Cleveland Cottages

Your search returned 128 cottages.

View on map
    • Sykes Rating
    • tripadvisor rating
    • Sleeps2
    • Bedrooms1
    • PetsYes

    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 £273

    Book Now
    • Sykes Rating
    • Sleeps8
    • Bedrooms4
    • PetsYes

    Stunning detached stone cottage in peaceful location on the edge of Egton Bridge. Beautifully appointed to the highest of standards. Underfloor heating, woodburner, delightful gardens. Superb walking, cycling and touring area. Whitby 8 miles. (Ref. 941200)

    7 nights from £655

    Book Now
  • We don't charge Credit Card fees

    • Sykes Rating
    • tripadvisor rating
    • Sleeps7
    • Bedrooms3
    • PetsYes

    Fabulous stone barn conversion in small pretty village of Aislaby near Whitby. First class furnishings, spacious open plan living area, off road parking. WiFi, Smart TV, small patio garden. Excellent walking/cycling from door. Whitby 3 miles. (Ref. 941665)

    7 nights from £559

    Book Now
    • Sykes Rating
    • tripadvisor rating
    • Sleeps4
    • Bedrooms2
    • PetsYes

    Superb stone built period cottage in a peaceful rural location, 2.5 miles from Castleton. Comfortable, well equipped accommodation. Beautiful countryside views, good walking. Whitby 18 miles. (Ref. 1712)

    Last booked within the last 2 days

    7 nights from £295

    Book Now
    • Sykes Rating
    • tripadvisor rating
    • Sleeps4
    • Bedrooms2
    • PetsNo

    A charming annexe, attached to the owner’s home, on the edge of Castleton in the North York Moors. Open fire. Private garden with furniture. Access to two acres of gardens. Tennis court hire available. Castleton 1 mile. (Ref. 30565)

    Last booked within the last 2 days

    7 nights from £321

    Book Now
    • Sykes Rating
    • tripadvisor rating
    • Sleeps4
    • Bedrooms2
    • PetsYes

    Quaint end-terrace cottage within peaceful setting in National Park. All ground floor accommodation. Open fire. Ideal area for walking/cycling. Guisborough 2 miles. (Ref. 25855)

    7 nights from £288

    Book Now
    • Sykes Rating
    • tripadvisor rating
    • Sleeps4
    • Bedrooms2
    • PetsYes

    Characterful, semi-detached cottage in quiet location. Painted beams, original doors, enclosed private garden. Public footpaths straight from the door. Whitby 3 miles. (Ref. 919426)

    Last booked yesterday

    7 nights from £329

    Book Now
    • Sykes Rating
    • tripadvisor rating
    • Sleeps3
    • Bedrooms2
    • PetsYes

    Charming semi-detached cottage set within a small square of properties. Sun-trap garden, off road parking, pet friendly. Very close to local amenities. Whitby 9 miles. (Ref. 15814)

    7 nights from £294

    Book Now
    • Sykes Rating
    • Sleeps2
    • Bedrooms1
    • PetsNo

    This delightful detached cottage is situated in the owner’s grounds in a peaceful location on the edge of Castleton village, nestling in the heart of the North York Moors National Park. Beautifully furnished. Woodburning stove. Pickering 19 miles. (Ref. 915326)

    7 nights from £245

    Book Now
    • Sykes Rating
    • Sleeps4
    • Bedrooms2
    • PetsNo

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

    7 nights from £341

    Book Now
View on map

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!