Vacation rentals with a patio in Helmsley

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Top-rated patio rentals in Helmsley

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Guest favorite
A spacious outdoor deck is surrounded by greenery, featuring two Adirondack chairs and a round fire pit with a gentle flame. Potted plants add a touch of nature, while soft lighting illuminates the area, creating a cozy atmosphere for evening relaxation.
Treehouse in Richmond
5 out of 5 average rating, 109 reviews

The Pines Treehouse @ Treetops Hideouts

The Pines Treehouse is nestled underneath a huge oak tree sitting high above the running water of Sand Beck. Nature cocoons you and you can reach out and touch the trees, see wildlife all around you amongst the pines. With breathtaking views through the tress and across the valley you are completely private having no other accommodation on the site making this a truly unique and special experience. A great effort has gone into creating this space to allow you to simply relax and reset in nature.

Top guest favorite
A spacious living area is presented with a blend of rustic and modern decor. A wood-burning stove is situated next to a large window, illuminating a comfortable sofa and dining table. A vibrant area rug adds color, while large light fixtures create an inviting ambiance.
Barn in North Yorkshire
5 out of 5 average rating, 196 reviews

Blacksmith’s Barn - Cosy, Chilled & Dog Friendly.

Our beautifully converted barn is ideally located in the picturesque village of Ruston. Set within a stunning Grade II listed farmstead, just 50 metres from the edge of the North York Moors National Park & with easy access of coastal walks, beaches & market towns including Whitby, Pickering, Filey, Cayton & Malton. Stylishly & comfortably furnished, the ground floor is roomy & open plan with a wood burner & under floor heating. The mezzanine bedroom has a super comfortable King size bed & bath.

Top guest favorite
The entrance to the barn features a charming wooden gate adorned with climbing plants, including wisteria and a yellow flowering vine. The pathway is lined with gravel, leading to the stone facade of the barn under a traditional red-tiled roof.
Cottage in North Yorkshire
4.99 out of 5 average rating, 156 reviews

Charlie’s barn. A stunning barn conversion

Unwind in our stunning 18th century, 1 bed barn conversion with beamed ceilings and open plan living space. Outside there is a south facing secure court yard with your own private access. Situated in a tranquil village within an area of outstanding natural beauty. The village boasts a fine dining pub with other local pubs within a short distance or even visit Malton the food capital. A perfect base for biking , walking or visiting Castle Howard, the North Yorkshire moors , East coast or York.

Top guest favorite
A woodfired hot tub is set in a private outdoor area, surrounded by warm lighting and a rustic wooden structure. The evening sky deepens to twilight, enhancing the tranquil ambiance. Logs are neatly arranged nearby, providing easy access for fueling the hot tub.
Farm stay in Pockley
4.98 out of 5 average rating, 190 reviews

Couple's Bothy near Helmsley in the National Park

Unwind at this unique and tranquil getaway. Our converted barn offers a cosy, self-catering retreat for two with a woodfired hot tub, on our remote, but accessible farm in the North York Moors National Park. The Bothy is a self-contained, open space providing king sized bed, ensuite, kitchen, sitting area, outside terrace sun trap & free WiFi. The Bothy has been completed to an exceptionally high standard combining beautiful detailing and practicality. A great location for walking & cycling.

Top guest favorite
Three modern bed sheds are presented, featuring sleek lines and triangular roofs. Soft lighting highlights the wooden exteriors, creating a warm ambiance. A wooden fence offers privacy while trees stand in the background, contributing to the serene countryside setting as dusk approaches.
Place to stay in York
4.97 out of 5 average rating, 116 reviews

The Helmsley -en-suite, king bed, great views

The bedsheds are modern in design, offering little luxuries throughout. We have thought of your every need for a great escape for two!. If you’re looking for somewhere to spend time, relaxing with lovely views or to explore the amazing attractions in North Yorkshire, we’re in a great location to do both. With heating and log burners we are able to offer cosy breaks all year round. A great space for romantic Escape, friends get away or work! We can’t accommodate Children/ infants Dogs/pets

Top guest favorite
The living kitchen area features exposed beams and floral wallpaper. A cozy seating arrangement is complemented by a plush rug and a vintage cast iron stove. Kitchen amenities are visible, including a stove, oven, and storage. Warm light fixtures illuminate the space.
Guest suite in Rosedale Abbey
4.99 out of 5 average rating, 243 reviews

Cosy rural cottage in National Park

Come and stay in the beautiful village of Rosedale Abbey in the spectacular North Yorkshire Moors National Park. Moo’s is our converted stone cottage with a lovely living kitchen with cast iron stove and a vintage country feel. A handmade turned staircase leads up to the en-suite bedroom with metal bed stead and roll top bath. Adjacent there is a spacious covered patio area with seating, dining and storage, which looks across to an outdoor patio with fruit trees seating and parking space.

