Holiday houses in Upleatham

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Top-rated holiday rentals in Upleatham

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Guest favourite
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, 214 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.

Superhost
The exterior of Sundial Cottage is presented at dusk, showcasing a charming two-story structure with a welcoming front porch and multiple windows. A spacious brick pathway leads to the entrance, while the surrounding areas feature subtle landscaping and outdoor lighting, enhancing the cozy appearance.
Cottage in Skelton-in-Cleveland
4.94 out of 5 average rating, 163 reviews

Sundial Cottage, Stunning 3Bed Cottage with Hottub

New Prices Enforced by Airbnb include 15.5% fee to Airbnb. Relax with the whole family or friends at Sundial cottage. Covered Hottub, enjoy the open-plan kitchen, lounge along with three spacious bedrooms. Fibre WiFi. Based in a 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 catching up with friends or family. Well behaved Pets are welcome at the cottage and there is 2 parking spaces

Guest favourite
Home in Nunthorpe
4.92 out of 5 average rating, 105 reviews

Contemporary eco home with a twist!

This stunning 2 bedroom eco home is finished to a very high standard throughout with many custom features and bespoke finishes. This home is truly a home for the future and is exceptionally eco-friendly with an air source heat pump (ASHP) providing underfloor heating throughout and a Mechanical Ventilation Heat Recovery (MVHR) system with built in pollen filters for extra warmth in the winter and a cool breeze in the summer. This unique property also benefits from a relaxing 4x6m mezzanine.

Top Guest favourite
A terrace features a round table set for two, accompanied by stylish woven chairs. A view of the lush green valley and surrounding trees creates a serene backdrop, while a small barbecue grill stands nearby on the stone surface.
Farm stay in Hartoft
5 out of 5 average rating, 146 reviews

Storey Corner - Where memories are made

Set on the side of a picturesque valley in the small hamlet of Hartoft Storey Corner is a private self contained wing of Storey House that makes for a relaxing, quiet, luxury retreat away from the hustle and bustle. Private Hot tub (new for 2026) Quiet location situated in the North York Moors national Park. An area of outstanding beauty and in the International Dark Skies area. Great for star gazing Perfect for couples Pickering, Whitby, Helmsley York and the coast are all within easy reach

Guest favourite
A living room features a large blue sofa and a cream armchair positioned near expansive windows. A modern television is mounted on a wooden unit, while a decorative fireplace adds a focal point. Light blue walls complement a plush area rug with geometric patterns.
Home in Marske-by-the-Sea
4.93 out of 5 average rating, 100 reviews

Sunny 3 bed house, near beach.

A perfect retreat. Set in a quiet location within short walk of the beach. A great base to tour local sights including Staithes, Whitby and the North York Moors. A spacious 3 bed, stylish, mid-century property, suiting families and those requiring accessible facilities. Step free access to downstairs bedroom and bathroom. Marske village is on the doorstep, with shops, cafes and pubs. Nearby to Saltburn and Redcar. Great local walks , featured on TV's ‘Coast’. Full kitchen and outdoor space.

Top Guest favourite
A gravel pathway leads gently through a lush green lawn towards 'The Highlander' pod, framed by trees and bushes. Soft lighting fixtures line the pathway, guiding guests to the entrance of the cabin, nestled in a serene natural setting.
Cabin in Ugthorpe
4.97 out of 5 average rating, 192 reviews

The Highlander

Welcome to Lawns Farm Luxurious Glamping accommodation in an idyllic location. Here at Lawns Farm Glamping, ‘The Highlander’ is a perfect romantic retreat for couples, or a fun family getaway. Sandsend Beach is only four miles away and Runswick Bay three which offer some great local dining treats. Whitby is the local town approx a fifteen minutes drive. With ‘The Highlander’ offering a luxurious hot tub it’s the perfect stay! (Bookings are available without the hot tub, please get in touch).

Guest favourite
A living area features a comfortable brown leather sofa facing a wall-mounted flat-screen TV. A rustic wooden coffee table is positioned centrally, alongside a decorative stack of logs in a metal holder. A vintage-style mirror enhances the space above the fireplace.
Home in Brotton
4.94 out of 5 average rating, 112 reviews

Stone Row Cottage with logburner. Brotton

Stone Row Cottage is a recently refurbished property situated in the picturesque village of Brotton. This a family and pet friendly home and is located within 2 miles of the seaside town of Saltburn, and a 4 mile drive to the North Yorkshire Moors. This unique and cozy cottage is ideally located and central to both local amenities and places of interest. You will be a short drive away from the best beaches, moors and woodlands the North East has to offer. On street parking is available.

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, 286 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.

Guest favourite
The exterior of a charming cottage is visible, featuring natural stone walls and a blue front door. Bay windows are present, complemented by shutters. A flower pot hangs by the door, adding a touch of greenery. Adjacent properties are visible, showcasing a cozy neighborhood ambiance.
Home in Guisborough
4.86 out of 5 average rating, 319 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

Top Guest favourite
Barn in Moorsholm
4.97 out of 5 average rating, 106 reviews

Hillock's Farm Cottage, luxury

Welcome to our outstanding luxury holiday cottage nestled in the charming village of Moorsholm, Cleveland. This outstanding barn conversion offers a serene escape for couples seeking tranquility and comfort. As you step into this exquisite retreat, you're greeted by the spaciousness of the open plan layout, featuring a magnificent fully equipped kitchen, dining area, and beautiful living room with large fire place. The expansive design creates a sense of freedom and relaxation.

Top Guest favourite
The exterior of the Annex features a stone facade with a rustic tiled roof. A light-colored door is placed centrally, flanked by small windows. Lush green plants and flowers are positioned at the entrance, enhancing the welcoming appearance amidst a garden setting.
Tiny home in Urra
4.98 out of 5 average rating, 207 reviews

Maltkiln House Annexe North Yorkshire moors

Maltkiln House Annex is the perfect getaway for two people who love to be in the countryside. You can enjoy uninterrupted views sitting at the bottom of the garden which is your own space. The Annex dates back to the 16th century and is full of charm. You can walk from our Annex straight up onto the Cleveland way where you can walk or bike for miles. Our Annex is a popular stop off for people walking the coast to coast. We are also very close to some great pubs and restaurants.

Guest favourite
A modern dining area features a stylish white table surrounded by six chairs, with a decorative bowl placed at the center. Natural light enters through a large window, illuminated by a contemporary light fixture. A glimpse of a kitchen area and a small workspace is visible.
Townhouse in Guisborough
4.9 out of 5 average rating, 149 reviews

The Beehive, modern two-bed, close to town centre

A cheerful and relaxing terrace, located a stones throw from Guisborough town centre and within close and easy access to both the North Yorkshire Moors and the Yorkshire coast. The town itself has array of shops, pubs and restaurants for you to enjoy and explore. Newly renovated to a high standard with modern fixtures, The Beehive is equipped with everything you need to have an enjoyable and cozy stay in North Yorkshire. The house is decorated for Christmas period.

Popular amenities for Upleatham holiday rentals