All cottages available for only £20 Deposit!*

For a limited time only, all our cottages can be reserved for only £20 Deposit. Don't miss out!

Cleveland Cottages

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    Beautiful barn conversion with stunning countryside views, near the small village of Egton. Spacious open plan living area. Two tasteful bedrooms with en-suites. WiFi. Superb area for walking and cycling. Whitby 5 miles. (Ref. 906462)

    7 nights from £398

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    Delightful Grade II listed cottage in the market town of Guisborough. Romantic retreat with original beams, woodburner, roll-top bath. Short walk to local amenities. Saltburn-by-the-Sea 6 miles. (Ref. 934250)

    7 nights from £304

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    Well-appointed lodge on the coast of Runswick Bay in North Yorkshire. WiFi. Off-road parking. Decking with furniture. Whitby 9 miles. (Ref. 996811)

    7 nights from £240

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    Charming barn conversion, 2 miles from Danby. Magnificent views, beams, woodburner. Superb walking from the door. Whitby 10 miles. (Ref. 1235)

    7 nights from £360

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    A delightful, character cottage resting within the centre of Loftus. Woodburning stove. WiFi. Pet-friendly. Saltburn-by-the-Sea 5.2 miles. (Ref. 1010832)

    7 nights from £289

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    Traditional end-terrace coastal cottage. Fantastic beach views. Original character features. Family friendly. Elevated patio garden. Saltburn 3 miles. (Ref. 941503)

    7 nights from £350

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    Superb, semi-detached stone barn conversion near Castleton, a village in the heart of the North York Moors National Park. All ground floor. WiFi. Open plan living area with exposed timbers. Beautiful views over the countryside. Castleton 10 mins walk. (Ref. 918614)

    7 nights from £357

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    18th century, semi-detached cottage in rural hamlet. Cast iron open fire range. Tastefully furnished, very comfortable. Excellent walking. Staithes 3 miles. (Ref. 987392)

    7 nights from £307

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    Wonderful stone cottage in the heart of Castleton, within North York Moors National Park. Enclosed rear garden. WiFi. TV. Shop, pubs and tea room on the doorstep. (Ref. 993510)

    7 nights from £300

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    Annexe to former station master's house, in quiet Liverton village. Studio accommodation with separate kitchen. Rear patio garden with the novelty of a private goods train line at the end of the garden. Staithes 5 miles. (Ref. 922557)

    7 nights from £238

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All cottages available for only £20 Deposit!*

For a limited time only, all our cottages can be reserved for only £20 Deposit. Don't miss out!

*Book Now, Pay Later is available for holidays departing at least 6 weeks from the date of booking. The remaining holiday balance is payable 6 weeks prior to departure. £3 Admin fee may apply. Please note that if you cancel your booking, you will have to pay the Deposit Balance, which includes the Booking fee and may include a £3 admin fee. Book Now, Pay Later cannot be used in conjunction with any other offer. Please refer to T&Cs for full details.

Just Show Me Cleveland Cottages


Wedged between the Heritage Coast and the northern fringes of the North York Moors National Park, our Cleveland holiday cottages are stepping stones to some fantastic attractions whether fun-filled adventure or peace and quiet rank high on your wish list.

Let's start at the coast and the broad, sandy beaches of Redcar - great for families and traditional seaside entertainment. Savour crab and lobster straight from the sea, slip into a wetsuit or have a flutter at the races. Enjoy exhilarating cliff-top walks along the Cleveland Way National Trail and take in the dizzying views from Boulby cliff. Saddle up at a local riding school and hack along the sands. Or ride the waves at Saltburn-by-the-Sea, a charming and historic resort that draws surfers from near and far - don't miss a pint or meal at The Ship Inn, once a favourite haunt of smugglers.

Cleveland's 'Captain Cook Country Tour'

Delve into the past tracing the steps of Cleveland's most famous explorer, Captain James Cook, taking in a variety of attractions including his birthplace along a 70-mile circular route.

Make the most of your Cleveland cottage's close proximity to the North York Moors National Park - a region of breathtaking natural beauty and ideal if you truly want to get-away-from-it-all. Enjoy leisurely drives along narrow, winding roads. Walk, cycle, fish, play golf - so much on offer, not to mention a welcoming range of sleepy villages, market towns and historic sites.

All in all, the best of coast and countryside when you book a Cleveland cottage holiday!