Cottage vacation rentals in Guisborough

4.89 out of 5 average rating, 216 reviews

A stone cottage is visible from the road, framed by neatly trimmed hedges. A gravel pathway leads to the entrance, accompanied by a small wooden fence. Surrounding trees contribute to a natural setting, while the road offers clear access to the property.

Cottage in Egton Bridge

Keepers Cottage Egton Bridge

Keepers Cottage is part of the Old Mill, and is a highly commended cottage located at Egton Bridge, which is a North York Moors National Park conservation area, on the coast to coast path near to the coastal town of Whitby and ideal for exploring the moors, the Yorkshire Coast, including Scarborough, Bridlington, Sandsend, Runswick Bay and Robin Hoods Bay. In addition Malton, Pickering and the City of York. North York Moors is officially designated as Dark Skies Reserve right on our door step.

Cottage in North Yorkshire

A cozy living area features a dark brown sofa paired with a light-colored rug. A traditional wood-burning stove is positioned under a wooden mantel. The kitchen area showcases modern appliances against a classic backsplash, with decorative elements adding charm.

4.83 out of 5 average rating, 222 reviews

Cosy two-bed cottage. Sleeps 4. Pets welcome.

This beautiful former fisherman’s cottage dating back to the 1800’s is situated in the heart of the quaint village of Staithes. It has been tastefully renovated, but many of it’s original features remain. Situated on the high street just a few strides away from the beach and the Cod & Lobster pub, where you can enjoy a homemade meal and friendly atmosphere. This cosy cottage has a homely feel, perfect for relaxing in front of the fire after exploring the Yorkshire Coast and North York Moors.

An outdoor patio area is visible, featuring a small wooden table surrounded by four foldable chairs. Potted plants add a touch of greenery near the entrance. The stone exterior of the cottage is partially shaded by overhanging leaves, contributing to a private and serene atmosphere.

4.8 out of 5 average rating, 285 reviews

Atcot Cottage - a hidden gem!

Atcot Cottage has been our own special sanctuary for years but is now available for holidays and short breaks. A Grade II Listed, 18th Century smugglers cottage retaining lots of original features, it has been lovingly restored to provide luxury accommodation for 4 people. Compact and cosy, tucked away down a little alleyway, it is a perfect holiday location for getting away from it all. Only 200 yards to the harbour and beach and well placed for exploring the lovely North Yorkshire Coast.

4.91 out of 5 average rating, 162 reviews

A hot tub is positioned on a patio, inviting relaxation amidst a scenic backdrop. A fence outlines the outdoor area, with train tracks visible nearby. Lush greenery surrounds the space, creating a tranquil atmosphere, while a steam locomotive passes in the distance under a clear blue sky.

Cottage in Newbridge

3 Railway Cottage Pickering , Hot Tub, Pets all'd

3 Railway Cottages is a cosy well equipped self-catering cottage, located just one mile from the market town of Pickering. It is dog friendly (£10 per dog per night) with a hot tub and garden including outdoor seating and a train viewing area right bedside the NYMR heritage railway. The cottage lies at the foot of the North York Moors and has many footpaths and bridleways close by for walkers and cyclists. The cottage sleeps up to 4 adults and has everything you need for a comfortable stay

Cottage in Newton-on-Rawcliffe

A cozy living area features a comfortable grey sofa paired with a large round ottoman. A wooden coffee table sits in front of a natural stone fireplace, accompanied by a classic wall clock. Books are displayed on shelves, enhancing a homely atmosphere.

4.97 out of 5 average rating, 156 reviews

Charming farm based cottage with hot tub/sauna

Located on a farm just outside of the market Town of Pickering, Swallow Cottage is a charming, pet friendly 3 bedroom cottage, complete with hot tub, sauna and games room. We’re well placed for visits to the stunning yorkshire coast, and have plenty of excellent walking and biking routes on the doorstep. Key features of the cottage include •hot tub •sauna •games room including pool table •farm setting •local pub within walking distance •3 en-suite bedrooms •pet friendly •WiFi and smart tv

4.89 out of 5 average rating, 119 reviews

The exterior of the cottage showcases natural stone walls under a clear blue sky. A welcoming wooden entrance is framed by a covered porch, and a white picket fence outlines the property. Lush greenery and a small seating area can be seen in the surrounding landscape.

Cottage in Lealholm

Picturesque Cottage in Stonegate, Lealholm

Set in the heart of the North Yorkshire Moors, on the outskirts of the charming village of Lealholm. 2 Hilltop Cottage is a characterful, rural retreat, ideal for those wanting to explore the beautiful surrounding countryside. Lealholm (approx 1 mile away) offers a village shop, pub, cafe and train station. Places to visit nearby include: Whitby, Runswick Bay (Britains best beach 2020), Dalby Forrest with miles of cycle routes and Grosmont the home of the North Yorkshire Moors railway.