Top guest favorite
A cozy workspace is depicted with a round wooden table and a comfortable chair. Shelves filled with books and decorative items line the walls. A small bouquet of flowers adds a touch of nature, while a warm-colored blanket drapes over another chair.
Tiny home in Heworth
4.97 out of 5 average rating, 256 reviews

York Poetree House, tiny treehouse home for one

Reconnect and wake up into nature at this unforgettable escape. Secluded treehouse with everything you need to soothe and inspire. Self cater, arrange meals provided by your host (a professional chef), or try one of the many eateries in town. Shops nearby. Your own private bathroom is situated a few yards away in the main house. You also can enjoy our beautiful garden, lily pond and friendly cat, Nina. Your hosts are always on hand to ensure a comfortable and nourishing experience.

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, 132 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
The living area features a cozy sofa covered with a soft grey throw, complemented by patterned cushions. A wooden dining table is visible nearby. Stone walls and exposed wooden beams create a charming, rustic feel, while a wood-burning stove adds warmth to the space.
Barn in North Yorkshire
4.92 out of 5 average rating, 291 reviews

Delightful Barn with log burner near Pickering

A tranquil, 19th century converted barn with private garden and outdoor fire overlooking the local countryside. A short drive from Pickering and close to the Moors, Whitby and York, the barn is great for a relaxing break. Inside, you will find a renovated living area, with a wood burning stove, Smart TV and fully fitted kitchen complete with oven, fridge washing machine and dish washer, the barn offers everything you will need for a relaxing getaway in Yorkshire.

Top guest favorite
An open plan lounge showcases a wooden dining table set for four, with elegant dishware and a vase of flowers. An armchair is positioned beside a bookshelf and a log burner, while warm light fills the space from a nearby floor lamp.
Cottage in Westow
4.99 out of 5 average rating, 124 reviews

Cottage in the heart of Ryedale, North Yorkshire

Tarrs Yard is a beautifully restored early 18th century cottage, nestled in the valley between York and Malton. Ideal for walkers and nature lovers, the cottage is just a short drive from Castle Howard and close to the North Yorkshire Moors, Dalby Forest and the Yorkshire Coast. In a picturesque setting surrounded by uninterrupted views of the Howardian Hills and the Yorkshire Wolds, the cottage is perfectly positioned to enjoy the best of the great outdoors.

Top guest favorite
A charming stone barn features a warm terracotta roof and large windows allowing natural light to enter. The outdoor space includes a small metal table with two chairs, set on the green lawn, ideal for enjoying a pleasant morning or afternoon.
Home in Hovingham
4.92 out of 5 average rating, 221 reviews

The Shed, Hovingham, York

An exquisite quaint barn conversion tucked away in the breathtaking Howardian Hills Area of Outstanding Natural Beauty. Take a look at this exquisite bijou barn conversion tucked away in the Howardian Hills - an Area of Outstanding Natural Beauty. Located 17 miles north of York, this romantic cottage ticks every box in terms of interiors, location and charm. It's the perfect choice for couples looking to escape to the country in style. Dogs are welcome.

Top guest favorite
Barn in North Yorkshire
5 out of 5 average rating, 110 reviews

Cosy and luxurious stable conversion

A light, modern and spacious stable conversion set in the traditional picturesque village of Thornton Le Moor, and perfectly located to explore the idyllic North Yorkshire Moors and Yorkshire Dales. Recently renovated and backing onto unspoilt rural views, the stables are accessed by a private drive and offer exceptional privacy. Contemporary modern comforts set in charming countryside provide the perfect setting for a peaceful and relaxing break.

Popular amenities for Helmsley patio rentals

Quick stats about vacation rentals with a patio in Helmsley

  • Total vacation rentals

    Explore 10 vacation rentals in Helmsley

  • Nightly prices starting at

    Helmsley vacation rentals start at ﺩ.ﺇ477 per night before taxes and fees

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  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    10 of Helmsley vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Helmsley rentals

  • 4.8 Average rating

    Helmsley stays are highly rated by guests—averaging 4.8 out of 5!