Guesthouse vacation rentals in Maidstone District
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Top-rated guesthouse rentals in Maidstone District
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 Maidstone District guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Woodchurch
4.94 out of 5 average rating, 482 reviewsConverted stable block set in open farmland
Mar 1 – 8
Guesthouse in Burwash
4.95 out of 5 average rating, 419 reviewsNewly converted stable block
Jan 20 – 27
Guesthouse in Aldington
4.88 out of 5 average rating, 233 reviewsRuffyneshill - Value Weekend Breaks & more
Mar 20 – 27
Guesthouse in Dungeness
4.94 out of 5 average rating, 338 reviewsShingle Shack - Dungeness Nature Reserve
Oct 12 – 19
Guesthouse in Herstmonceux
4.97 out of 5 average rating, 291 reviewsSpacious self-contained annex in rural setting
Nov 15 – 22
Guesthouse in Kennington
4.95 out of 5 average rating, 126 reviewsLittle Culvers
Oct 14 – 21
Guesthouse in West Firle
4.87 out of 5 average rating, 569 reviewsSelf Contained Garden Studio near Glyndebourne
Jan 9 – 16
Guesthouse in Surrey
4.96 out of 5 average rating, 450 reviewsSUMMERHOUSE luxury smart barn, projector 75Mb WiFi
Oct 15 – 22
Guest house rentals with a patio
Guesthouse in Pevensey Bay
4.97 out of 5 average rating, 104 reviewsLovely 1 bedroom annexe right on the beach
Nov 25 – Dec 2
Guesthouse in West Kingsdown
4.86 out of 5 average rating, 133 reviewsPrivate Annex, close to Brands Hatch
Sep 10 – 17
Guesthouse in Balcombe
4.99 out of 5 average rating, 110 reviewsThe Potting Shed, 2 bed cosy countryside retreat
Nov 28 – Dec 5
Guesthouse in East Sussex
4.96 out of 5 average rating, 114 reviewsBarons Granary, The Bull Pen, Iden nr Rye
Feb 9 – 16
Guesthouse in London
4.85 out of 5 average rating, 168 reviewsThe Studio House - Crouch End
Dec 30 – Jan 6
Guesthouse in Kingswood
4.94 out of 5 average rating, 35 reviewsThe Strawberry Barns near North Downs Way Kent.
Nov 18 – 25
Guesthouse in Kent
4.89 out of 5 average rating, 35 reviewsIdyllic Artist Lodge in the Heart of Kent
Feb 28 – Mar 7
Guesthouse in Kent
4.97 out of 5 average rating, 29 reviewsCountry escape breathtaking view
Oct 24 – 31
Guest house rentals with a washer and dryer
Guesthouse in Sittingbourne
4.92 out of 5 average rating, 153 reviewsSelf-contained annex, with free parking.
Dec 9 – 16
Guesthouse in East Sussex
4.95 out of 5 average rating, 263 reviewsCosy woodland annex - Guest house
Dec 18 – 25
Guesthouse in Wittersham
4.99 out of 5 average rating, 136 reviewsThe Lodge
Nov 11 – 18
Guesthouse in Chipstead
4.92 out of 5 average rating, 271 reviewsA private country escape with stunning views
Dec 12 – 19
Guesthouse in Ripe
4.97 out of 5 average rating, 242 reviewsExclusive Use Contemporary Barn Annex with Stunning Views
Nov 17 – 24
Guesthouse in Bolney
4.98 out of 5 average rating, 172 reviewsCountryside setting within a convenient location.
Dec 17 – 24
Guesthouse in West Hanningfield
4.98 out of 5 average rating, 286 reviewsLuxurious Apartment in West Hanningfield + Tennis
Nov 1 – 8
Guesthouse in Ditchling
4.92 out of 5 average rating, 471 reviewsPrivate Studio flat in Ditchling
Dec 19 – 26
Quick stats about guesthouse rentals in Maidstone District
Total rentals
40 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
2K reviews
Nightly prices starting at
$60 before taxes and fees
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