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.

Orchard House is a cosy and well equipped self-catering property, with an amazing private hot tub. With beautiful views in a peaceful rural location overlooking ponds, streams , woodlands and fields. An ideal location for exploring the North Yorkshire moors, Whitby, Scarborough and the market towns of Malton and Helmsley and historic city of York. Sleeping up to 4 people, this cottage has everything you need for a comfortable stay. The village is a five minute walk across the fields.

A vibrant view of the coastal village is displayed, with a mix of colorful houses nestled along the shore. The blue sea extends towards the horizon, framed by rugged cliffs and rolling green hills. Flowers in bloom add natural beauty to the foreground.

4.94 out of 5 average rating, 196 reviews

Views to die for at Garr End Cottage Staithes.

The Cottage occupies a front line position, with breathtaking, uninterrupted sea views, just off the high street in the bottom of staithes old town. Two minutes walk from the famous Cod & Lobster pub and eatery. Sleeps 2 The cottage used to be the communal bakery where the womenfolk would bring their dough to be baked You will find yourself immersed in the history of this quaint old village once home to Captain James Cook, artist Dame Laura Knight, and countless smugglers.

The view captures a tranquil cobbled street leading to the harbor, where boats are docked under clear blue skies. Pedestrians stroll leisurely along the waterfront, framed by charming seaside buildings. The inviting scene reflects the essence of village life.

4.99 out of 5 average rating, 123 reviews

Saltwater-Beautiful, cosy old fisherman's cottage

Previously a fisherman’s cottage in the quaint seaside village of Staithes. A stones throw from the harbour, Saltwater cottage has been fully renovated throughout to the highest standard. With a log burner, beams galore and a beautiful high spec kitchen with Belfast sink. It is the perfect hideaway to escape the stresses of daily life, waking up to glimpses of the glistening sea and losing yourself in the sound of crashing waves and soaring seagulls.

Cottage in Stockton-on-Tees

4.87 out of 5 average rating, 184 reviews

The Old Moat Barn - With Private Hot Tub

Nestled on the outskirts of the 500-acre national woodland Coatham woods, lies The Old Moat Barn. This barn has been converted with one thing in mind: peace and relaxation. Enjoy downtime in the private courtyard, equipped with 6-seater jacuzzi, patio and seating area. Want to cabin up? Snuggle indoors or mix up the cocktail of the hour in your own exclusive bar. Whichever your preferred way to relax, The Old Moat Barn caters for all.

Cottage in Kirkbymoorside

4.82 out of 5 average rating, 100 reviews

Charming 2 Bed Cottage with 1.5 Bathrooms

Enjoy a peaceful retreat in this charming, newly refurbished cottage. Just 500m from the main high street, you'll find an array of pubs, cafes, restaurants, and shops. Ideal for a relaxing getaway, Horseshoe Cottage offers the perfect blend of seclusion and convenience. ✔ Fully Equipped Kitchen ✔ Comfortable Bedrooms ✔ Open Plan Kitchen/Dinner ✔ Separate Lounge ✔ High-Speed Wi-Fi Learn more below!

4.77 out of 5 average rating, 139 reviews

The exterior of River Cottage is characterized by its natural stone facade, adorned with a welcoming sign above the entrance. Large, white-framed windows allow natural light to brighten the space, while the dark-colored door features decorative hardware.

Cottage in Great Ayton

River Cottage, Cosy Riverside cottage

Newly refurbished in April 2023! River Cottage is situated in the beautiful Yorkshire village of Great Ayton. Just a stones throw from the infamous Roseberry Topping. Many shops, cafes and pubs can be reached by foot. The cottage is just a short drive to many beautiful Yorkshire beaches including Whitby. Free parking is available to guests outside of the property.

0 of 0 items showing

What guests are saying

Fisherman's Cottage - peaceful Staithes location!

4.8 out of 5 average rating, 15 reviews7 months ago

It’s a great house in a great location - 1 minute from the beach but tucked away up a quiet alleyway. Three big bedrooms. Kitchen was very well-equipped - lots of pans etc (and decent kitchen knives!). Night lights on the stairs and upstairs hallways were very useful.

Cottage in Staithes

What guests are saying

Hill Top Cottage

4.8 out of 5 average rating, 25 reviews3 days ago

We had a lovely Easter weekend stay here. The house is beautiful - gorgeous log fire in the living room and the main bedroom is beautiful and so spacious. Maygan was super helpful and friendly. Would highly recommend and will likely stay again in the future. Thank you Maygan & family!

