Vacation rentals in Guisborough

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Top-rated vacation rentals in Guisborough

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Guest favorite

Cottage in Great Ayton

4.95 out of 5 average rating, 118 reviews

Cliff Ridge Cottage

Great Ayton is a pretty village & is right on the edge of the North York Moors, a great location for walking, cycling & mountain biking. Garden with patio has seating outside or undercover in the "outhouse". The cottage has street parking, but parking directly outside of the cottage isn’t always possible. The coast is a 20 minute drive away. The Village has several quality bars & restaurants, & take away food options. All are a safe 5 minute walk. The property has secure storage for bikes.

Apr 1 – 8

R1,617 ZAR per night

Guest favorite

Cottage in Stokesley

4.9 out of 5 average rating, 208 reviews

Apple Tree Cottage. Stokesley.North Yorkshire.

A delightful old cottage overlooking West Green with a mix of antique, upcycled and vintage inspired decoration. The cottage is dog friendly, with a patio and large enclosed, secure garden. Located on the outskirts of the historic market town. The town has a distinguished wide cobbled high street lined with Georgian and Victorian buildings. It is served by banks,shops, up market restaurants and pubs. Surrounded by the Yorkshire Moors it makes an ideal base for exploring the Dales & East coast.

Sep 18 – 25

R2,409 ZAR per night

Guest favorite

Apartment in Stokesley

5.0 out of 5 average rating, 280 reviews

The Studio, near Stokesley

Our self-contained studio apartment has a shower room, store room, well equipped kitchen, superking bed ( Available as 2x3ft. singles if required), a terrace & garden overlooking open countryside with uninterrupted views of the Cleveland Hills & Captain Cook's Monument. It is a 3 min drive/15min walk to the bustling town of Stokesley where there are restaurants, cafes, pubs, shops, supermarkets, take-aways, a weekly Friday market and a popular Farmers' Market on the 1st Saturday of the month.

Sep 28 – Oct 5

R1,857 ZAR per night

Guest favorite

Condo in Stokesley

4.98 out of 5 average rating, 410 reviews

Mabel Cottage

Mabel Cottage is a quiet retreat just off the High Street at the East End of the town. Situated within the conservation area, the tastefully converted outbuildings comprise an entrance hall leading to a kitchen,shower room and toilet. The living room boasts a Harrison (made in Yorkshire) king size bed, dining area and T.V . The fully equipped kitchen has fridge, microwave and hotplate. There is secure cycle storage and laundry facilities if required. There is free unlimited WiFi throughout.

Jan 11 – 18

R1,607 ZAR per night

Guest favorite

Cottage in Yearby

4.96 out of 5 average rating, 160 reviews

Hillfoot Cottage - charming country character.

Hillfoot Cottage is a cosy and comfortable 350 yr old cottage which began life as a pig sty in the quiet country village of Yearby, near Redcar. Offering peace and tranquility with local walks on your doorstep. Located a short drive to the seaside town of Redcar and Market town of Guisborough, within 1/2 hours drive to the North York Moors National Park and Whitby and within 1 hours drive to the Yorkshire Dales. An abundance of wild birds are to be found in the gardens of our cottage.

Sep 20 – 27

R1,724 ZAR per night

Guest favorite

Cottage in Guisborough

4.91 out of 5 average rating, 179 reviews

Cosy, 2 Bedroom Cottage in Guisborough Town Centre

A cosy cottage in the heart of Guisborough town centre with easy access to local shops and a large supermarket minutes away. The property is the ideal location for exploring North Yorkshire. 15 to 30 mins from the North Yorkshire Moors, Redcar and Saltburn beaches, Roseberry topping and Whitby. It’s ideal for family breaks, mini breaks and perfect for walkers. A free 2 hour high street parking disk is provided, plus free parking 6pm till 8am daily. Other times up to £4 a day.

Dec 7 – 14

R1,685 ZAR per night

Guest favorite

Home in Redcar and Cleveland

4.91 out of 5 average rating, 127 reviews

Stoney Nook Cottage

Relax and unwind in this beautifully stylish space with wood burning fire. Located in central Guisborough, juts 2 minutes walk from the main town and shops, this stunning cottage has everything you need to relax. Beaches within a fifteen minute drive, stunning walks and North Yorkshires famous Roseberry Topping on the door step. The cottage boasts smart TVs throughout with super fast broadband and modern appliances. It hosts a master bedroom and bunk beds in the second bedroom

Feb 13 – 20

R2,146 ZAR per night

Guest favorite

Cottage in Castleton Whitby

4.88 out of 5 average rating, 153 reviews

Romance or a rest at The Nest Castleton,Whitby!

Very special, cosy tiny stone cottage nestled in the North Yorkshire Moors National Park near Whitby. The Nest has a Log burner, central heating, WIFI,smart TV, Egyptian linen and twinkling fairy lights ,. Walks onto the moors from the front door , seating area outside to watch the sun go down with a large glass of wine, welcoming family pub across the road, Co-op, and fine dining pub also in the village. Train station to Whitby from the village. We welcome two dogs at the Nest.

Mar 8 – 15

R2,006 ZAR per night

Guest favorite

Cabin in Middlesbrough

5.0 out of 5 average rating, 154 reviews

The Lodge at Viewley Hill Farm

Viewley Hill Farm Lodge is a spacious and comfortable 3 bedroomed wooden lodge on a working farm. Situated in a peaceful and idyllic setting, the lodge has stunning views of the North York Moors and the Cleveland Hills. Guests can enjoy a range of walks in the local area including some that can be accessed directly from the farm. The local area boasts not only fabulous countryside but also easy access to the glorious north east coast and a wide variety of visitors attractions.

