Holiday Cottages in Guisborough

Your Guisborough, Redcar & Cleveland search returned 180 cottages

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published
A house front with white painted wall and satellite dish at Isla’s Sea Forge in Skinningrove
31
Skinningrove, North York Moors & Coast, TS13
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Isla’s Sea Forge is a terraced holiday home in Skinningrove, North Yorkshire, with WiFi and an open-plan living space. Saltburn 4.7 miles; Whitby 15.6 miles. (Ref. 1193748)

  • Wi-fi


for 7 nights £280

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A wooden cabin with a fenced deck surrounded by shrubs and trees at Sycamore Lodge in Liverton near Danby
22
Liverton near Danby, North Yorkshire, TS13
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Sycamore Lodge is a charming, pet-friendly retreat situated near Liverton, North Yorkshire, offering open-plan living and picturesque countryside views. Staithes 5 miles. (Ref. 933220)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom


for 7 nights £386

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A cottage exterior with a garden and stone wall at 4 Lilac Cottages
Offer
27
Ainthorpe, North York Moors National Park, YO21
  • Sleeps3
  • Bedrooms2
  • PetsNo

  • Sykes rating

4 Lilac Cottages is a charming, pet-friendly, stone-built cottage in Ainthorpe, North Yorkshire, with a woodburning stove, enclosed garden and rural views. Castleton 1.4 miles; Saltburn-by-the-Sea 12.5 miles; Middlesbrough 20.8 miles. (Ref. 1194181)

  • Wi-fi
  • Washing machine
  • Baby-friendly

  • 20% off - Fri 22nd May to 7th Jun 2026


for 7 nights £416

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Stone building with green garage door and entrance door with steps and white bench in front at Riverside Chapel in Great Ayton
30
Great Ayton, North Yorkshire, TS9
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

A delightful cottage sitting in the village of Great Ayton. Games room. Secure bike storage. Washing machine. Stokesley 2.9 miles; Guisborough 6 miles. (Ref. 1118016)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Games room


for 7 nights £497

Last booked yesterday
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A deck area with chairs and table at Sands Retreat in Redcar
23
Redcar, North Yorkshire, TS10
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

37 is a well-equipped caravan resting in the town of Redcar, North Yorkshire, just paces from the beach, boasting decking with furniture and beach views. Marske-by-the-Sea 1.5 miles; Saltburn-by-the-Sea 4 miles; Whitby 23 miles. (Ref. 1196317)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine


for 7 nights £339

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A wooden cabin with two windows and a bench outside surrounded by trees at Daffodil Lodge in Saltburn-by-the-Sea
23
Saltburn-by-the-Sea, North Yorkshire, TS12
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Daffodil Lodge is a lovely, single-storey, pet-friendly retreat resting in Saltburn-by-the-Sea, North Yorkshire, boasting an open-plan living space. Redcar 5 miles; Guisborough 5 miles. (Ref. 1000352)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine


for 7 nights £513

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An outdoor area featuring a green door and brick wall at The Old Cottage in Staithes
21
Staithes, North York Moors National Park, TS13
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Charming cottage located in Staithes, North Yorkshire. View of Cowbar Nabb. Whitby 10 miles. (Ref. 967675)

  • Wi-fi


for 7 nights £437

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A living room with a television and sofa at Cattersty Cottage
20
Carlin How, North Yorkshire, TS13
  • Sleeps3
  • Bedrooms2
  • PetsYes

  • Sykes rating

Cattersty Cottage is a charming pet-friendly house in Carlin How, North Yorkshire, boasting proximity to shops, pubs, and is a short drive from the beach. Saltburn-by-the-Sea 4.1 miles; Staithes 5.7 miles; Whitby 15.7 miles. (Ref. 1191933)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £326

Last booked 2 days ago
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Exterior view of a wooden cottage wall with a window a light fixture and a sign saying violet cottage at Violet Lodge in Saltburn-by-the-Sea
24
Saltburn-by-the-Sea, North Yorkshire, TS12
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Log cabin in grounds of Rushpool Hall. All ground floor. Romantic retreat close to Moors and beaches. Saltburn 1 mile. (Ref. 24297)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine


for 7 nights £513

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A living room with two brown leather sofas a television on a stand and a small stove at Post Box Cottage in Dalehouse near Staithes
8
Dalehouse near Staithes, North York Moors National Park, TS13
  • Sleeps4
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Attractive stone barn conversion in quiet hamlet near Staithes fishing village. Family-friendly accommodation with open plan living, off road parking, WiFi. Excellent walking, cycling area. Ten mins walk into Staithes. (Ref. 934802)

