Vacation rentals in Guisborough

5 out of 5 average rating, 29 reviews

A modern wooden structure perched on stilts is framed by surrounding greenery. A set of wooden stairs leads up to the entrance, while large windows allow natural light to illuminate the interior. The house overlooks a tranquil landscape under a softly clouded sky.

Treehouse in Wingate

Wren Elevated Treehouse

BonitaRating, 5 stars3 days ago

The most perfect stay for my partners birthday. The lodge itself was clean and had everything you could have wanted. We forgot milk, but he provided sachets of milk as standard. The views out the hot tub were incredible. Lots of details like a speaker system in the ceiling linked to the tablet and Netflix already logged in. A peaceful and relaxing stay and will definitely be returning.

4.79 out of 5 average rating, 757 reviews

Cottage in Brotton

Listers Lodge

SadieRating, 5 stars1 week ago

We had a really lovely stay at this characterful home — it’s full of charm and personality, which made it feel really special. The added bonus was how well-equipped it was for children, with lots of thoughtful amenities that made our trip much easier as a family. Check-in was smooth and straightforward, and the host was incredibly friendly and responsive to any questions we had throughout our stay The only small observation is that it could benefit from a slightly deeper clean, as we did notice some dust in places. That said, it didn’t take away from how much we enjoyed our time — just something to be aware of for future guests. Would absolutely recommend and would love to return

4.92 out of 5 average rating, 24 reviews

The image captures a serene coastal view featuring a sandy beach alongside calm waters. Gentle waves lap against the shore, while cliffs rise in the background. Colorful buildings line the edge of the beach, creating a quaint seaside atmosphere.

Home in Staithes

Lobster Cottage, Chapel Yard, Staithes

RachelRating, 5 stars3 days ago

Lobster Cottage was a lovely, cost cottage in a great location. The cottage was well equipped and has everything we needed! It was a short walk from the beach and Cod & Lobster, would definitely recommend to friends and family. The only thing to be aware of is the parking for those less able to get around as this was up the hill from the cottage and it could get busy on the streets (I think would apply to most accommodations in Staithes!). Thanks for a great stay!

Shepherd’s hut in Rosedale East

A small outdoor table with two folding chairs is set on a gravel area. A tea service and pastries are arranged on the table, surrounded by lush greenery. The wooden fence provides a scenic view of rolling hills and trees in the background.

5 out of 5 average rating, 21 reviews

Rosedale Light Shepherds Hut!

CiaranRating, 5 stars2 weeks ago

Was warmly welcomed by Maggie , pefectly situated for walking or a peacful getaway , a full cooked breakfast was a nice addition. We was lucky enough to visit during lambing season and was given the opportunity to feed the orphaned lambs by Maggie's son who is also very friendly and welcoming

4.98 out of 5 average rating, 82 reviews

Home in Staithes

Beautifully Renovated Cottage next to Beach

HannahRating, 5 stars1 week ago

Myself and two friends recently stayed at Bay Tree Cottage for a long birthday weekend and had a lovey break. The location of the cottage is perfect, next to the harbour, in the middle of Staithes, close to local shops and amenities and some great local walks too. Watching the sunrise over the harbour in the morning was fabulous! The cottage was easy to find thanks to Kevin’s clear instructions and information provided, and inside exceeded our expectations. As a host Kevin was very proactive in communicating with us before, during and after our visit. We would recommend Bay Tree Cottage for a relaxing break and are looking forward to returning in the future at some point!

4.78 out of 5 average rating, 257 reviews

An open living space features original oak beams and a mezzanine with a double bed. An inviting seating area includes a red armchair and a wooden table with chairs. Soft lighting highlights a plush rug on the wooden floor, while a window allows natural light to enter.

Guest suite in Danby

Holly Cottage in Danby on North York Moors

AnnieRating, 5 stars2 weeks ago

This was the perfect place for a peaceful weekend retreat. With no TV to distract me and gorgeous countryside full of daffodils and signs of spring to enjoy, it was just what I needed to be restored. Gaynor was helpful with recommendations, and the walks were beautiful from the front door. The fresh bread was delicious from the bakery next door and the bookcase had some wonderful books to dip into. I will be recommending it to my friends.

4.87 out of 5 average rating, 231 reviews

A dining area features a wooden table set for an intimate meal, surrounded by upholstered chairs. A warm wood-burning stove is visible, with a television mounted on the wall nearby. Light floods the space through windows, enhancing the inviting setting.

Home in Guisborough

Stoney Nook Cottage

CarlyRating, 5 stars6 days ago

Hi Louise and Andy, My family and I loved our stay at Stoney Nook Cottage. It was exactly as described and very homely. My children loved the snug and thankfully a fabulous selection of games we loved using (as I forgot to pack any, so relieved 🤩). Rooms comfortable and clean, kitchen clean and well equipped (frying pan would've been handy for eggs and pancakes, plus a extra baking tray too). Morrisons only being a five minute walk away was very handy and a few extra minutes you're in town with shops and places to eat. We would definitely recommend and hope to be back one day. Thank you again Carly and family 👌

4.81 out of 5 average rating, 99 reviews

The exterior of a charming fisherman's cottage is visible, featuring a traditional stone facade and a cozy rooftop. Warm light emanates from the windows, illuminating the surrounding pathway and hinting at a welcoming atmosphere. Overhead, the evening sky is transitioning to twilight.

