, 196 reviewsCute Cottage, Flint stone cottage, Hemel Hempstead
Nov 26 – Dec 3
Cottage in Tilford
4.85 out of 5 average rating, 132 reviewsSquires Hill Cottage
May 27 – Jun 3
Cottage in Hookwood
4.84 out of 5 average rating, 402 reviewsDetached, 2 bed,easy access, single storey Cottage
Sep 9 – 14
Cottage in Oxfordshire
4.78 out of 5 average rating, 141 reviewsThe Granary country cottage with private garden
Jul 2 – 9
Cottage in Fingest
4.82 out of 5 average rating, 174 reviewsHistoric Fairytale Cottage with 21stCentury Luxury
Aug 6 – 13
Private cottage rentals
Cottage in Kingston upon Thames
4.98 out of 5 average rating, 146 reviewsStudio Cottage with garden
Nov 15 – 22
Cottage in Surrey
4.87 out of 5 average rating, 150 reviewsRiverside 2 bedroom home with private garden
Sep 30 – Oct 7
Cottage in Hampshire
5.0 out of 5 average rating, 172 reviewsCosy country cottage with chalk stream charm
Oct 18 – 25
Cottage in Buckinghamshire
4.87 out of 5 average rating, 159 reviewsStunning Chiltern Views from Old Amersham Bungalow
Nov 14 – 21
Cottage in Shalford
4.94 out of 5 average rating, 162 reviewsConverted dairy in Surrey Hills
Mar 11 – 18
Cottage in Hampshire
4.96 out of 5 average rating, 380 reviewsThe Garden Cottage at Oakhanger Farmhouse .
Nov 1 – 8
Cottage in Englefield Green
4.9 out of 5 average rating, 159 reviewsLuxury 5* House Near Windsor Castle, Ascot, London
Nov 8 – 15
Cottage in South Moreton
4.92 out of 5 average rating, 204 reviewsPeriod cottage, cosy sittingroom individual host
May 19 – 24
Quick stats about cottage rentals in Windsor and Maidenhead
Total rentals
70 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
5.9K reviews
Nightly prices starting at
€ 46 before taxes and fees
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