  • Wi-fi
  • Off-road parking
  • Washing machine
  • Baby-friendly
  • Games room


for 7 nights £326

Last booked yesterday
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A wooden shepherds hut with an open door behind a wooden gate and stone wall with chairs and table on grass at Sheep Cote Shepherds Hut in Chop Gate near Stokesley
Offer
27
Chop Gate near Stokesley, North York Moors National Park, TS9
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A gorgeous, one-bed hut sitting in a rural location in Chop Gate, near Stokesley, North Yorkshire. Countryside location. Ideal for couples. Rural views. Great Ayton 10.4 miles; Saltburn-by-the-Sea 20.2 miles. (Ref. 1126877)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom

  • 5% off - Thu 30th Apr to 1st Jun 2026


for 7 nights £462

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Exterior of a brick house with tiled roof patio furniture and flower planters at Blakey in Gerrick near Moorsholm
16
Gerrick near Moorsholm, North York Moors National Park, TS12
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Lovely semi-detached brick barn conversion in a rural setting, on the owners' farm in the North York Moors National Park. All ground floor accommodation with en-suite bedroom. Perfect for walking and cycling. Whitby 12 miles. (Ref. 919674)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine


for 7 nights £524

Last booked yesterday
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A brick house with a tiled roof a wooden door and three windows in a garden with a stone path wooden bench picnic table and a stone table with stools at Drummer Cottage in Skinningrove near Whitby
6
Skinningrove near Whitby, North Yorkshire, TS13
  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

One of five Skinningrove cottages in a courtyard setting. Well-equipped ground floor accommodation just minutes from shops, pub and cafe, 0.5 miles from the sea. Saltburn 6 miles. (Ref. 3719)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine


for 7 nights £279

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A stone house with a white door and bay window with a small front garden and a black fence at Florence Cottage in Hinderwell
23
Hinderwell, North York Moors National Park, TS13
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

A delightful end-of-terrace cottage in the popular village of Hinderwell, North Yorkshire. Open fire. Allocated Parking. Countryside views. Whitby, 9 miles. (Ref. 934476)

  • Wi-fi
  • Off-road parking
  • Washing machine
  • Baby-friendly


for 7 nights £374

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Exterior view of stone buildings with red tiled roofs and benches outside at Valley View in Staithes
31
Staithes, North York Moors National Park, TS13
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A charming barn conversion resting in Easington near Staithes, North Yorkshire. Original features. Family-friendly. Washing machine. Whitby 12 miles. (Ref. 1090742)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights £497

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A wooden log cabin with small windows and a gravel driveway surrounded by grass and trees at Coldmoor Lodge 6 in Stokesley
16
Stokesley, North York Moors National Park, TS9
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Blackwell Lodge 6, a charming lodge resting in Carlton-in-Cleveland near Swainby, North Yorkshire. Near a National Park. Hot tub. Couple's retreat. Swainby 3 miles; Stokesley 3.4 miles; Middlesbrough 12.2 miles. (Ref. 1158478)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine


for 7 nights £606

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The exterior of a brick house with white double doors flanked by two stone lion statues and a wooden gate at Wills House in Redcar
18
Redcar, North Yorkshire, TS10
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Lovely semi-detached property close to beach in Redcar. Two sitting rooms, games room, ample off road parking. Beautifully presented to very high standard. WiFi. All amenities close by. Marske 4 miles. (Ref. 928714)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room


for 7 nights £510

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Exterior view of a brown wooden cottage with a door and a sign reading Bluebell Cottage at Bluebell Lodge in Saltburn-by-the-Sea
25
Saltburn-by-the-Sea, North York Moors & Coast, TS12
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Excellent log cabin, part of a group of holiday properties. Close to coast and North York moors. Saltburn beach 1 mile. (Ref. 24296)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine


for 7 nights £635

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A street view of three attached houses with blue and purple doors at Clevelyn Staithes
18
Staithes, North York Moors National Park, TS13
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

A beautifully furnished, deceptively spacious fisherman's cottage in the pretty coastal village of Staithes. High standard of accommodation, well-equipped and comfortable. Beach, pubs and shops 2 mins walk. Whitby 10 miles (Ref. 989678)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights £441

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A living room with a fireplace bookshelf TV and patterned curtains at North Terrace in Loftus
26
Loftus, North Yorkshire, TS13
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A delightful two-bedroom terraced house resting in Loftus, North Yorkshire. Pet-friendly. Excellent walking location. Rural. Near a beach. Hinderwell 5.5 miles; Saltburn-by-the-Sea 5.8 miles; Whitby 14.3 miles. (Ref. 1094265)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights £335

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