Guesthouse vacation rentals in Maidstone District
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Top-rated guesthouses in Maidstone District
Guests agree: these guesthouses 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 guesthouses
Family-friendly guesthouses
Guesthouse in Woodchurch
4.94 out of 5 average rating, 483 reviewsConverted stable block set in open farmland
Feb. 18 – 25
Guesthouse in Burwash
4.95 out of 5 average rating, 419 reviewsNewly converted stable block
Mar. 18 – 25
Guesthouse in Herstmonceux
4.97 out of 5 average rating, 291 reviewsSpacious self-contained annex in rural setting
Feb. 15 – 22
Guesthouse in Aldington
4.88 out of 5 average rating, 233 reviewsRuffyneshill - Value Weekend Breaks & more
Feb. 7 – 14
Guesthouse in Kennington
4.95 out of 5 average rating, 126 reviewsLittle Culvers
Sep. 7 – 14
Guesthouse in Surrey
4.96 out of 5 average rating, 452 reviewsSUMMERHOUSE luxury smart barn, projector 75Mb WiFi
Oct. 7 – 14
Guesthouse in Dungeness
4.94 out of 5 average rating, 339 reviewsShingle Shack - Dungeness Nature Reserve
Sep. 20 – 27
Guesthouse in Appledore
4.98 out of 5 average rating, 213 reviewsThe Outbuilding Appledore
Dec. 15 – 22
Guesthouses with a patio
Guesthouse in Pevensey Bay
4.97 out of 5 average rating, 105 reviewsLovely 1 bedroom annexe right on the beach
Mar. 26 – Apr. 2
Guesthouse in East Sussex
4.96 out of 5 average rating, 114 reviewsBarons Granary, The Bull Pen, Iden nr Rye
May 15 – 22
Guesthouse in West Kingsdown
4.86 out of 5 average rating, 133 reviewsPrivate Annex, close to Brands Hatch
Nov. 8 – 15
Guesthouse in Balcombe
4.99 out of 5 average rating, 113 reviewsThe Potting Shed, 2 bed cosy countryside retreat
Dec. 18 – 25
Guesthouse in London
4.84 out of 5 average rating, 170 reviewsThe Studio House - Crouch End
Sep. 4 – 11
Guesthouse in Kingswood
4.94 out of 5 average rating, 35 reviewsThe Strawberry Barns near North Downs Way Kent.
Mar. 1 – 8
Guesthouse in Kent
4.89 out of 5 average rating, 35 reviewsIdyllic Artist Lodge in the Heart of Kent
Apr. 16 – 23
Guesthouse in Kent
4.97 out of 5 average rating, 30 reviewsCountry escape breathtaking views & walking
Feb. 23 – Mar. 2
Guesthouse rentals with a washer and dryer
Guesthouse in Sittingbourne
4.92 out of 5 average rating, 155 reviewsSelf-contained annex, with free parking.
Sep. 13 – 20
Guesthouse in East Sussex
4.95 out of 5 average rating, 264 reviewsCosy woodland annex - Guest house
Apr. 6 – 13
Guesthouse in Wittersham
4.99 out of 5 average rating, 136 reviewsThe Lodge
Jan. 22 – 29
Guesthouse in Ripe
4.97 out of 5 average rating, 242 reviewsExclusive Use Contemporary Barn Annex with Stunning Views
Oct. 19 – 26
Guesthouse in Ditchling
4.92 out of 5 average rating, 472 reviewsPrivate Studio flat in Ditchling
Sep. 11 – 18
Guesthouse in West Hanningfield
4.98 out of 5 average rating, 287 reviewsLuxurious Apartment in West Hanningfield + Tennis
Dec. 13 – 20
Guesthouse in Eridge
4.99 out of 5 average rating, 140 reviewsA romantic weekend forest hideaway
Jun. 23 – 30
Guesthouse in Ingrave
4.97 out of 5 average rating, 317 reviewsStudio 102
Feb. 16 – 23
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
$82 CAD before taxes and fees
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