Cottage in Spaunton

What guests are saying

Spacious fisherman’s cottage Staithes - sleeps 6

4.81 out of 5 average rating, 99 reviews4 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.

Cottage in Staithes

What guests are saying

Horseshoe cottage, 1 bed, ground floor living

4.56 out of 5 average rating, 16 reviews7 months ago

Zoe is a terrific host and The Horseshoe is a perfect quiet getaway for two. Being single storey it is a boon for those with some limited mobility, unable to manage steps, but not for wheelchair users. It suited my wife fine. We stayed for eight nights and after an initial hiccup with the Internet (service provider at fault, dealt with swiftly an efficiently by Zoe) we settled in comfortably and enjoyed our stay very much. The nearby town of Pickering has many attractions and for essential shopping there is a Spar supermarket attached to a nearby service station. On a quirky note, while walking around Wrelton we spotted eggs for sale with an honesty box - very fresh, including two double yolkers. 😁. We didn't take advantage of the nearby pub but it seems popular and has a good menu. All in all, we thoroughly recommend Zoe's holiday lets.

Cottage in Wrelton

1 of 12 pages

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Guisborough cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Cottage in Skelton-in-Cleveland

A hot tub is situated under a shaded wooden structure, featuring soft blue lighting that reflects on the water's surface. Surrounded by stone walls, the space offers privacy and a tranquil ambiance, enhancing relaxation for guests.

4.95 out of 5 average rating, 139 reviews

Sundial Cottage, Stunning 3Bed Cottage with Hottub

Cottage in Redcar and Cleveland

An enclosed outdoor area features a hot tub beneath a wooden pergola. The bubbling water is surrounded by lush green artificial grass. The landscape beyond includes fencing with a view of the open countryside, while seating and a small storage unit are also visible.

5 out of 5 average rating, 34 reviews

The Byre @ Low Waupley Farm with HOT TUB

Cottage in Saltburn-by-the-Sea

The exterior of the cottage features traditional local sandstone and a red-tiled roof. Large glass doors provide ample light, while a neatly paved driveway leads to the entrance. Surrounding greenery and stone walls offer a rustic charm to the property.

5 out of 5 average rating, 14 reviews

Forge Cottage

5 out of 5 average rating, 13 reviews

A spacious hot tub is featured against a backdrop of modern stone walls. The bubbling water is illuminated by soft blue lighting, creating a calming ambiance in the area.

Cottage in Goathland

Cottage, Goathland.

Cottage in Rosedale Abbey

The exterior of the stone cottage is shown, featuring a traditional tiled roof and large windows. A gravel pathway leads to the main entrance, which is flanked by two wall-mounted lights. Greenery surrounds the cottage, contributing to a peaceful countryside setting.

4.9 out of 5 average rating, 88 reviews

Hootsman

A charming stone cottage is surrounded by a manicured lawn, featuring a small dining set for four on a paved area. Windows framed in dark wood provide natural light, while the structure is set against a backdrop of green trees and a clear sky.

Cottage in Alston

5 out of 5 average rating, 4 reviews

The Milking Parlour

Cottage in Ainderby Steeple

A private hot tub is surrounded by a natural wood fence, illuminated by warm string lights. The water is softly swirling, reflecting gentle blue tones. Two lanterns are placed nearby, alongside champagne glasses, adding a serene ambiance to the relaxing outdoor space.

4.98 out of 5 average rating, 63 reviews

Luxury Farm Cottage with Hot Tub in Yorkshire

A private hot tub is positioned on a wooden deck, surrounded by a spacious lawn area. Nearby, seating is provided on a covered patio, enhanced by a wooden pergola. Potted plants add a touch of greenery to the inviting outdoor space.

Cottage in Bishop Middleham

4.92 out of 5 average rating, 13 reviews

the dun cow

Show all

Pet-friendly cottage rentals

4.93 out of 5 average rating, 199 reviews

A comfortable armchair with a patterned cushion is positioned beside the stone fireplace. The multi-fuel stove is set within a white mantel, surrounded by natural textures and tones. A small lamp and decorative items add warmth to the inviting sitting area.

Cottage in Guisborough

Cosy 1-bedroom cottage with indoor log burner

Cottage in Saltburn-by-the-Sea

An exterior view of the Mary Martin Building showcases its classic brick façade and decorative architraves. A deep blue door serves as the focal point, flanked by hanging flower baskets. A wrought iron railing lines the pathway, while the sky above is bright and partly cloudy.

