Cottage vacation rentals in Guisborough

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Top-rated cottage rentals in Guisborough

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Guest favorite
The elegant exterior of the property is highlighted against a clear blue sky. The building features arched windows and stone detailing, with a spacious terrace that offers a view of the surrounding lawn, adorned with low shrubs.
Cottage in Saltburn-by-the-Sea
4.91 out of 5 average rating, 190 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.

Top guest favorite
A scenic view captures a collection of stone cottages set against rolling green hills. The landscape features a footpath leading through tall grass, with the sea visible in the distance under a partly cloudy sky.
Cottage in Staithes
4.99 out of 5 average rating, 169 reviews

Boulby Grange Farmhouse Cottage.

Cosy quirky 1 bedroom holiday cottage with stunning views of the sea with own garden & log burner. NB .. the bedroom is in the eaves so limited head room & accessed by reasonably narrow staircase/shower room is downstairs (therefore not suitable to elderly or tall people due to the limited headroom / due to size of the bedroom it is only a double bed). Situated on the Cleveland Way this is a perfect spot for walking & within walking distance to the lovely harbour village of Staithes (25 mins)

Top guest favorite
A cozy sitting room is presented with a large mirror reflecting warm light from a chandelier. A television is positioned across from a log burner, surrounded by two armchairs and a comfortable sofa. Soft gray tones and decorative cushions contribute to the welcoming ambiance.
Cottage in Stokesley
4.9 out of 5 average rating, 288 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.

Top guest favorite
A spacious veranda is showcased with a long table, six black chairs, and a white spherical lamp. A bottle of wine and two glasses are placed invitingly on the table. The turquoise front door of the cottage is visible in the background, framed by stone walls.
Cottage in Runswick Bay
4.97 out of 5 average rating, 110 reviews

Runswick Bay - Top Gallant - with great sea views

Top Gallant and is down in the Bay. We have a great veranda with amazing views. WiFi and a Smart TV which includes Netflix and Prime Video. Bedding and towels provided. We provide a free parking pass for the (“Homeowners car park). 3 nights minimum booking. The booking includes a bottle of wine. No Pets. The property is not suitable for anyone with mobility problems due to steps and a spiral staircase. Check in 3pm. Check out 11.00 am. I charge no cleaning fee but please leave tidy.

Top guest favorite
A charming stone cottage is displayed, featuring a symmetrical facade with two prominent windows and a white door. Accents such as a front garden with flowers and a small fence create a welcoming entrance. The surroundings include lush greenery and nearby trees.
Cottage in Castleton
4.9 out of 5 average rating, 209 reviews

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.

Guest favorite
A well-lit bedroom showcases a king-sized bed adorned with patterned bedding. A blue sofa is positioned nearby, complemented by soft cushions. Exposed wooden beams add rustic charm to the vaulted ceiling, while a stone feature wall enhances the room's character.
Cottage in Lealholm
4.89 out of 5 average rating, 152 reviews

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.

Top guest favorite
An open dining area is filled with natural light from skylights and large windows. A table set for dining is surrounded by several light-colored chairs. A view of a private deck can be seen through the patio doors, accompanied by vibrant floral arrangements on the table.
Cottage in Commondale
4.94 out of 5 average rating, 132 reviews

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.

Top guest favorite
The exterior of Hillfoot Cottage is framed by lush greenery and trees, providing a sense of privacy. The white cottage features a welcoming front door and two windows, complemented by a well-maintained garden area with hedges and a wooden gate marking the entrance.
Cottage in Yearby
4.97 out of 5 average rating, 201 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.

Guest favorite
The exterior view of the cottage features a blend of brick and white-painted surfaces. Large windows provide ample natural light. A front door, highlighted with decorative features, is flanked by planters. The quiet street showcases marked paving and distinct yellow lines.
Cottage in Guisborough
4.89 out of 5 average rating, 264 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.

Top guest favorite
A scenic view of a cottage by the River Seven is presented, with a backdrop of lush greenery and blooming daffodils adorning the riverbank. The charming stone building features a red-tiled roof and multiple windows reflecting the serene countryside.
Cottage in Sinnington
4.98 out of 5 average rating, 128 reviews

Goose End Cottage, North Yorkshire

Take a break and unwind in a characterful cottage set in beautiful countryside. This 18th century grade-II listed property is right beside the River Seven, in the picturesque village of Sinnington, and the North York Moors National Park. The cottage is full of original character, whilst having all the amenities needed for a relaxing break. Many amazing walks can be enjoyed from right outside the door and the wonderful village pub and restaurant is only a few minutes walk away.

Top guest favorite
A cozy living room is presented, featuring a light gray sofa with decorative pillows. An exposed brick fireplace is situated beside the sofa, housing a small stove. Natural light enters through a window with adjustable shutters, highlighting the subtle tones of the area rug.
Cottage in Skinningrove
4.99 out of 5 average rating, 192 reviews

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.

Top guest favorite
A brick cottage with two stories showcases a well-maintained front garden. Two entrances are framed by small potted plants, with evenly spaced windows allowing natural light to enter. The surrounding greenery adds to the rural charm of the property.
Cottage in Northallerton
4.93 out of 5 average rating, 213 reviews

Church Cottage, West Rounton, North Yorkshire

Church Cottage is located in the small village of West Rounton, on the edge of the stunning North Yorkshire Moors. This makes it an ideal base for walkers, close to the Cleveland Way, and Mount Grace Priory. Short drives away are, York and Whitby. The quiet rural setting and fresh air, together with the cosy warmth of Church Cottage make it the perfect base for walkers, nature lovers, and for anyone looking to relax from a busy life.

Popular amenities for Guisborough cottage rentals

Quick stats about cottage rentals in Guisborough

  • Total vacation rentals

    Explore 10 vacation rentals in Guisborough

  • Nightly prices starting at

    Guisborough vacation rentals start at R1,568 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 570 verified reviews to help you choose

  • Wi-Fi availability

    10 of Guisborough vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Guisborough rentals

  • 4.9 Average rating

    Guisborough stays are highly rated by guests—averaging 4.9 out of 5!