Holiday Cottages in Guisborough

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Holiday Cottages in Guisborough

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Your Guisborough, Redcar & Cleveland search returned 182 cottages

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Map View
A stone exterior wall with windows and a green door on a residential street at Inglenook Cottage in Guisborough
42
Guisborough, North Yorkshire, TS14
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Inglenook Cottage is an attractive, mid-terrace cottage situated in Guisborough, North Yorkshire. Woodburning stove. Near North York Moors National Park. Saltburn-by-the-Sea 6.7 miles; Staithes 14.5 miles. (Ref. 1134825)

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


for 7 nights £537

Last booked 2 days ago
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A brick cottage with chimney surrounded by garden and trees with a metal table and chairs set in the garden at Bousdale Cottage in Guisborough
40
Guisborough, North York Moors National Park, TS14
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    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


for 7 nights £348

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Chimes Cottage - 1178310 - photo 1
30
Guisborough, North Yorkshire, TS14
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Chimes Cottage is a delightful, Grade II listed holiday cottage in the market town of Guisborough with a woodburning stove and indulgent roll-top bath. Saltburn-by-the-Sea 5.1 miles; Staithes 15.2 miles; Whitby 21.6 miles. (Ref. 1178310)

  • Wi-fi


for 7 nights £354

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Front of a stone house with a blue door and multiple potted plants along the wall at Little Nest Cottage in Guisborough
26
Guisborough, North Yorkshire, TS14
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Little Nest Cottage, a stylish cottage nestled in the town of Guisborough in North Yorkshire. Near North York Moors National Park. Allocated parking space. Saltburn-by-the-Sea 5.5 miles; Staithes 13.6 miles; Whitby 21.7 miles. (Ref. 1119422)

  • Wi-fi
  • Washing machine


for 7 nights £324

Last booked 2 hours ago
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A staircase with plaid carpet and a coat stand in a hallway with tiled floor and stone wall at Roseberry House in Guisborough
34
Guisborough, North Yorkshire, TS14
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A fresh, mid-terrace cottage in the centre of Guisborough in North Yorkshire. By North York Moors. Amenities walking distance. Coast 6 miles. (Ref. 969655)

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


for 7 nights £479

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A stone cottage with pink door and window frames next to a brick house behind a metal fence at Red Grouse Cottage in Guisborough
42
Guisborough, North Yorkshire, TS14
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • 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


for 7 nights £425

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A single-story building with a brick section and green wooden siding surrounded by trees and grass at Bee Garth in Castleton near Danby
32
Castleton near Danby, North York Moors National Park, YO21
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • 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


for 7 nights £292

Last booked yesterday
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An exterior view of a stone chapel with a wooden door and windows a small garden with grass a bush a tree and a wooden fence at The Chapel in Saltburn-By-The-Sea
21
Saltburn-By-The-Sea, North Yorkshire, TS11
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

This unique, semi-detached, converted chapel is nestled in the tranquil town of Upleatham near Saltburn-by-the-Sea. Original fixtures. Smart TV. Skelton-in-Cleveland 2.3 miles; Saltburn-by-the-Sea 2.8 miles; Dunsdale 3.3 miles. (Ref. 1026640)

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


for 7 nights £524

Last booked yesterday
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A stone clock tower on a paved area with benches and a large brick building with a red door in the background at Guisborough Town Hall in Guisborough
89
Guisborough, North Yorkshire, TS14
  • Sleeps18
  • Bedrooms7
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A seven-bedroom, remarkable landmark building resting in Guisborough, North Yorkshire. Pet-friendly. Near a National Park. En-Suite bedrooms. Close to amenities. Saltburn-by-the-Sea 5.3 miles; Staithes 13.4 miles; Whitby 21.5 miles. (Ref. 1096196)

  • Wi-fi
  • Dishwasher


for 7 nights £2435

Last booked yesterday
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A single-story brick house with a tiled roof lawn and bushes in front at Holly Edge in Moorsholm
34
Moorsholm, North Yorkshire, TS12
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Holly Edge is a lovely, single-storey, and pet-friendly property resting in Moorsholm, North Yorkshire, with a games room, gas fire, and off-road parking. Saltburn-by-the-Sea 7.5 miles; Whitby 15 miles. (Ref. 986858)

