2021 Staycation | Cottage Breaks

Phoebe Shipton  ·  26th December 2020

Planning ahead for a cottage break on the Kent Coast next year? Look no further. We have put together some of our favourite self-catering spots along the Kent Coast.

If you were lucky enough to have a staycation this summer, you’ll know that cottage breaks were a sell out when the government relaxed restrictions on UK cottage breaks.

Is it too early to book a holiday cottage for 2021?

With the uncertainty around holidays abroad and the staycation trend set to stay, now could be the perfect time to start planning a 2021 staycation break in Kent to ensure you don’t miss out on availability next year.

With the colder and darker days we’re experiencing, it could be just the thing to give yourself something to look forward to with the whole family.

That’s why we’ve selected our top cottage breaks in Kent to inspire your 2021 staycation. Our pick of British cottages feature the best of romantic, quirky, largedog-friendly and simply beautiful self-catering accommodation.

Where is the best place for a 2021 staycation?

If you’re anything like us and don’t want to spend your holidays worrying about crowded locations, the Garden of England is the ideal place to escape for cottage breaks in the UK in 2021. You can make the most of the fresh sea air and the vast open spaces in remote locations, with plenty of long dog walks to enjoy.

Kingsdown, Deal, Walmer and Whitstable are all home to scenic coastal spots, where you can make the most of the great outdoors and explore somewhere new before retiring to your cosy cottage for some rest.

Kent has so much to offer for a memorable cottage break. Perhaps you’re looking for somewhere on the seafront that your dog will love, or a secluded and romantic cottage for two. Whatever your staycation style, you’ll want to scroll down to see our top picks.

What are the best cottage breaks for 2021?

To save you the hassle of scrolling through all our self-catering listings, we’ve put together the ultimate list of best cottage breaks in Kent.

Whether the restrictions are still in place, or the government relaxes the rules to allow group getaways, these cottage breaks come in all shapes and sizes for an unforgettable staycation in 2021.

Here are Kent’s best cottage breaks.


Downs Cottage, Kingsdown, Kent – Cottage breaks

Providing an unforgettable cottage break in Kingsdown, Kent, this outstandingly stylish house offers epic views out to the sea. It’s hidden away down a quiet coastal track with great walks and cycle rides to be had. Inside, there are spacious king-size bedrooms and beautifully fitted en suites with roll top baths. Outside, there’s a large lawned area, terrace and sauna to enjoy.

Sleeps: Eleven

Dogs allowed: No

Price: Seven nights from £3,600


The Old Bakehouse, Walmer, Kent – Cottage breaks

For an exceptional cottage break for two, this cosy self-catering cottage is as romantic as they get. The quintessential cottage is a haven for walkers too, with access to a wealth of beautiful coastal walks, and local pubs and restaurants nearby.

Sleeps: Three

Dogs allowed: Yes – two well behaved dogs

Price: Seven nights from £625, £25 per dog


Rumbosun, Kingsdown, Kent – Cottage breaks

This pretty two bedroom fisherman’s cottage is just moments from Kingsdown Beach, the perfect place to spend a relaxing seaside holiday. Situated in the charming North Road famous for it rows of pretty cottages, which leads directly to the beach, this family-owned holiday home sleeps five people and would suit couples, families or a small group of friends. There are two pubs close by and the pretty village of Kingsdown is only a short walk away.

Sleeps: Five

Dogs allowed: Yes – two

Price: Seven nights from £675, £25 per dog


Blue Skies, Deal, Kent – Cottage breaks

Located right in the heart of Deal’s conservation area, Blue Skies makes an excellent and comfortable base for your seaside holiday to Deal. This property is full of character and has been lovingly restored and decorated by its owners. It hosts a lovely big kitchen/dining room, which is very well equipped and sleeps six people (an extra child can be accommodated). There is a first floor spacious sitting room with views out to the pretty and historic streets of Deal. This property also has a wonderful courtyard which becomes a suntrap in the summer.

Sleeps: Seven

Dogs allowed: Yes, two well behaved dogs allowed

Price: Seven nights from £725, plus £25 per dog

The Boatman’s Reading Rooms, Walmer, Kent – Cottage breaks

The Boatman’s Reading Rooms is a stylish, contemporary home in a wonderful seafront location, directly on the beach in town of Walmer in East Kent. Hear the waves lap gently just a few metres from the its spacious decked balcony, and there are miles of beach walks to be enjoyed from the front door, including the 40-minute walk to Sandwich Bay.

Sleeps: Ten

Dogs allowed: Yes, one well behaved dog allowed

Price: Seven nights from £1,300, plus £30 per dog

The great British staycation is more popular now than ever, so book ahead with Keepers Cottages. With a fantastic selection of unique holiday cottages set within some of the Kent’s most popular travel destinations, you’re sure to find the perfect holiday home for every occasion. Call us now on 01304 382044 or email enquiries@keeperscottages.co.uk.

About Phoebe Shipton

Having studied Marketing at University of Manchester, Phoebe joined the family business in 2020 as Head of Marketing and Operations. Phoebe is focused on making Keepers Cottages stand out, as well as ensuring the bookings flood in!

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