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, 483 reviewsConverted stable block set in open farmland
Mar 22 – 29
Guesthouse in Burwash
4.95 out of 5 average rating, 419 reviewsNewly converted stable block
Nov 23 – 30
Guesthouse in Aldington
4.88 out of 5 average rating, 233 reviewsRuffyneshill - Value Weekend Breaks & more
Nov 1 – 8
Guesthouse in Herstmonceux
4.97 out of 5 average rating, 291 reviewsSpacious self-contained annex in rural setting
Mar 6 – 13
Guesthouse in Dungeness
4.94 out of 5 average rating, 339 reviewsShingle Shack - Dungeness Nature Reserve
Sep 20 – 27
Guesthouse in Tenterden
4.99 out of 5 average rating, 146 reviewsThe Stable, Checksfield Farm, Tenterden, Kent.
Oct 17 – 24
Guesthouse in Kennington
4.95 out of 5 average rating, 126 reviewsLittle Culvers
Aug 8 – 15
Guesthouse in Acol
4.87 out of 5 average rating, 224 reviewsLittle Chapel Cottage
Apr 19 – 26
Guest house rentals with a patio
Guesthouse in Pevensey Bay
4.97 out of 5 average rating, 106 reviewsLovely 1 bedroom annexe right on the beach
Oct 26 – Nov 2
Guesthouse in East Sussex
4.96 out of 5 average rating, 114 reviewsBarons Granary, The Bull Pen, Iden nr Rye
Jan 14 – 21
Guesthouse in West Kingsdown
4.85 out of 5 average rating, 135 reviewsPrivate Annex, close to Brands Hatch
Nov 8 – 15
Guesthouse in Balcombe
4.99 out of 5 average rating, 114 reviewsThe Potting Shed, 2 bed cosy countryside retreat
Dec 5 – 12
Guesthouse in Kingswood
4.94 out of 5 average rating, 35 reviewsThe Strawberry Barns near North Downs Way Kent.
Mar 18 – 25
Guesthouse in Kent
4.89 out of 5 average rating, 35 reviewsIdyllic Artist Lodge in the Heart of Kent
Mar 11 – 18
Guesthouse in Kent
4.97 out of 5 average rating, 30 reviewsCountry escape breathtaking views & walking
Jan 24 – 31
Guesthouse in Kent
4.88 out of 5 average rating, 83 reviewsBeautifully developed historic stables, high spec
Sep 19 – 26
Guest house rentals with a washer and dryer
Guesthouse in Sittingbourne
4.92 out of 5 average rating, 155 reviewsSelf-contained annex, with free parking.
Sep 16 – 23
Guesthouse in East Sussex
4.95 out of 5 average rating, 264 reviewsCosy woodland annex - Guest house
Mar 11 – 18
Guesthouse in Wittersham
4.99 out of 5 average rating, 136 reviewsThe Lodge
Mar 28 – Apr 4
Guesthouse in Ripe
4.97 out of 5 average rating, 244 reviewsExclusive Use Contemporary Barn Annex with Stunning Views
Feb 7 – 14
Guesthouse in Bolney
4.98 out of 5 average rating, 173 reviewsCountryside setting within a convenient location.
Mar 31 – Apr 7
Guesthouse in Chipstead
4.92 out of 5 average rating, 273 reviewsA private country escape with stunning views
Oct 12 – 19
Guesthouse in West Hanningfield
4.98 out of 5 average rating, 288 reviewsLuxurious Apartment in West Hanningfield + Tennis
Oct 28 – Nov 4
Guesthouse in Ditchling
4.92 out of 5 average rating, 472 reviewsPrivate Studio flat in Ditchling
Dec 27 – Jan 3
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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