Holiday Cottages in Guisborough

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Your Guisborough, Redcar & Cleveland search returned 165 cottages

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  • Sleeps2
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A characterful, stone-built cottage resting near the village of Danby. Woodburning stove. WiFi. Pub within 0.2 miles. Whitby 16.5 miles. (Ref. 1007774)

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

7 nights from $468

  • 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

7 nights from $700

  • 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

7 nights from $650

  • 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
  • $40 off - Fri 16th May to 26th Jul 2025

  • $40 off - Mon 1st Sep to 30th Sep 2025

7 nights from $690

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A beautiful contemporary property resting in Loftus, North Yorkshire. Off-road parking. Woodburning stove. Garden. Saltburn-by-the-Sea 5.2 miles; Whitby 14.6 miles; Middlesbrough 18 miles. (Ref. 1138286)

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

7 nights from $763

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A well-positioned three-bedroom cottage resting in Staithes, North Yorkshire. Woodburning stove. Stylish. Near amenities and harbour. Countryside views. Within North York Moors National Park. Whitby 10.3 miles. (Ref. 1111822)

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

7 nights from $972

Last booked 2 days ago
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  • 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

7 nights from $663

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A charming stone cottage nestled in the village of Hinderwell in Yorkshire. Exposed beams. Woodburning stove. Homely interior. Whitby 9 miles; Robin Hood's Bay 19 miles. (Ref. 1046579)

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

7 nights from $526

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A stylish first-floor apartment situated in the bustling village of Loftus in North Yorkshire. Village centre. WiFi. Character. Saltburn-by-the-Sea 5.1 miles; Hinderwell 5.3 miles; Whitby 14.1 miles. (Ref. 1072810)

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

7 nights from $527

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • 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 $615

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

An impressive barn conversion in a peaceful hamlet of Easby near Great Ayton, North Yorkshire. En-suite bedrooms. Woodburning stove. WiFi. Stokesley 3.6 miles; Guisborough 9 miles; Middlesbrough 10.3 miles. (Ref. 1061617)

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

7 nights from $524

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • 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 $630

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Attractive stone barn conversion in small hamlet near historic fishing village of Staithes. Open plan living area, ground floor double bedroom with ground floor wet room. WiFi. Off road parking, enclosed patio garden.10 mins walk to Staithes. (Ref. 919000)

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

7 nights from $512

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Luxurious, tasteful, cottage near Great Ayton. Set in the foothills of Roseberry Topping on the edge of the North York Moors National Park. The perfect spot for walking, cycling, riding or just chilling in a delightful setting. Great Ayton 3 miles. (Ref. 16853)

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

7 nights from $852

  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A delightful two-bedroom, stone-built cottage resting in Castleton in North Yorkshire. Smart TV. Woodburning stove. Close to amenities. Guisborough 9.6 miles; Whitby 17.5 miles; Pickering 21.7 miles. (Ref. 1085226)

  • Wi-fi
  • Dishwasher

7 nights from $566

Last booked yesterday
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  • 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

7 nights from $373

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Charming single-storey Lingdale cottage, with views over open fields. Wet room, suitable for disabled guests. Saltburn-by-the-Sea 4 miles. (Ref. 7403)

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

7 nights from $469

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Welcoming Lingdale cottage, offering single-storey accommodation close to coast and country. Saltburn-by-the-Sea 4 miles. (Ref. 7404)

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

7 nights from $454

Last booked yesterday
See more details
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Attractive log cabin on small site on outskirts of Liverton village near Danby. Open plan living area, elevated position, lovely views. WiFi. Pet-friendly. Good walking/cycling area. Local beach. Staithes 5 miles. (Ref. 920687)

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

7 nights from $517

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • 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 $466

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.