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


for 7 nights £694

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A row of brick houses with bay windows and front doors on a sidewalk at Westgate in Guisborough
17
Guisborough, North Yorkshire, TS14
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

A delightful terraced cottage situated in the bustling market town of Guisborough in North Yorkshire. Town centre location. Hot tub. WiFi. Saltburn-by-the-Sea 5.5 miles; Staithes 15.4 miles; Whitby 21.8 miles. (Ref. 1067109)

  • Wi-fi
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Sky TV


for 7 nights £454

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Stone cottage exterior with white door and windows and a small garden at Harrington Cottage in Marske-By-The-Sea
44
Marske-By-The-Sea, North Yorkshire, TS11
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Harrington Cottage, a stone-built cottage set in the heart of Marske-by-the-Sea, North York Moors. Stylish interior. Seaside setting. Near National Park. Middlesborough 11 miles; Staithes 11.8 miles; Whitby 21.8 miles. (Ref. 1151322)

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


for 7 nights £536

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A house with a garage and driveway at 204 Sea View House Marske-by-the-Sea
24
Marske-by-the-Sea, North Yorkshire, TS11
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Beautiful semi-detached cottage in the seaside village of Marske-by-the-Sea. Pet-friendly. Elevated position. Woodburner. Shop and pub 6 mins walk. (Ref. 993008)

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


for 7 nights £514

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Exterior view of a white two-story house with a wooden front door and windows at Sands End Cottage in Marske-by-the-Sea
19
Marske-by-the-Sea, North Yorkshire, TS11
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A lovely end-terrace cottage situated in the village of Marske-by-the-Sea in North Yorkshire. Cosy retreat. Close to the sea and beach. Saltburn 3 miles; Redcar 3 miles. (Ref. 970620)

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


for 7 nights £375

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A detached house with tiled roof and gravel driveway at Greencroft in Saltburn-By-The-Sea
24
Saltburn-By-The-Sea, North York Moors & Coast, TS12
  • 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


for 7 nights £485

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A pier extending over the sea with a sandy beach and grassy hills in the foreground at Bluewater View in Saltburn-By-The-Sea
13
Saltburn-By-The-Sea, North Yorkshire, TS12
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A beautiful apartment resting in Saltburn-by-the-Sea, North Yorkshire. Open-plan living. Romantic. Sea Views. Close to beach. Guisborough 5.5 miles; Redcar 6.8 miles; Staithes 9.2 miles; Whitby 21.8 miles. (Ref. 1061984)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £406

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Stone cottage with white doors and windows and a bench outside at Parva in Great Broughton near Stokesley
23
Great Broughton near Stokesley, North Yorkshire, TS9
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

This stone-built, mid-terrace cottage is situated in Great Broughton near the market town of Stokesley, North Yorkshire. Pet-friendly. Woodburning stove. Near a National Park. Great Ayton 4.6 miles; Middlesbrough 10.9 miles; Saltburn-by-the–Sea 15 miles. (Ref. 1037087)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £298

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An outdoor courtyard with two wooden chairs a flower planter under a window and a white door at Witts End in Marske-By-The-Sea
20
Marske-By-The-Sea, North Yorkshire, TS11
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A charming, end-terrace cottage resting within the centre of Marske-By-The-Sea. Pet-friendly. WiFi. Pub within 0.1 miles. Saltburn-by-the-Sea 2.7 miles. (Ref. 1013314)

  • Wi-fi
  • Washing machine

  • 10% off - Fri 13th Feb to 28th Mar 2026


for 7 nights £305

Last booked yesterday
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A stone exterior of a house with white door and windows and a gravel pathway at Fell Briggs Cottage Marske-By-The-Sea
33
Marske-By-The-Sea, North Yorkshire, TS11
  • Sleeps6
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A wonderful, semi-detached cottage sitting in New Marske, North Yorkshire. Open-plan. Hot tub. Ground-floor living. Marske-by-the-Sea 1.7 miles; Saltburn-by-the-Sea 3.5 miles; Redcar 3.7 miles. (Ref. 1088637)

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


for 7 nights £636

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A brick house with bay windows and an arched doorway with hanging flower pots at Clover Leaf in Guisborough
37
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 £443

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Map View

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.