4.98 out of 5 average rating, 126 reviews

Saltburn l Treetops: Sea views, Dog friendly.

A serene waterway reflects colorful buildings along its banks, leading to a calm sea. Fishing boats are docked nearby, while the coastal cliff provides a scenic backdrop. The scene captures a tranquil moment in the village, showcasing its charming character.

4.88 out of 5 average rating, 191 reviews

Old Jack's - 17th Century cottage + stunning view

Cottage in Kirkbymoorside

A comfortable lounge area features a pink sofa, a red chair, and wooden flooring. A staircase with wooden banisters leads to the upper level. A dining table with white chairs sits in the background, complemented by a simple wall decoration and a standing lamp.

4.87 out of 5 average rating, 409 reviews

Fuchsia Cottage- a cosy getaway

4.83 out of 5 average rating, 233 reviews

The interior features exposed wooden beams, providing architectural interest. A spacious kitchen with a stone countertop is visible, accompanied by modern appliances. Light enters through the window, creating a bright living area, which contains a sofa and additional space for relaxation.

Cottage in Knayton

Three Tuns House Cottage is a delightful getaway

Cottage in Rosedale Abbey

The image depicts historic ruins atop a grassy hill, with arched stone structures prominently featured. A lone tower stands nearby, under a clear sky that hints at a serene atmosphere. Surrounding fields and a tree are visible in the foreground.

4.84 out of 5 average rating, 124 reviews

Florence Terrace

4.96 out of 5 average rating, 217 reviews

The stone cottage exterior showcases charming details, including a wooden door painted in soft blue. Flower pots filled with pink and white blooms adorn the entrance, enhancing the inviting appeal of the home. A small window is framed by additional greenery.

Cottage in Castleton

Cheerful & Quaint 18th Century cottage

4.97 out of 5 average rating, 209 reviews

A well-decorated bedroom features a comfortable bed with striped and patterned pillows. A bedside lamp sits on a red accent table beside the bed. An upholstered chair in the corner adds a cozy touch. A landscape artwork hangs above the door, enhancing the serene atmosphere.

Cottage in Runswick Bay

Seascape, an ideal seaside bolthole

Show all

Private cottage rentals

4.75 out of 5 average rating, 4 reviews

A wooden cabin-style structure is depicted, featuring a dark front door and two sets of large windows. The exterior is finished in a natural wood tone, surrounded by a neatly manicured green lawn. A partly cloudy sky provides a serene backdrop.

Cottage in Hartlepool

Abbey Hill cottages 1, lake, countryside views

A charming black door with diamond-patterned glass opens into the inviting entryway of the cottage. The entrance features white walls and a terracotta-colored step, complemented by a small welcome mat and green plants nearby.

4.88 out of 5 average rating, 73 reviews

Charming fisherman's cottage

Cottage in Saltburn-by-the-Sea

An outdoor seating area features a glass-topped table surrounded by four wicker chairs. A small pot of vibrant flowers is situated beside the table. The stone exterior of the cottage is visible, with a sign indicating 'Grinklebell Cottage' on the wall.

4.97 out of 5 average rating, 98 reviews

Wheelhouse,Grinklebell Cottage

Cottage in North Yorkshire

A serene view of the beach features gentle waves lapping against the sandy shore. Colorful buildings line the hillside, showcasing the charm of the fishing village. Sunbathers can be seen relaxing on the sand, while small boats are anchored in the clear water.

4.97 out of 5 average rating, 32 reviews

Ruby House – Victorian cottage in scenic village

4.68 out of 5 average rating, 19 reviews

An outdoor seating area is presented with a small round table and two chairs, inviting guests to enjoy the surroundings. Lush greenery and stone walls create a natural ambiance, with the cottage facade visible in the background under clear blue skies.

Cottage in Laskill

The Bridge Cottage: A lovely spacious one bed cottage with sofa bed

4.91 out of 5 average rating, 187 reviews

A charming stone cottage is shown from the outside, featuring a sloping roof and large arched windows on the ground floor. A gravel path leads to the entrance, with a staircase visible on the left side. Surrounding greenery and a tranquil landscape are present in the background.

Cottage in Whitby

The Granary, at Millinder House for up to 4

5 out of 5 average rating, 26 reviews

A charming cottage exterior is highlighted by natural stone walls and decorative flower pots. A small gravel area features a seated arrangement with a table and two chairs. Colorful plants and flowers add vibrancy to the inviting entrance, framed by large windows.

Cottage in Lastingham

Gorgeous cottage sleeps 4 idyllic moorland village