Holiday Cottages in Guisborough

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Your Guisborough, Redcar & Cleveland search returned 171 cottages

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Exterior view of a wooden cabin with two sets of stairs and flower pots on a paved area at Handale Banks Farm Lodge in Liverton
17
Liverton, North Yorkshire, TS13
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Handale Banks Farm Lodge is a delightful, pet-friendly retreat resting in Liverton, North Yorkshire, with an open-plan living space and off-road parking. Whitby 14.9 miles; Middlesbrough 20.5 miles; Scarborough 33.8 miles. (Ref. 1134016)

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


for 7 nights £410

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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 Yorkshire, 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 £626

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A brick house with bay windows and an arched doorway with hanging flower pots at Clover Leaf in Guisborough
35
Guisborough, North Yorkshire, TS14
  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A wonderful holiday home in Guisborough, North Yorkshire. Off-road parking. Rear garden. Close to amenities. Near North York Moors National Park. Saltburn-by-the-Sea 6.7 miles; Staithes 14.5 miles; Whitby 21.8 miles. (Ref. 1083553)

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


for 7 nights £487

Last booked 8 hours ago
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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 £523

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A garden with a lawn a pathway bushes and a white house with a black door at 7 Dale End in Danby near Castleton
34
Danby near Castleton, North York Moors National Park, YO21
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

A superb, semi-detached cottage, resting in the pretty rural village of Danby, near Castleton, North Yorkshire. Country views. Woodburners. Pet-friendly. Guisborough 9 miles; Pickering 19 miles. (Ref. 996062)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights £421

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Front of a brick house with blue door seating area and flower pots at Sycamore Cottage in Hutton Rudby
31
Hutton Rudby, North Yorkshire, TS15
  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A charming detached cottage nestled in Hutton Rudby, in North Yorkshire. En-suite. Off-road parking. Osmotherley 8.5 miles; Middlesborough 13.9 miles. (Ref. 1034934)

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


for 7 nights £555

Last booked yesterday
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A brick and stucco building with arched windows benches and a gated entrance at The Power House in Skinningrove
67
Skinningrove, North Yorkshire, TS13
  • Sleeps17
  • Bedrooms6
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

Superb conversion of Victorian powerhouse. High quality accommodation. Four poster. En-suites. Close to sandy beach. Whitby 15 miles. (Ref. 29872)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights £1820

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A green front door with the number 26 next to a bay window and a post box at Kestrel Cottage in Stokesley
24
Stokesley, North Yorkshire, TS9
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Kestrel Cottage, a beautifully-presented property is just outside of the lovely market town of Stokesley, in North Yorkshire. Close to amenities. Great Ayton 3.2 miles; Saltburn-by-the–Sea 13.7 miles. (Ref. 1150138)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights £392

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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
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


for 7 nights £520

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A stone cottage with tiled roof and multiple chimneys on Church Street at Chimes Cottage in Guisborough
22
Guisborough, North Yorkshire, TS14
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

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)

  • Wi-fi
  • Baby-friendly


for 7 nights £354

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A wooden log cabin with two glass doors and a hanging flower pot on a tiled patio at Wainstones Lodge 2 in Stokesley
15
Stokesley, North York Moors National Park, TS9
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Blackwell Lodge 2, a romantic 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. 950582)

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


for 7 nights £556

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A garden with a grassy lawn and a white house with a tiled roof and stone accents at Laurel Cottage in Guisborough
32
Guisborough, North Yorkshire, TS14
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

A charming mid-terrace house found in the pretty town of Guisborough in North Yorkshire. Woodburning stove. Character. WiFi. Enclosed garden. Permit parking. Pet-friendly. Saltburn-by-the-Sea 5.2 miles; Staithes 12.6 miles; Whitby 21.6 miles. (Ref. 1075455)

  • Wi-fi
  • Washing machine


for 7 nights £406

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An exterior view of a wooden cabin with two windows a bench on a paved area and trees in the background at Orchid Lodge in Saltburn-by-the-Sea
28
Saltburn-by-the-Sea, North Yorkshire, TS12
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Orchid Lodge is a tranquil, pet-friendly retreat in Saltburn-by-the-Sea, North Yorkshire, offering off-road parking and scenic countryside views. Redcar 5 miles; Guisborough 5 miles. (Ref. 1000353)

  • Wi-fi
  • Washing machine


for 7 nights £506

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Stone building with arched windows and black doors on a street at Bethel Chapel in Staithes
32
Staithes, North York Moors National Park, TS13
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.4★

    Good

  • Sykes rating

A unique chapel conversion at the heart of Staithes, North Yorkshire. Chapel conversion. Open-plan living. Woodburning stove. Pet-friendly. Saltburn-by-the-Sea 9.5 miles; Whitby 10.7 miles; Middlesbrough 22.2 miles. (Ref. 1086704)

  • Wi-fi
  • Ground floor bedroom


for 7 nights £778

Last booked yesterday
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A single-story brick building with a tiled roof and patio area with tables and chairs at Freeborough in Gerrick near Moorsholm
21
Gerrick near Moorsholm, North York Moors National Park, TS12
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

An all ground floor barn conversion on a small complex of three properties in a rural setting. Open plan living area, en-suite. Surrounded by beautiful countryside. Whitby 12 miles. (Ref. 919673)

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


for 7 nights £524

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A single-story wooden cabin with a small porch and railing surrounded by trees at Cowslip in Saltburn-By-The-Sea
31
Saltburn-By-The-Sea, North Yorkshire, TS12
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Cowslip is a charming, single-storey lodge resting in Saltburn-by-the-Sea, North Yorkshire, with off-road parking, and a nearby beach, ideal for a couple. Guisborough 5.1 miles; Redcar 7.8 miles; Staithes 9.3 miles; Whitby 19.3 miles. (Ref. 1160615)

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


for 7 nights £506

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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 £506

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Stone cottage with two chimneys brown wooden fence and brown door at Esklets Cottage in Castleton
38
Castleton, North York Moors National Park, yo21
  • Sleeps6
  • Bedrooms4
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A charming mid-terrace stone cottage resting in the village of Castleton in the heart of the North York Moors. Enclosed courtyard. Master with en-suite. WiFi. Guisborough 9.2 miles; Whitby 15.5 miles; Pickering 20 miles. (Ref. 1046071)

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

  • £100 off - Mon 21st Jul to 26th Sep 2025


for 7 nights £582

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A brown wooden cabin with windows and a bench surrounded by grass and trees with a large building in the background at Foxglove Lodge Saltburn-By-The-Sea
24
Saltburn-By-The-Sea, North Yorkshire, TS12
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

Foxglove Lodge is a delightful, detached, pet-friendly lodge resting near Saltburn-by-the-Sea, North Yorkshire, boating an open-plan living space. Redcar 5 miles; Guisborough 5 miles. (Ref. 1000354)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine


for 7 nights £506

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A brick house with a tiled roof and a grassy yard with trees in front at Beacon Gerrick near Moorsholm
17
Gerrick near Moorsholm, North York Moors National Park, TS12
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Lovely red brick barn conversion, one of three on owner's farm, two miles from Moorsholm village. High standard of accommodation. Wonderful open views in rural location. Ideal for walking, cycling and exploring the North York Moors. Whitby 12 miles. (Ref. 919672)

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


for 7 nights £561

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