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Holiday houses in Rosedale

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Top-rated holiday rentals in Rosedale

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
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
4.99 out of 5 average rating, 151 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.

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Top Guest favourite
The exterior of a hand-renovated railway carriage is displayed, accompanied by a private garden area featuring a fire pit, seating, and a unique egg chair. Green grass surrounds the structure, with a clear sky overhead and soft cloud formations visible in the background.
Shepherd’s hut in Norton-le-Clay
5 out of 5 average rating, 117 reviews

Railway Carriage Hideaway

A beautiful hand-renovated 1960s railway carriage, nestled in a quiet rural farm in Norton le Clay, North Yorkshire. Featuring bespoke detail throughout, our unique hideaway features a luxurious double bed with TV, a fully equipped kitchen, bathroom with shower, and a cosy log burner. Outside, enjoy the fenced private space with a fire pit/BBQ, games and seating overlooking the iconic White Horse. Tucked behind a wildflower bank with its own track and parking, this is a peaceful spot to unwind.

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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, 156 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

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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
4.98 out of 5 average rating, 274 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).

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Guest favourite
The stone façade of a charming two-story cottage is highlighted by arched windows and a front door with decorative detailing. Lush greenery surrounds the entrance, while the clear blue sky adds to the inviting atmosphere of this village home.
Home in North Yorkshire
4.9 out of 5 average rating, 30 reviews

North York Moors stylish character home

Climbers Cottage is a comfortable and spacious two-bedroom house in the spectacular North York Moors National Park. The house is located centrally on the village green, with lovely countryside views and the local store, cafes and pubs within 5 minutes walk. It has a fabulous entertaining space with a large open plan kitchen diner, woodburning stove and comfy seating. Bi-folding doors open onto the cottage garden and raised decking. There is also a separate cosy lounge with sofa bed.

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Top Guest favourite
A quaint exterior features a rustic stone building with a red-tiled roof and a wooden door. A window is visible beside the entrance. A wood-fired hot tub is situated nearby, surrounded by seating arranged on gravel, creating a peaceful outdoor space.
Barn in North Yorkshire
4.92 out of 5 average rating, 132 reviews

The Hayloft, Low Bell End Farm

The Hayloft is a cosy hideaway designed for couples, a small renovated stable, tucked away in a quiet corner of our small family run farm Enjoy the picturesque surrounding scenery of Rosedale and the North York Moors, or tuck away in your private wood fired hot tub to relax Please note that the staircase up to the Hayloft bedroom is a steep stepladder type access, so may not suit you, please see photo *Please be aware this is a small working farm and there may be farm noises at tim

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Top Guest favourite
Place to stay in Urra
4.98 out of 5 average rating, 274 reviews

Maltkiln House Annexe North Yorkshire moors

Maltkiln House Annexe 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 Annexe dates back to the 16th century and is full of charm. You can walk from our Annexe straight up onto the Cleveland way where you can walk or bike for miles. Our Annexe is a popular stop off for people walking the coast to coast. We are also very close to some great pubs and restaurants.

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Top Guest favourite
A wooden balcony extends from the cabin, surrounded by lush greenery and tall oak trees. Sunlight filters through the leaves, creating a serene and natural ambiance. The dense forest provides a sense of seclusion, enhancing the retreat's peaceful atmosphere among the treetops.
Hut in North Yorkshire
4.98 out of 5 average rating, 369 reviews

Crumbleclive Cabin

Crumbleclive is a beautifully restored 100 year old cabin set within the dramatic backdrop of Crunkly Ghyll. It was originally the ‘Gun Room’ for the local estate in the 1890s! The Cabin has a balcony overlooking the gorge with the River Esk rapids visible at the bottom. Surrounded by Oak trees you will feel amongst the treetops as birds gather on the branches around you and fly through the gorge below. It is perfect for couples wanting a romantic getaway to recharge the batteries!

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Guest favourite
A large floor-to-ceiling window offers expansive views of the countryside and sunlight filtering through trees. A warm wooden bench is adorned with a welcoming sign and small plants. A cozy coffee table with decorative items can be seen in front, enhancing the inviting space.
Barn in Aislaby, Pickering
4.94 out of 5 average rating, 378 reviews

Stunning views, 4 acres, dog friendly, Yorkshire

Owl House is an Elizabethan barn conversion. It sits on the edge of the North York Moors National Park and features a glazed wall offering far reaching countryside views across the vale of Pickering with the Howardian Hills visible in the distance. Former farm set in 4 acres of peaceful gardens, paddock and woodland. Dog friendly. Open plan sitting room/kitchen, bathroom w shower,mezzanine bedroom, pizza oven on site, parking, walkable pub.

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Top Guest favourite
An outdoor scene displays a sparkling water bottle and two clear glasses resting on the edge of a hot tub. The rustic stone cottage is visible in the background, featuring a red-tiled roof, wooden shutters, and a spacious terrace. Lush greenery surrounds the area.
Home in Thorgill
5 out of 5 average rating, 66 reviews

The Dovecote in Rosedale, NY

The recently converted Dovecote offers contemporary, high quality accommodation and easy access to the beautiful North Yorkshire Moors, stunning sandy beaches and the plentiful forests in the area. The cottage is located on a small working farm, accessed via a long farm track which is fine for normal family cars, and enjoys stunning views across the dale. A perfect base for both active holidays and also peace and relaxation!

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Top Guest favourite
Shepherd’s hut in North Yorkshire
4.96 out of 5 average rating, 119 reviews

Luxury Shepherd’s Hut with Hot Tub & Valley Views!

When the hot tub begins to steam and the sky turns pink over the valley, the world feels miles away. Tucked into the Scarborough countryside with distant sea views, this luxury Scandinavian-style shepherd’s hut is made for slow mornings, outdoor cooking and cosy movie nights under the projector. End your evening by the fire pit, toasting marshmallows beneath the stars - a romantic escape designed for switching off together.

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Top Guest favourite
The stone exterior of the cottage features a welcoming wooden door painted in soft green, adorned with a circular wreath. Above, a sign with the cottage's name hangs. Flower baskets with vibrant blooms enhance the entrance, complementing the rustic charm of the façade.
Cottage in Wrelton
4.98 out of 5 average rating, 437 reviews

Old Forge in Wrelton, North Yorkshire.

This cottage, in the village of Wrelton near Pickering, was a 19th century blacksmith's forge and has now been renovated into a delightful living space complete with fully-equipped kitchen, large living room area, bathroom with walk-in shower and a cosy bedroom located on a mezzanine floor which is reached via a spiral staircase. The Old Forge offers a great location for a relaxing stay in beautiful North Yorkshire.

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Popular amenities for Rosedale holiday rentals