Feb 7 – 14

R2,485 ZAR per night

Guest favorite

Cottage in Castleton

4.97 out of 5 average rating, 156 reviews

Cheerful & Quaint 18th Century cottage

Pretty cottage situated on the village green in the heart of Castleton village. Open fire for creating a cosy night in & perfect for exploring the beautiful North Yorkshire Moors either on foot, bike or car. Castleton is lucky to have two great pubs The Downe Arms right across the road and The Eskdale which serves lovely ‘fine dining food’ but also lovely just for a drink. There’s a Co-op store and a loose weigh shop Castleton lies close to the Esk valley railway to Whitby

Mar 29 – Apr 5

R2,348 ZAR per night

Guest favorite

Guest suite in Great Ayton

4.95 out of 5 average rating, 151 reviews

Riverside Guest Annexe

Riverside guest annexe is in a secluded garden but is within 50m of Waterfall Park and Great Ayton High Green, with its shops, pubs, cafes, take-aways and Tourist Information. The annexe is attached to our house, but has its own entrance, patio, garden area and parking space. We can accommodate 2 adults comfortably, plus a third adult or up to 2 children on our pull-out and/or sofa bed. We provide bedding, towels and toiletries. No smoking or pets are permitted in the annexe.

Jan 9 – 16

R1,502 ZAR per night

Guest favorite

Place to stay in Whitby, North Yorkshire

4.97 out of 5 average rating, 107 reviews

The Stable in Kildale, Whitby, North York Moors

The Stable and it’s small adjoining outbuildings once provided shelter for various animals living at the Rectory. The buildings have been carefully restored to provide a stylish and contemporary living space. The accommodation comprises of a large lounge dinner room with high ceilings and a wood burning stove. Kitchen, WC/Shower facilities and a double bedroom with amazing views. Doors from the kitchen and lounge lead to two private outdoor seating areas.

Nov 20 – 27

R2,217 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Guisborough vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Guisborough

Guest favorite

Cottage in Saltburn-by-the-Sea

4.93 out of 5 average rating, 264 reviews

One bedroomed holiday home on a dairy farm.

Nov 23 – 30

R1,746 ZAR per night

Guest favorite

Shepherd’s hut in Great Ayton

4.97 out of 5 average rating, 171 reviews

Hare luxury Shepherd Hut & private hot tub

Jan 8 – 15

R3,145 ZAR per night

Guest favorite

Townhouse in Redcar and Cleveland

4.97 out of 5 average rating, 89 reviews

Rose Garden Cottage, Guisborough.

Sep 9 – 16

R2,608 ZAR per night

Guest favorite

Townhouse in Redcar and Cleveland

4.93 out of 5 average rating, 61 reviews

The Beehive, modern two-bed, close to town centre

Aug 19 – 26

R2,386 ZAR per night

Guest favorite

Home in Redcar and Cleveland

4.88 out of 5 average rating, 86 reviews

4 bedroom, 2 bath Bungalow - wheelchair accessible

Sep 18 – 25

R2,557 ZAR per night

Guest favorite

Home in Redcar and Cleveland

4.92 out of 5 average rating, 39 reviews

Priory Cottage. Tranquility In Town

Jul 1 – 8

R2,389 ZAR per night

Superhost

Home in Redcar and Cleveland

4.83 out of 5 average rating, 18 reviews

Garden Cottage, Guisborough

Jul 16 – 23

R2,637 ZAR per night

Guest favorite

Home in Redcar and Cleveland

5.0 out of 5 average rating, 6 reviews

96 Roseberry Cottages - 1 Bedroom

Sep 19 – 26

R2,262 ZAR per night

Show all

Quick stats about vacation rentals in Guisborough

Total rentals
50 properties
Wifi availability
50 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
1.5K reviews

Frequently Asked Questions

Are there pet-friendly vacation rentals in Guisborough?
Four-legged friends are welcome in Guisborough. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Guisborough?
Yes! Work meets play with ease at over 20 vacation rentals in Guisborough featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Guisborough have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Guisborough. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Guisborough have free parking?
Absolutely! We offer over 20 house rentals with free parking in Guisborough. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Guisborough?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with wifi, over 20 homes with free parking, over 30 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Guisborough?
Guisborough has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Guisborough have wifi?
Absolutely! We offer over 30 house rentals with wifi in Guisborough. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in cottage rentals in Guisborough?
Experience the best of Guisborough with our cottage rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Vacation rentals in Guisborough

Top-rated vacation rentals in Guisborough

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Guisborough vacation rentals

Other great vacation rentals in Guisborough

Cottage in Saltburn-by-the-Sea

Shepherd’s hut in Great Ayton

Townhouse in Redcar and Cleveland

Townhouse in Redcar and Cleveland

Home in Redcar and Cleveland

Home in Redcar and Cleveland

Home in Redcar and Cleveland

Home in Redcar and Cleveland

Quick stats about vacation rentals in Guisborough

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there pet-friendly vacation rentals in Guisborough?

Are there vacation rentals with a dedicated workspace in Guisborough?

Do house rentals in Guisborough have a kitchen?

Do house rentals in Guisborough have free parking?

What are the most popular amenities for House Rentals in Guisborough?

Are there family-friendly vacation rentals in Guisborough?

Do house rentals in Guisborough have wifi?

How much does it cost to stay in cottage rentals in Guisborough?

Destinations to explore