Cottage vacation rentals in Guisborough

4.96 out of 5 average rating, 164 reviews

A winding path is visible leading towards a prominent hill topped with vegetation. Lush green fields extend on either side, framed by a wooden fence. The sky is clear, with a few wispy clouds, suggesting a pleasant day in the North York Moors.

Cottage in Great Ayton

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.

Cottage in Saltburn-by-the-Sea

A stone terrace overlooks the sea, featuring balustrades with decorative pillars. Lush greenery surrounds the area, while vibrant flowers are arranged in a terracotta pot. The coastline and cliffs are visible in the distance, highlighting the scenic landscape and tranquil waters.

4.9 out of 5 average rating, 178 reviews

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.

4.9 out of 5 average rating, 272 reviews

Cottage in Stokesley

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.

4.95 out of 5 average rating, 143 reviews

An outdoor area is featured, showcasing a hot tub under a wooden pergola. Ambient lighting enhances the space surrounded by stone walls and paved flooring. Low landscaping and a peaceful sky complete the scene, providing an inviting setting for relaxation.

Cottage in Kenton

Sundial Cottage, Stunning 3Bed Cottage with Hottub

Relax with the whole family or friends at Sundial cottage. Jump in the Hot tub, enjoy the open plan kitchen and lounge along with three spacious bedrooms. Fibre WiFi. Based in a small quiet village, we ask all our quests to respect our neighbours when outside and we do not accept stag/hens. Perfect for walks in the North Yorkshire moors, or staying in catching up with friends or family. Well behaved Pets are welcome at the cottage and there is private parking spaces for your convenience.

4.9 out of 5 average rating, 194 reviews

Cottage in Castleton

Romance or a rest at The Nest Castleton,Whitby!

Very special, cosy, really 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.

4.94 out of 5 average rating, 120 reviews

Colorful hanging baskets filled with vibrant flowers adorn the stone facade of the cottage, contrasting against its rustic exterior. A wooden ramp leads to the entrance, providing accessible access. The surrounding buildings maintain a traditional style, contributing to the quaint village atmosphere.

Cottage in Commondale

Winnow Cottage . in the Heart of the NY Moors

Winnow Cottage is set in the idyllic North York Moors National Park. Dating back to the 1800s, the cottage has an open plan living and dining area with a kitchen and two en-suite double bedrooms. Patio doors lead out to a private decked area with views of the moors. The cottage is dog-friendly, 2 dogs welcome and accessed via a 1/4 mile rough single bridle track. There are many walking and cycling routes from the cottage and it is well-situated for exploring beautiful North Yorkshire.

4.96 out of 5 average rating, 193 reviews

Cottage in Yearby

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.

4.89 out of 5 average rating, 251 reviews

A coastal view captures sandy beaches alongside tranquil waters, with cliffs rising in the background. A white building lines the shore, complemented by a winding road and scattered cars. The sky appears overcast, creating a muted color palette that enhances the natural landscape.

Cottage in Guisborough

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.

4.79 out of 5 average rating, 772 reviews

The exterior of a historic cottage is illuminated at night, showcasing a stone facade with two prominent windows. Warm light spills from the windows, contrasting against the dark surroundings and highlighting the architectural details. The inviting atmosphere is enhanced by subtle shadow play on the walls.

Cottage in Brotton

Listers Lodge

Pre 1800's cottage full of character. Central to the highly recommended Saltburn, Staithes & Guisborough: steeped in history with fantastic beaches. Take National Trust walks over cliffs, woodlands,Moors & Cleveland Way. Located on main bus routes and short walk from pubs, restaurants & parks. Dogs welcome at £25 charge Hot tub available on request with extra charges earlier/late check in or out times possible on occasions/request. Driveway parking also plenty off street parking

4.96 out of 5 average rating, 227 reviews

Cottage in Castleton

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

4.99 out of 5 average rating, 176 reviews

A broad view of the coastline showcases gentle waves lapping at a sandy beach. The beach is flanked by green vegetation and rocky outcrops, with a distant cliff visible in the background. Cloudy skies offer a soft light over the scene.