Cottage in Staithes

Spacious fisherman’s cottage Staithes - sleeps 6

HarrietRating, 5 stars4 weeks ago

A lovely cottage in the heart of Staithes. A quirky little passageway up to the cottage, but perfectly accessible for us. One of the more accessible properties in the area. All the amenities needed, I’d note to guests to bring food and drink with you as shops in the area are limited, unless you’re wanting to eat out. Large bedrooms made staying with a baby easier as we had a choice of bedrooms that fit the travel cot.

Shepherd’s hut in Goathland

A private hot tub sits under the shade of a canopy, surrounded by natural greenery. In the background, two outdoor chairs face a scenic view of rolling hills and trees, offering a tranquil setting for relaxation.

4.99 out of 5 average rating, 188 reviews

Escape into Nature - Owl

JackRating, 5 stars3 days ago

Absolutely fantastic stay! Beautiful shepherds hut in a beautiful location. Lots of lovely birds in the grounds, and even got visited by a small herd of deer. Jay and Callum are brilliant hosts, very responsive and helpful, and have put lots of nice little touches on the accommodation that make all the difference. Will definitely be staying again!

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What guests are saying

Sleeps 6, Free Parking, Smart TV, Free Wi-Fi

5 out of 5 average rating, 10 reviews1 week ago

We stayed here for two nights whilst visiting family, we have stayed in many air b&bs in the area and this was by far the best we have stayed in, nice quiet area, two minutes walk from the high street and 5 minutes walk to the beach. Beds were very comfy we all had a better night's sleep than we do at home. The property comes with all the appliances you could need. Will deffo be staying here again

Home in Redcar and Cleveland

What guests are saying

Harbour View - step out on to harbour front/beach!

4.72 out of 5 average rating, 25 reviews3 months ago

As a family of 4 plus 2 dogs this was the perfect Christmas getaway for us. We received a festive welcome and the cottage was just perfect for everything we needed. The beach is quite literally on the doorstep and a couple of beautiful local pubs serving amazing food & costal & cliff top walks a plenty. The cottage was just wonderful & spacious for us all, the underfloor heating was just amazing which the doggos appreciated. There was plenty of kitchen supplies for us to cook a full Xmas dinner plus family faves which we were very pleased with. Freshly laundered bedding and sparking kitchen/bathrooms too! We had the most amazing time and Staithes is a perfect remote getaway with local towns a short drive away. We will certainly be booking with Amanda again, thank you. 🎄🎅🏼

Cottage in Staithes

What guests are saying

Moor view 2 Luxury Cabin hot tub

4.95 out of 5 average rating, 75 reviews1 week ago

our second visit and it was just as perfect as the first one. beautiful surroundings and beautiful modern clean lodge with everything you need. we brought ffurnds from nottingham to stay with us. Donna was a great host. very friendly and cannot do enough to help with anything. we arrived a little early and were prepared to sit in the car and wait but called Donna to double check which lodge we were in and she said it was all prepared and coukd go and settle in there and then. she wasnt on site as we were early but she sent someone straight over to check everything was ok and that the hot tub was ready to go which it was.. we cannot wait to revisit. its like a relaxed home from home . thanks again Donna for your fantastic hospitality. tim and Claire

Cabin in Great Broughton

What guests are saying

Ruby Sands

5 out of 5 average rating, 13 reviews3 weeks ago

Ruby Sands is very quiet and conveniently located, with the station and Sainsbury's supermarket at the other end of the road. It is an easy walk to the beach. The apartment is newly decorated, with good quality equipment, and attractively furnished. We found the beds extremely comfortable. The neighbours were very friendly. Overall the apartment is very comfortable and quiet. We had excellent meals at the Seaview Restaurant, and coffee at The Yard. We would certainly recommend the property and would be happy to return.

Apartment in Saltburn-by-the-Sea

What guests are saying

shepherds hut cottage

5 out of 5 average rating, 3 reviews2 months ago

Me and my partner had a wonderful stay at Pete’s cabin. It was lovely and peaceful. The hot tub was amazing. Pete was always on hand to help re heat the hot tub. The fresh eggs from the hens were a great addition and were very tasty! Overall it was an amazing stay and would highly recommend Pete’s cabin to anyone wanting a lovely peaceful get away!

