Cottage vacation rentals in Guisborough

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Top-rated cottage rentals in Guisborough

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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, 171 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 dining table is set with elegant glassware and white dishware, complemented by a textured runner. A bottle of champagne sits prominently, alongside a lit candle. Large windows provide a view of the garden, inviting natural light into the space.
Cottage in Stokesley
4.91 out of 5 average rating, 297 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
Cottage in Runswick Bay
4.97 out of 5 average rating, 114 reviews

Runswick Bay - Top Gallant - with great sea views

Top Gallant and is down in the Bay. The Bay is a small clutch of largely whitewashed cottages and is unique. We have a great south facing veranda with amazing views. The cottage faces south with views right across the bay. Bedding and towels provided. Free parking pass for the (“Homeowners car park). 3 nights minimum booking. No Pets. The property is not suitable for mobility problems due to steps. Check in 3pm. Check out 10.30am. 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
4.91 out of 5 average rating, 221 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.

Top guest favorite
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
4.9 out of 5 average rating, 172 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
Cottage in Commondale
4.94 out of 5 average rating, 138 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
Cottage in Great Ayton
4.99 out of 5 average rating, 101 reviews

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.

Superhost
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
4.88 out of 5 average rating, 283 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
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
4.97 out of 5 average rating, 264 reviews

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

Guest favorite
The exterior of the cottage features a welcoming entrance with a decorative awning. A small courtyard is highlighted by a table and chairs, ideal for outdoor dining. Sunlight streams down, illuminating the surrounding greenery and flower pots, creating a serene outdoor space.
Cottage in Marske-by-the-Sea
4.89 out of 5 average rating, 108 reviews

Cosy Seaside Cottage

Enjoy a memorable visit when you stay in this unique , stylish cosy cottage. Just 100 meters from the dog friendly sandy beach with breathtaking views . Walk to Saltburn to explore the many restaurants and bars or stay local with many coffee shops , bars , places to eat and shops to visit . When you are not exploring the local area , of walking many of the excellent trails you can sit and enjoy a glass or two on one of the two large comfy sofas in front of a real fire.

Top guest favorite
Cottage in Skinningrove
4.99 out of 5 average rating, 197 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.

Guest favorite
The exterior of a quaint stone cottage is showcased, featuring a warm terracotta roof and a dark front door. A pathway made of flagstones leads to the entrance, bordered by a small garden with greenery. Windows allow for natural light to fill the interior.
Cottage in Saltburn-by-the-Sea
4.92 out of 5 average rating, 336 reviews

One bedroomed holiday home on a dairy farm.

This self contained holiday cottage offers a chance to get closer to the workings of a family dairy farm. It is situated in the North York Moors National Park, midway between the moors and the coast and just a fifteen minute drive (or slightly longer bus ride) from Whitby. The accomodation is unusually spacious for a one bedroomed cottage, it is light, warm and very well insulated but don’t forget there is the potential for noise and smells from the farm!

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 G$18,797 GYD per night before taxes and fees

  • Verified guest reviews

    Over 620 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!