Cottage in Skinningrove

Griff Cottage, luxury holiday cottage Skinningrove

Griff Cottage is located in Skinningrove on the North Yorkshire coast, stay local and enjoy the two fantastic beaches or use the cottage as a base to explore the beautiful coastline and the North Yorkshire Moors. Just a few hundred yards from the Cleveland Way and short walk to the local pub serving food. The cottage has been fully refurbished and is maintained to a very high standard and every effort has made to ensure your stay with us is as perfect as possible.

4.99 out of 5 average rating, 503 reviews

Cottage in Danby

Farm Cottage with Stunning Views.

Nestled in the heart of the North Yorkshire Moors on our 100 acre Jacob Sheep Farm, close to the villages of Danby (3.9 miles) and (Castleton 3.7 miles) We are nothing like a hotel but instead offer quirky, comfortable, open plan, home from home accommodation in a tranquil setting. Arriving on foot, it is fully equipped with everything you might need. Close to Danby Castle wedding venue. We welcome all family pets and have plenty of fields for off lead exercise.

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Cottage rentals with a hot tub

An outdoor courtyard is presented with a hot tub, framed by greenery and stone walls. A wooden table holding a teapot and cups adds a cozy touch. Decorative elements like pinecones and flowers enhance the space, inviting relaxation in this private setting.

4.82 out of 5 average rating, 470 reviews

La Fenetre Holiday Cottage

4.95 out of 5 average rating, 214 reviews

An outdoor dining area features a round table set for two, complemented by intricate wrought-iron chairs. A hot tub and a fire pit are visible nearby, enhancing the space's relaxation options. The wooden structure in the background adds a rustic charm.

Cottage in Middlestone

Laburnum Cottage, Middlestone.

Cottage in Redcar and Cleveland

An open-plan living area is featured, displaying exposed wooden beams overhead. A solid oak dining table with four chairs sits adjacent to two comfortable sofas. Natural light fills the space through large windows, highlighting a casual coffee table and a well-equipped kitchen in the background.

5 out of 5 average rating, 43 reviews

The Byre @ Low Waupley Farm with HOT TUB

4.91 out of 5 average rating, 162 reviews

An outdoor space features a relaxing hot tub with bubbling water, surrounded by stone pavers. Nearby, a dining area is set with metal chairs and a table, complemented by a pebble pathway leading to a lush garden area with trees and greenery.

Cottage in Newbridge

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

Cottage in Newton-on-Rawcliffe

A stone cottage with a red-tiled roof is visible behind a dry-stone wall. Brightly colored flowers and greenery surround a playful pig statue in the foreground. The sunny sky provides a clear view of the welcoming farmhouse and its charming surroundings.

4.98 out of 5 average rating, 167 reviews

Charming farm based cottage with hot tub/sauna

4.9 out of 5 average rating, 221 reviews

The front view of a charming stone cottage features a well-maintained grassy area and parking space. Clear blue skies are visible above, highlighting the rustic architecture. The property name, 'Rambling Rose,' is displayed on gently weathered signage near the parking area.

Cottage in Loftus

Rambling Rose Cottage, near Staithes

Cottage in Rosedale Abbey

An outdoor dining area is presented under a wooden structure. A large table is set with blue plates, glasses, and a coffee pot. A vase of fresh roses adds color, while a cozy chimenea stands nearby. Lush greenery and distant fields create a serene backdrop.

4.87 out of 5 average rating, 123 reviews

Orchard House Rosedale Abbey

Cottage in Ainderby Steeple

A comfortable bedroom features a king-sized bed with a decorative patterned headboard. Soft pillows and a green throw blanket are arranged neatly on the bed. Two bedside lamps provide gentle lighting, and a large window offers views of the countryside beyond.

4.98 out of 5 average rating, 64 reviews

Luxury Farm Cottage with Hot Tub in Yorkshire

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Pet-friendly cottage rentals

The cottage is constructed of traditional stone, showcasing a quaint exterior with a pitched roof and chimney. Two large windows with flower boxes frame the entrance, which features a light-colored door. The surroundings include a peaceful street lined with other characterful buildings.

