From the beauty of the Kent Downs to the delightful towns of Tunbridge Wells and Maidstone, our holiday cottages are located across Kent and boast an array of memorable stays, including family sized cottages and romantic cabins for two.
For a bit of extra luxury, choose a self-catering cottage with a swimming pool or hot tub. Weekend warriors will love our short break cottages that allow you to easily squeeze in some time away. We also have a whole host of dog-friendly cottages, where everyone can unwind, including the family pooch.
Explore our wide-ranging collection of cottages in Kent and other beautiful counties across the UK and find your next memorable stay.
We are VisitEngland accredited, and all our properties are annually inspected.
We are also a Which? Recommended Provider five years running, commended for excellent customer service, accuracy of cottage descriptions, website quality and reasonable prices.
Visit the Classic Cottages Instagram to explore more of the beautiful Kent cottage collection.
Tourism South East Member 26/27 - Silver 2026| Season (1 Jan 2026 - 31 Dec 2026) |
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A late 18th century country house designed by Samuel Wyatt, seat of the Harris family…
An ancient estate in a magnificent park with thrilling formal gardens now splendidly…
135 year old Smock Mill, in course of restoration. Miller's cottage, restored Hornsby…
The National Fruit Collection has over 3000 varieties of fruit trees including apples,…
An early 16thC timber-framed building incorporating fragments of a 13thC hospital and…
A Visitor Information Centre and Kent Bookshop, and a heritage centre and museum which…
The remains of four hundred years of gun powder manufacturing in Faversham.
Internationally important site for over wintering wetland birds consisting of Mudflats,…
Fact or Fiction Tours offers coach tours, walking tours and lectures around the South…
The Kent Downs Area of Outstanding Natural Beauty (AONB) is a nationally important,…
Wildshark Vineyard is an eco-friendly, sustainable vineyard nestled in the Harrietsham…
The Beaney is an art museum and library offering state-of-the-art exhibition galleries,…
We are a very active Art Society that organises up to six one day open air exhibitions…
Whitefriars is Canterbury's award-winning shopping district, with over 70 of the…
Situated in the heart of Canterbury, The Marlowe Theatre is one of the South East's most…
Motherchurch of the Anglican Communion, seat of the Archbishop. Stunning stained glass.…
Classic Cottages - Sussex, East SussexClassic find exceptional homes that make great holidays. Find your perfect place to stay in their exclusive collection of handpicked home-from-homes.
Classic Cottages - Hampshire, HampshireFrom the beauty of the New Forest to the gorgeous towns of Lymington and Lyndhurst, Classic Cottages offer holiday cottages across Hampshire and boast an array of memorable locations for your next weekend break or holiday, including family sized cottages and romantic cabins for two.
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