Holiday Cottages in Guisborough

Within 10 miles
  • Within 1 mile
  • Within 2 miles
  • Within 3 miles
  • Within 5 miles
  • Within 10 miles
  • Within 20 miles
  • Within 30 miles
  • Within 50 miles
1
2
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
0
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
0
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
0
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
Pets
  • Pets
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • Property pet free
7
  • 7
  • 3
  • 4
  • -
  • 1
  • 2
  • 5
  • 6
  • 8
  • 9
  • 10
  • 11
  • 12
  • 13
  • 14
  • 15
  • 16
  • 17
  • 18
  • 19
  • 20
  • 21
  • 22
  • 23
  • 24
  • 25
  • 26
  • 27
  • 28
3 Days +/-
  • Exact Dates
  • 1 Day +/-
  • 2 Days +/-
  • 3 Days +/-

British Travel Award Winners!

We are delighted to announce that we have been awarded 'Best UK Holiday Cottage/Self Catering Booking Company' at the British Travel Awards.

Holiday Cottages in Guisborough

REFINE SEARCH

Your Guisborough, Redcar & Cleveland search returned 169 cottages

Most relevant
  • Distance to Location
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
20
  • 10
  • 20
  • 50
  • 100
Map View
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 £2388

See more details
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 £458

See more details
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 £320

See more details
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 £293

See more details
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

    4.9★

    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 £676

See more details
A terraced house with a bay window and blue trim at 29 Garnet Street in Saltburn-By-The-Sea
34
Saltburn-By-The-Sea, North Yorkshire, TS12
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

29 Garnet Street is a stylish, pet-friendly holiday Victorian townhouse located in the seaside town of Saltburn-By-The-Sea in North Yorkshire and is near the beach. Guisborough 5.3 miles; Redcar 6.6 miles; Staithes 9.2 miles; Whitby 22.8 miles. (Ref. 1166415)

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


for 7 nights £496

See more details
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 £442

See more details
A stone building with bay windows and a bookshop named Chapter One Loftus at the ground level in Loftus
25
Loftus, North Yorkshire, TS13
  • 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


for 7 nights £336

See more details
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 £506

See more details
A stone house with white windows and doors on a street corner at Smugglers Cottage in Marske-by-the-Sea
12
Marske-by-the-Sea, North Yorkshire, TS11
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Traditional end-terrace coastal cottage. Fantastic beach views. Original character features. Family friendly. Elevated patio garden. Saltburn 3 miles. (Ref. 941503)

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


for 7 nights £434

See more details
An exterior view of a stone farmhouse with multiple extensions and outbuildings on a grassy lawn at Tidkinhow Farm Charltons near Guisborough
28
Charltons near Guisborough, North York Moors National Park, TS12
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Attractive, detached stone farmhouse surrounded by beautiful countryside. Character beams, two sitting rooms, woodburning stoves. Ideal walking/touring country. Guisborough 3 miles. (Ref. 30014)

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


for 7 nights £708

See more details
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 £426

Last booked yesterday
See more details
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 £471

See more details
A row of three terraced houses with green front doors and windows at The Sanctuary in Marske-By-The-Sea
16
Marske-By-The-Sea, North Yorkshire, TS11
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Mid-terrace property tucked away in Marske-by-the-Sea, North Yorkshire. Three bedrooms. Open plan living area with woodburner. Enclosed courtyard. Pet friendly, WiFi. Close to the beach. Saltburn 3 miles; Redcar 3 miles. (Ref. 977791)

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


for 7 nights £384

See more details
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 £394

Last booked 2 days ago
See more details
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


for 7 nights £303

See more details
Exterior view of a stone house with white door and three windows with red tile roof at The Stables in Marske-by-the-Sea
33
Marske-by-the-Sea, North Yorkshire, TS11
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Detached stone cottage in centre of Marske-by-the-Sea. Single-storey. Off road parking. All amenities close by. Lovely sandy beach 10 mins walk. Saltburn 3 miles. (Ref. 30829)

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


for 7 nights £365

Last booked 5 hours ago
See more details
A living room with two sofas a coffee table a television and a lamp at Salt Cottage in Marske-By-The-Sea
25
Marske-By-The-Sea, North Yorkshire, TS11
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7★

    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


for 7 nights £503

Last booked 2 days ago
See more details
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 £627

See more details
A stone exterior wall with windows and a green door on a residential street at Inglenook Cottage in Guisborough
33
Guisborough, North Yorkshire, TS14
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8★

    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 £608

See more details
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.