
Holiday rentals in Guisborough
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Top-rated holiday rentals in Guisborough
Guests agree: these stays are highly rated for location, cleanliness and more.

4/5 bedroom 2 bath Bungalow wheelchair accessible
Private house (owner lives off-site). Wheelchair friendly. Located in a quiet cul-de-sac in Guisborough. This freshly refurbished semi Bungalow has on the ground floor, 2 or 3* bedrooms (option*) a wet room with roll-in shower, fully equipped spacious kitchen + dining area + laundry facilities. Also 2 bedrooms and 2nd bathroom upstairs. Bedrooms are secure and self-contained, with HD smart TV, tables, soft seating, storage, free Wi-Fi. Enclosed gardens front & rear. BBQ. Private & free parking.

Rose Garden Cottage, Guisborough.
Our luxuriously cosy little cottage has everything you could wish for after a day exploring the nearby woods, adjacent North Yorkshire Moors or easily accessed coast. Perhaps a relaxing soak in the feature double ended bath? You can cosy up in front of the log burning stove or step out for something to eat and drink at one of the local bars and restaurants. If you prefer to cook, the kitchen has all you need. The cottage has been renovated throughout with a feature mezzanine bed and bath suite.

Saltburn l The Outlook- Sea views, Dog friendly.
This design award winning detached property is surrounded by grounds which include a slope which may not be suitable for very young children. With stunning sea views, The Outlook is built into the hillside, access is via steps down from the road (or can be accessed via a steep path). Minutes from the Valley Gardens, on the beach path, close to the town centre; this is a beautiful spot. The Outlook sadly doesn’t lend itself well to those with mobility issues or very young children. Dog friendly.

Mabel Cottage - Stay in the heart of Stokesley
This charming cottage in the heart of Stokesley is the perfect retreat, with pubs, cafes, shops, and supermarkets all within walking distance. Enjoy an equipped kitchen, shower room, a Harrison (made in Yorkshire) king size bed, dining area and T.V . Ideally located, you’re just a short drive from North York Moors National Park, Roseberry Topping, Whitby’s historic seaside charm and more. Whether exploring or unwinding, this cottage offers everything you need for a memorable Yorkshire getaway.

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.

*The Vicarage Annexe, Carlton, North Yorks 1BR S/C
The Vicarage Annexe is a beautiful, one double-bedroom facility situated at the foot of the Cleveland Hills. The building was originally built as a prayer and study room for the Vicarage. This is now a self-contained living area with en-suite facilities. The Annexe is located in the picturesque village of Carlton-in-Cleveland, which is in the North Yorkshire Moors National Park and this is an ideal location for a couple who enjoy the countryside for relaxing, sightseeing, walking or cycling.

The Highlander
Welcome to Lawns Farm Luxurious Glamping accommodation in an idyllic location. Here at Lawns Farm Glamping, ‘The Highlander’ is a perfect romantic retreat for couples, or a fun family getaway. Sandsend Beach is only four miles away and Runswick Bay three which offer some great local dining treats. Whitby is the local town approx a fifteen minutes drive. With ‘The Highlander’ offering a luxurious hot tub it’s the perfect stay! (Bookings are available without the hot tub, please get in touch).

Bumble Cottage. Lovely 2 bedroom Edwardian cottage
Bumble cottage is a beautiful family and dog friendly holiday home. Only a short walk from the centre of the village. Great Ayton is situated on the edge of the North Yorkshire moors and provides a wonderful base for exploring the local area. There are many possibilities for family activities, for walking, hiking, road and mountain biking and running. The beautiful beach at Saltburn is also only a 15 minute drive away. There are several excellent and unique cafes, restaurants and bars.

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.

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

Hillock's Farm Cottage, luxury
Welcome to our outstanding luxury holiday cottage nestled in the charming village of Moorsholm, Cleveland. This outstanding barn conversion offers a serene escape for couples seeking tranquility and comfort. As you step into this exquisite retreat, you're greeted by the spaciousness of the open plan layout, featuring a magnificent fully equipped kitchen, dining area, and beautiful living room with large fire place. The expansive design creates a sense of freedom and relaxation.

Maltkiln House Annexe North Yorkshire moors
Maltkiln House Annex is the perfect getaway for two people who love to be in the countryside. You can enjoy uninterrupted views sitting at the bottom of the garden which is your own space. The Annex dates back to the 16th century and is full of charm. You can walk from our Annex straight up onto the Cleveland way where you can walk or bike for miles. Our Annex is a popular stop off for people walking the coast to coast. We are also very close to some great pubs and restaurants.
Popular amenities for Guisborough holiday rentals
Other great holiday rentals in Guisborough

Laurel Cottage

Host & Stay | Finch House

Walkers Row

Dark Skies Den

St Hildas Lodge - Log Cabin

Beautiful countryside retreat in Great Ayton

Sunrise Views Near Bars & Restaurants

Cosy lodge- stunning views Stonecroft Saltburn
When is the best time to visit Guisborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $129 SGD | $134 SGD | $122 SGD | $127 SGD | $131 SGD | $128 SGD | $137 SGD | $137 SGD | $134 SGD | $131 SGD | $120 SGD | $134 SGD |
| Avg. temp | 3°C | 3°C | 5°C | 7°C | 10°C | 12°C | 15°C | 14°C | 12°C | 9°C | 6°C | 3°C |
Frequently Asked Questions
Are there family-friendly house rentals in Guisborough?
Guisborough has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Guisborough?
Experience the best of Guisborough with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly house rentals in Guisborough?
Four-legged friends are welcome in Guisborough. Choose from more than 30 house rentals for guests traveling with pets.
Are there house rentals with a dedicated workspace in Guisborough?
Yes! Work meets play with ease at over 10 house 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 40 house rentals with a kitchen in Guisborough. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Guisborough have wifi?
Absolutely! We offer over 40 house rentals with wifi 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 40 homes with wifi, over 40 homes with a kitchen, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Guisborough

Total holiday rentals
Explore 60 holiday rentals in Guisborough

Nightly prices starting at
Guisborough holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 2,660 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Guisborough holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Guisborough rentals

4.8 Average rating
Guisborough stays are highly rated by guests – averaging 4.8 out of 5!
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- Robin Hood’s Bay
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- Harewood House
- Fountains Abbey
- York Castle Museum
- Filey Beach
- Durham Cathedral
- National Railway Museum
- Yorkshire Coast
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- Bempton Cliffs
- York University
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- Beamish the Living Museum of the North
- The Bowes Museum
- Saltburn Beach
- Peasholm Park