Cabin in Stockton-on-Tees

What guests are saying

Port Mulgrave cosy cottage

4.84 out of 5 average rating, 86 reviews6 months ago

We had a fabulous short break here. The cottage was perfect for us.. homely and comfortable with everything we needed. The sea views from the bathroom were fantastic, and you’re right on the Cleveland Way path. It is quiet and relaxing, but only a mile and a bit to Staithes if the urge for fish and chips hits! Kathy was a very friendly and responsive host. We loved it, thank you!

Cottage in Port Mulgrave

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Popular amenities for Guisborough vacation rentals

Kitchen

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Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Guisborough

5 out of 5 average rating, 4 reviews

The exterior showcases a stone-clad building with a warm wooden door featuring a decorative wreath. Window shutters complement the charming facade, and the roof is finished with traditional tiles. A gravel pathway leads to the entrance, enhancing the welcoming ambiance of the secluded retreat.

Home in Glaisdale

Athelas, self catering studio

JoanneRating, 5 stars6 months ago

Lovely location, very peaceful and private. Very cosy and had everything we could need, tea coffee biscuits and milk were there for us. Loved the feel of the studio with the log burner and the pictures and ornaments made it so homely. Bed so comfortable and we had the best nights sleep. Thank you

4.88 out of 5 average rating, 42 reviews

A serene coastal landscape is presented, featuring a sandy beach that meets gently lapping waves. A stone jetty extends into the calm waters, while rolling hills frame the scene. Fluffy white clouds drift across a bright blue sky, enhancing the tranquil atmosphere.

Home in Loftus

Meadow view bungalow

PaulRating, 5 stars2 weeks ago

Spacious, clean and comfortable property in a good location. Would definitely stay again.

Cabin in Ainderby Steeple

A cozy cabin with a rounded wooden design sits in a green open field, accompanied by a sheltered picnic area featuring a wooden bench and a slatted roof. The serene landscape is complemented by a soft, cloudy sky in the background.

4.89 out of 5 average rating, 142 reviews

Cosy Cabin with Hot Tub in North Yorkshire

OanaRating, 5 stars3 days ago

Stayed at this cozy cabin set in a peaceful place and great for a relaxing getaway. The hot tub was a highlight, especially in the evenings, and the BBQ made for easy outdoor meals. Perfect spot to unwind and disconnect.

4.88 out of 5 average rating, 8 reviews

A living area features two beige sofas arranged around a light-colored rug. A small side table, a television, and a decorative mirror are also present. Black-and-white photographs adorn the walls, while a modern chandelier provides overhead lighting.

Home in Eaglescliffe

Home and away

Marcin And JennyRating, 5 stars2 weeks ago

We booked Sarah’s place for a coworker to stay near to our place of work on Preston Farm Industrial Estate. We found Sarah’s house perfect for what we needed, comfortable, clean and near to the places we needed. Would recommend Sarah’s place to anyone staying in the Stockton area.

Apartment in Marton-in-Cleveland

A modern bathroom features sleek marble walls, with a walk-in shower beside a circular sink. A single window allows natural light to brighten the space. A gray shower curtain and a yellow towel add color, while a large ceiling light illuminates the area.

4.86 out of 5 average rating, 7 reviews

Lovely independent private apartment with parking

AvinashRating, 5 stars2 months ago

Nice and pleasant surroundings and coming to the property its very well maintained and highly recommended .

4.96 out of 5 average rating, 189 reviews

The entrance of the cottage features a white door marked with the number '22'. Flanking the door, two potted topiary plants rest on either side. A welcome mat lies on the stone step, and a nameplate is affixed beside the door, adding charm to the inviting entryway.

Cottage in Yearby

Hillfoot Cottage - charming country character.

NeilRating, 5 stars1 week ago

Lynn's cottage is lovely, beautifully decorated throughout. Lynn gave very clear instructions beforehand and there is a handy guide in the property to help more when inside. The location is great to get to Saltburn, Roseberry Top, or any of a number of locations along the North York Moors and coast. We were welcomed on arrival with a goodie basket and bottle of wine, all gratefully received. The kitchen is well equipped with every amenity. Overall a lovely cottage with an excellent host.

Cottage in Rosedale Abbey

The exterior of Orchard House is framed by lush green foliage, highlighting the natural surroundings. The stone structure features multiple windows and a distinctive roof, blending harmoniously with the peaceful rural landscape. Sunlight filters through the leaves, creating a serene atmosphere.

4.88 out of 5 average rating, 119 reviews

Orchard House, luxury cottage retreat.

ElizabethRating, 5 stars1 day ago

Wow! What a find! The house is stunningly situated amongst amazing views and surrounded by nature and wildlife. We loved looking out across the hills from the hot tub and playing in the field in front of the house and on the swings down by the pond. The village is in close walking distance even with a 3 year old in tow. The cottage itself feels special with beautiful wooden furniture which I assume comes from the timber farm it’s on. The rooms are spacious yet have that cosy cottage feel. The hosts are friendly, responsive and helpful without being intrusive - they were on hand as and when we needed them. Overall, a wonderful 2 night break was enjoyed and we would love to stay here again!