4.92 out of 5 average rating, 302 reviews

Cosy character cottage in heart of Pickering

4.89 out of 5 average rating, 325 reviews

A stone bench is positioned on a grassy hillside, offering a panoramic view of rolling green valleys and distant hills under a partly cloudy sky. The landscape features patches of heather and a serene atmosphere, inviting moments of quiet reflection.

Cottage in Glaisdale

NY Moors' peaceful retreat - Great Fryup, Lealholm

4.95 out of 5 average rating, 120 reviews

A spacious living area features exposed stone walls and wooden beams, highlighting a warm ambiance. Comfortable sofas invite relaxation, while a smart TV is positioned near a cozy log burner. Natural light streams in through the windows, enhancing the inviting atmosphere.

Cottage in Masham

Stylish and comfortable converted stable in Masham

4.81 out of 5 average rating, 106 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

Cottage in Kirkbymoorside

A modern living room features comfortable sofas and a plaid armchair. Natural light fills the space, highlighting the original fireplace and the stunning beamed ceiling. Two wooden doors are visible, leading to additional areas of the cottage.

4.81 out of 5 average rating, 105 reviews

Charming 2 Bed Cottage with 1.5 Bathrooms

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.

4.85 out of 5 average rating, 130 reviews

Florence Terrace

4.97 out of 5 average rating, 211 reviews

A cozy lounge area is presented with a leather sofa and armchair, accompanied by decorative pillows featuring lobster motifs. A light-colored cabinet exhibits glassware and decorative items against a backdrop of exposed brick walls, while a wood-burning stove adds comfort.

Cottage in Runswick Bay

Seascape, an ideal seaside bolthole

A circular window frames the wrought iron bed situated in the eaves of the cottage. The beamed ceiling adds character, while floral curtains enhance the cozy atmosphere. Soft bedding is neatly arranged, contributing to the inviting design of the unique bedroom.

4.81 out of 5 average rating, 262 reviews

Cottage Old dispensary room at Sanders Yard

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Private cottage rentals

4.97 out of 5 average rating, 58 reviews

Cottage in Fangdale Beck

Rose Cottage, Fangdale Beck

5 out of 5 average rating, 47 reviews

An open plan living area showcases high, exposed wooden beams and large windows that invite natural light. A comfortable sofa is positioned in front of a modern wood-burning stove. The dining space features a large table surrounded by chairs, with a scenic view visible through the glass doors.

Cottage in Hutton Rudby

Modern Converted Barn w/ Idyllic Views of N. Yorks

A large window frames a view of a sandy beach, where a few people can be seen walking along the shore. The calm water reflects the blue sky, while nearby buildings line the harbor, contributing to the coastal scenery.

4.97 out of 5 average rating, 236 reviews

Dryden Cottage, Whitby Harbour - Beach side

Cottage in Stockton-on-Tees

The master suite showcases a spacious bed with neutral bedding, complemented by a freestanding black bathtub near the window. Natural light filters through the window, highlighting exposed wooden beams and rustic wooden flooring. A sleek television is mounted on the wall, enhancing the modern charm.

4.98 out of 5 average rating, 59 reviews

Riverside Mews - Yarm High Street

4.99 out of 5 average rating, 111 reviews

A well-maintained green lawn extends in front of a charming brick manor house. The property is framed by trees and a wooden fence, offering an inviting view. Power lines can be seen along the path leading to the house, enhancing the rural atmosphere.

Cottage in Thirsk

Manor House Cottage self catering rural location

4.95 out of 5 average rating, 66 reviews

Cottage in Yarm

Bridge Cottage

The rustic exterior of the Cow House features traditional stone walls and wooden beams. A welcoming door with multiple panes is complemented by a window that allows soft lighting to fill the entrance area. The cottage's name is displayed on a tasteful sign above the door.

4.94 out of 5 average rating, 200 reviews

The Cow House, in the heart of old town Whitby.