Holiday Cottages in Guisborough

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Your Guisborough, Redcar & Cleveland search returned 172 cottages

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7 nights from $575

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    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

7 nights from $743

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Sykes Rating

A delightful log cabin located on the outskirts of Ugthorpe, North Yorkshire. Hot tub. BBQ. Breakfast bar. Whitby 9 miles; Runswick Bay 3 miles. (Ref. 930184)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from $1474

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Sykes Rating

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

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

7 nights from $442

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Sykes Rating

A lovely, three-bedroom home resting in Marske-by-the-Sea, North Yorkshire. Close to amenities and the beach. Near National Park. Stylish. Saltburn-by-the-Sea 2 miles; Redcar 4.6 miles; Whitby 22.2 miles. (Ref. 1131127)

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

7 nights from $531

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8

    Sykes Rating

98 Westgate is a Grade II listed, three-bedroom home resting in Guisborough, North Yorkshire. Near National Park. Pet-friendly. Close to amenities. Saltburn-by-the-Sea 5.5 miles; Staithes 15.3 miles; Whitby 20.6 miles. (Ref. 1118840)

  • Wi-fi
  • Dishwasher

7 nights from $579

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Sykes Rating

Ground floor cottage in peaceful setting near Castleton village. Cosy sitting room with bay window, lovely walks in the area. Pleasant views. Guisborough 8.5 miles. (Ref. 914908)

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

7 nights from $448

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Sykes Rating

A rural property with contemporary design settled into the village of Lingdale, North Yorkshire. Off-road parking. Open-plan. Close to a pub. No pets. Saltburn-by-the-Sea 4.9 miles; Staithes 10 miles; Whitby 19.2 miles. (Ref. 1128578)

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

7 nights from $651

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Sykes Rating

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)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly

7 nights from $476

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    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

7 nights from $677

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Sykes Rating

This rural detached cottage rests in Chop Gate, near Stokesley, in North Yorkshire. Stunning countryside views. Reverse-level layout. WiFi. Great Ayton 10.1 miles; Saltburn-by-the-Sea 20.5 miles. (Ref. 1025549)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $879

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

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)

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

7 nights from $376

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

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)

  • Off-road parking
  • Ground floor bedroom
  • Dishwasher

7 nights from $395

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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.6

    Sykes Rating

A spacious sheperd's hut cottage located near the village of Skinningrove. Woodburning stove. North York Moors National Park. Skinningrove 1.5 mile. (Ref. 998292)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • 20% off - Tue 1st Jul to 8th Aug 2025

7 nights from $575

Last booked yesterday
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  • Sleeps3
  • Bedrooms1
  • PetsYes

    4.7

    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. 2834)

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

7 nights from $334

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Sykes Rating

A stunning, detached bungalow sitting in an elevated position in Loftus, North Yorkshire. Beautiful views. Close to amenities. Enclosed garden. Hinderwell 4.7 miles; Saltburn-by-the-Sea 5.8 miles; Whitby 13.4 miles. (Ref. 1021483)

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

7 nights from $841

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7

    Sykes Rating

A well-presented cottage resting in the coastal village of Marske-by-the-Sea. Enclosed garden. Conservatory. Beach nearby. Saltburn 2.2 miles; Redcar 4.7 miles. (Ref. 1084433)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $628

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Sykes Rating

This homely, terraced cottage sits in Staithes, North Yorkshire. Dog-friendly. Woodburning stove. Enclosed garden. Close to amenities. Whitby 10.3 miles. (Ref. 1095760)

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

7 nights from $560

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8

    Sykes Rating

Delightful stone barn conversion in Hinderwell village. Spacious sitting room. Conservatory. WiFi. Excellent walking and cycling area. Runswick Bay 1 mile; Staithes 1.5 miles; Whitby 9 miles. (Ref. 1050446)

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

7 nights from $689

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.9

    Sykes Rating

A splendid two-bedroom cottage resting on a working farm in Roxby near Staithes in North Yorkshire. Country views. Close to amenities. Original features. Saltburn-by-the-Sea 10.9 miles; Whitby 12 miles; Middlesbrough 22.2 miles (Ref. 1084493)

  • Wi-fi
  • Off-road parking

7 nights from $503

Looking to escape the crowds of tourists for a truly relaxing staycation? If so, then you simply can’t go wrong with booking one of these holiday cottages in Guisborough! 

Why Holiday Cottages in Guisborough? 

Found in the heart of North Yorkshire’s countryside, these holiday cottages in Guisborough make for amazing places to spend your next break. With a whole host of properties to choose from dotted in-and-around this quaint market town, your sure to find something to suit everyone’s needs. 

Not only that, but in the town itself you’ll also find a bustling high street as well as some fantastic landmarks like the historic ruins of Guisborough Priory and the enchanting Guisborough Forest. So, whatever it is you’re hoping to get up to, these cottages in Guisborough can provide you with the perfect place to base yourselves on your next staycation! 

Places to visit from these Guisborough Cottages 

With so much to see, do and discover here, you and your guests will have lots of places to choose from when it comes to planning your day trips from one of these holiday cottages in Guisborough.  

One of those places is the coastal town of Whitby, known for being one of the most popular towns on the North Yorkshire coast, here you’ll find a network of historic streets that wind their way down to the idyllic Whitby Beach. You’ll also find landmarks like the ruins of Whitby Abbey and the 199 Steps leading up to it. Not only that, but here you’ll also find some of the best fish and chips anywhere in the country, as well as some popular attractions like the Whitby Museum and The Dracula Experience, both of which are well worth checking out. 

Another great place to visit from one of these cottages in Guisborough is the town of Saltburn-by-the-Sea. Although smaller than Whitby, this seaside town also draws in tonnes of visitors from all over the region, particularly during the summer, that flock here to enjoy its wonderful beach. Just a stone’s throw from the seafront you’ll also find a handful of well-renowned restaurants and a historic pier stretching out to sea that’s well worth checking out.  

Other Popular Destinations near Holiday Cottages in Guisborough: 

Ayton 

Marske-by-the-Sea 

Robin Hood’s Bay 

Sandsend 

Staithes 

Types of North Yorkshire Holidays 

Your next adventure awaits, begin planning it now by booking one of these holiday cottages in Guisborough. 

If you still haven’t found what you’re looking for you can also choose from these dog-friendly cottages in North Yorkshire, lodges and log cabins in North Yorkshire and these holiday parks in North Yorkshire.  

Looking for something extra special? Then check out these North Yorkshire cottages with hot tubs and these glamping pods in North Yorkshire. You can also plan a special getaway with the help of these short breaks in North Yorkshire and these last-minute holidays in North Yorkshire

Don’t worry if you still haven’t found what you’re looking for as there are plenty of other holiday cottages in North Yorkshire to choose from.