Vacation rentals in Upleatham

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Top-rated vacation rentals in Upleatham

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Guest favorite

Home in Redcar and Cleveland

4.78 out of 5 average rating, 194 reviews

Private one bedroom home in Saltburn

A unique and quirky property owned and lovingly restored by a family with a love of the local area and a passion for providing a home from home environment for their guests. Property features a lounge and kitchen dining room downstairs, a bedroom on the first floor and a bathroom and separate dressing room on the third floor. Décor is light and airy with Voyage Maison fabrics. Fantastic restaurants and bars within easy walking distance. Beach and train station a short stroll from your front door

Mar 24 – 31

G$20,395 GYD per night

Guest favorite

Cottage in Skelton-in-Cleveland

4.95 out of 5 average rating, 113 reviews

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.

Jan 15 – 22

G$71,203 GYD per night

Guest favorite

Condo in Redcar and Cleveland

4.88 out of 5 average rating, 125 reviews

Kellys Place Saltburn by the sea (Sleeps 4)

Kellys Place This beautifully refurbished two bedroom apartment in the magnificent Zetland building located in the fantastic Victorian seaside town of Saltburn by the sea. Breath taking sea views from all of the rooms. The double bedroom boasts a wake up view of the of the sea and if you are an early bird it also benefits from the most amazing sunrises which you can see rise over the horizon. Allocated with a numbered free parking space provided prior to your stay so hassle free.

Feb 5 – 12

G$29,201 GYD per night

Guest favorite

Cottage in Yearby

4.96 out of 5 average rating, 159 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.

Sep 13 – 20

G$18,312 GYD per night

Guest favorite

Cottage in Guisborough

4.9 out of 5 average rating, 177 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.

Mar 22 – 29

G$17,756 GYD per night

Guest favorite

Home in Redcar and Cleveland

4.91 out of 5 average rating, 126 reviews

Stoney Nook Cottage

Relax and unwind in this beautifully stylish space with wood burning fire. Located in central Guisborough, juts 2 minutes walk from the main town and shops, this stunning cottage has everything you need to relax. Beaches within a fifteen minute drive, stunning walks and North Yorkshires famous Roseberry Topping on the door step. The cottage boasts smart TVs throughout with super fast broadband and modern appliances. It hosts a master bedroom and bunk beds in the second bedroom

Jan 19 – 26

G$23,048 GYD per night

Guest favorite

Townhouse in Saltburn-by-the-Sea

4.88 out of 5 average rating, 173 reviews

A charming town house situated close to the sea.

Welcome to Stable Mews. This well equipped house is situated close to the town & sea front just off coral street. With great bars, restaurants & shops all within walking distance you will be close to all the amenities when you stay at this centrally located house, making Stable Mews a great choice for couples, family & friends and dogs. You will also enjoy full access to the whole house situated over 3 floors for the duration of your stay making it a perfect "home away from home".

Jan 10 – 17

G$38,358 GYD per night

Guest favorite

Cottage in Castleton

4.97 out of 5 average rating, 156 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

Jun 13 – 20

G$26,280 GYD per night

Guest favorite

Cottage in Skinningrove

4.98 out of 5 average rating, 133 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.

Feb 25 – Mar 4

G$29,464 GYD per night

Guest favorite

Place to stay in Whitby, North Yorkshire

4.97 out of 5 average rating, 106 reviews

The Stable in Kildale, Whitby, North York Moors

The Stable and it’s small adjoining outbuildings once provided shelter for various animals living at the Rectory. The buildings have been carefully restored to provide a stylish and contemporary living space. The accommodation comprises of a large lounge dinner room with high ceilings and a wood burning stove. Kitchen, WC/Shower facilities and a double bedroom with amazing views. Doors from the kitchen and lounge lead to two private outdoor seating areas.

Jun 8 – 15

G$23,596 GYD per night

Guest favorite

Cottage in Brotton

4.78 out of 5 average rating, 637 reviews

Listers Lodge

Pre 1800's cottage full of character located in a conservation area. Central to the highly recommended Saltburn, Staithes & Guisborough: steeped in history with fantastic beaches. Take National Trust walks over cliffs, woodlands, North Yorkshire Moors & Cleveland Way. Located on main bus routes and short walk from pubs, restaurants , parks & Golf Club. Dogs welcome at 25 pound charge earlier check in or later check out times possible on occasions/ request.

Oct 6 – 13

G$21,616 GYD per night

Guest favorite

Home in Redcar and Cleveland

4.84 out of 5 average rating, 132 reviews

Fisherman's cottage Skinningrove seaside home

This 100 year old terrace house is in the quiet little village of Skinningrove. An expansive beach is 2 minutes walk from the front door. The coast to coast walk comes through the village centre alongside a plethora of local trails through woods, valleys and across clifftops. Sandwiched between the tourist hotpots of Whitby, Helmsley and Saltburn, Skinningrove is a peaceful, quiet place and a perfect base for exploring the stunning Yorkshire coast.

Aug 18 – 25

G$19,355 GYD per night