Cottages in Kent
Close to London and boasting a giddy mix of country and coast, Kent is a beautiful holiday destination that has more than earned the title of Garden of England. Our gorgeous self-catering holiday cottages invite you to sink into a serene stay filled with sun-soaked days exploring Kent’s sprawling landscapes and rich heritage. Whether you’re planning a fun-filled family holiday, a short break away from the city, or a romantic getaway with a hot tub to boot, our holiday cottages have everything you need for a magical stay. Discover seaside towns surrounded by breathtaking natural beauty and incredible historic landmarks that offer a fascinating glimpse into the history of the area, before returning to your cottage for a cosy evening with loved ones. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.Luxury self catering cottages in Kent
7 nights from £659
Strawberry Hole Barn
58142 bedroom thatched, dog friendly self catering cottage near Rye.
Escape to this gorgeous thatched barn, sat in the grounds of the owners' double oast house, within walking distance of Great Dixter House and Gardens. This spacious property offers...
7 nights from £659
7 nights from £458
Pump Cottage
57882 bedroom self-catering cottage in Rye.
Situated in the heart of Rye and just a short walk from the railway station, Pump Cottage is perfectly positioned for exploring this medieval town, 1066 country and the golden beac...
7 nights from £458
7 nights from £500
Hayesland Lodge
57001 bedroom, dog friendly self catering cottage near Rye.
This gem is situated in a peaceful and tranquil setting in a National Landscape (an Area of Outstanding Natural Beauty) with farmland views, a short drive from the coast and the me...
7 nights from £500
7 nights from £531
Darjeeling Lodge
55982 bedroom, dog friendly self catering cottage near Rye.
If you're looking for a peaceful or romantic break in the heart of the Sussex countryside, then this is the place for you! Situated in Beckley, near the village of Broak Oak, Darje...
7 nights from £531
7 nights from £569
4 Church Square
55201 bedroom, dog friendly self catering cottage in Rye.
Welcome to this gorgeous Grade II Listed cottage situated along one of Rye's famous cobbled streets, perfect for couples looking to stay in the heart of Rye. As you enter this ...
7 nights from £569
7 nights from £743
Rose Cottage
53043 bedroom self catering cottage near the beach in Hythe.
Rose Cottage is an enchanting Grade II Listed period property situated in the heart of Hythe within walking distance of the Royal Military Canal, the seafront, and local amenities....
7 nights from £743
7 nights from £550
Weald View Cottage
52842 bedroom self catering cottage near Maidstone.
Perfectly situated in the heart of the Kent countryside, this pretty semi-detached cottage with spectacular views across the Kent Weald is ideally located for walkers, couples and ...
7 nights from £550
7 nights from £440
Sawmill Cottage
44251 bedroom, dog-friendly self-catering cottage in Royal Tunbridge Wells.
On the site of the 18th Century sawmill and on the common across the road from The Pantiles, Sawmill Cottage is ideally suited for couples wishing to explore the Royal Spa town of ...
7 nights from £440
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Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
Holidays in Kent
Home to a jaw-dropping coastline and a rolling interior filled with idyllic farmland, Kent is a holiday destination that keeps on giving, whether you want relaxing walks, Dickensian days out, or beach days framed by chalk-white cliffs.
Beaches in Kent
With the white cliffs of Dover drawing you in and the rippling waters of the English Channel offering a turquoise backdrop, a holiday along Kent’s sun-soaked coast is hard to beat - and only a stone’s throw from London! Think golden sands, chalk-white cliffs, and azure waters that offer a wonderfully refreshing reprieve from the sun. Beautiful beaches such as Botany Bay, Joss Bay, and Vikings Bay combine breathtaking settings with fascinating geology, inviting you to explore your salt-kissed surroundings to the fullest, while beaches like Tankerton Beach and Minnis Bay offer family-friendly fun with lots of great amenities.
Things to do in Kent
Home to many historical sites, from Leeds Castle to Canterbury Cathedral, delving into Kent’s rich past will reward you with incredible architecture and fascinating stories that span centuries. Or, if you’re looking for breathtaking landscapes to sink your walking boots into, the Peak District National Park and High Weald National Landscape offer natural beauty at every turn, with some of the best walking trails in the country inviting you to experience it firsthand. Kids will love the many fabulous family-friendly things to do, including the wild and wonderful Port Lympne Safari Park and the enchanting Shell Grotto.
Places to eat in Kent
Living up to its name, the Garden of England boasts a bountiful natural larder that keeps the county’s pubs and restaurants in good supply of fresh, homegrown ingredients - not to mention lip-smacking wines from the many sun-soaked vineyards. Sink into a post-food reverie by an open fire at one of Kent’s many welcoming pubs or book a table at one of the county’s fabulous Michelin restaurants for exquisite fine dining and Insta-worthy tasting menus. With the coast on your doorstep, you can also enjoy a mouthwatering meal with a stunning view, perfect for sundowners by the sea.
