Vacation rentals in Fylingdales

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Top-rated vacation rentals in Fylingdales

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Top guest favorite

A shepherd hut with a wooden exterior sits on a spacious deck. A small table and two chairs are positioned nearby. A light fixture hangs above the door. A dog stands on the deck, facing towards the hut.

Shepherd’s hut in Whitby

4.96 out of 5 average rating, 136 reviews

Shepherds Hut at Meadowbeck - Shepherds Watch

For anyone wishing to experience staying in a Shepherds Hut with all mod cons, this is a real treat. Romantic Retreat, Escape from it all, Mini adventure - what do you want it to be? Quiet location in the North York Moors with wonderful sea & countryside views. Amazing dark skies for star gazing. Lovely walks & plenty of wildlife to wonder at. Close to Robin Hoods Bay, Whitby, Sandsend & Scarborough. Outside: Private Toilet/Shower facility attached to the rear of the hut. Free Parking

Top guest favorite

A stone-built cottage features a rustic exterior with a traditional red-tiled roof. An inviting wooden door leads to the entrance, while large windows allow natural light to fill the interior. Two wooden wheels are positioned against the cottage, adding historical charm to the surrounding grassy area.

Cottage in Goathland

4.99 out of 5 average rating, 291 reviews

The Smithy at Cross Pipes, Goathland

The Smithy is a self contained stone built cottage situated on the edge of the beautiful North Yorkshire Moors. It was built in the 1800’s and was originally one of two blacksmiths serving the community of Goathland. The Smithy offers you a comfortable base to visit the local area. Spacious studio accommodation with a king sized bed in a recessed area, walk in shower and toilet, full kitchen facilities, wood burning stove, TV and Wi-Fi. There is an outside seating area and private parking.

Top guest favorite

A dining table set for two is positioned in front of large windows, offering expansive views of the bay and surrounding landscape. Natural light fills the room, highlighting the simplicity of the decor, which features white chairs and a wooden table.

Cottage in Fylingthorpe

4.95 out of 5 average rating, 130 reviews

The Hideaway, perfect for two!

This unique, pet free, character cottage has been designed to maximise the stunning views over the bay. The beautiful ground floor bedroom has doors leading to the sunny courtyard, off the bedroom is a en-suite. The 1st floor living area, is a lovely relaxing space with a well equipped kitchen. Parking for 1 car. EV charging available. 45p pkw Guests must be 25+ There are multiple floors levels and various steps inside, this property isn’t suitable for guests with mobility issues.

Guest favorite

The exterior of a charming white-painted cottage features blue-gray doors and a small table set with chairs against a cobblestone walkway. Lush greenery and blooming flowers enhance the inviting outdoor space. A vintage lantern is mounted near the entrance, adding to the cottage's pleasant character.

Cottage in Robin Hood's Bay

4.88 out of 5 average rating, 200 reviews

Cosy 2 Bed Seaside Cottage, Robin Hoods Bay Whitby

A cracking home from home, The Old Bakehouse Cottage in Sunny Place, Robin Hoods Bay, is a curl-up-with-a-book sort of place with the North Sea just round the corner crashing against the sea walls. But when the tide retreats the beach is a world of rock pools, fossil hunting and numerous coastal walks will await. Yorkshire Holiday Cottage 4 star accommodation" exceptional standard of cleanliness, décor and historic feel to the place”. Fast WIFI, Car Parking permit included. Beach 250 yards

Top guest favorite

The cabin features a curved wooden design with large windows that invite natural light. A spacious deck is visible, adorned with logs for aesthetic appeal. An adjacent fire pit area rests on a bed of wood chips, surrounded by trees in a serene woodland setting.

Hut in Goathland

4.98 out of 5 average rating, 200 reviews

Birch House Farm

Birch House Farm is located within 12 acres of woodland and pasture. Hollyhock cabin has been finished to a high specification to give comfort all year round. We provide bed linen, towels and a welcome basket containing home grown and local produce. Ensuite shower facilities, heating, TV and a kitchen area (hob, kettle and microwave). There is a double hammock and a BBQ fire pit area outside. Perfect for a quiet break in the countryside. Couples only. No children. No dogs allowed.

Guest favorite

The exterior of a charming stone cottage is presented, featuring a welcoming front door and a neatly arranged outdoor seating area. A circular table with four chairs sits on an artfully designed patio, complemented by potted flowers and lush green grass.

Cottage in High Hawsker

4.97 out of 5 average rating, 111 reviews

The Den, beautiful 2-bedroom Cottage

The Den is a beautifully decorated terraced cottage on a working farm, in the village of High Hawsker between Whitby and the beautiful Robin Hood's Bay. The quaint village of Hawsker is a perfect spot for people wishing to enjoy the natural beauty of the North York Moors, the stunning Yorkshire coastline and the Cinder Track which runs from Hawsker down to Robin Hood's Bay. Also perfect for exploring the bustling fishing town of Whitby which is just a couple of miles down the road.

Guest favorite

A rustic wooden carriage with a charming exterior sits amidst lush greenery. Windows are framed with simple curtains, and a small blue door provides access. A white bench is positioned on the porch, enclosed by a low wooden fence, and a field stretches peacefully beyond.

Train in Ravenscar

4.88 out of 5 average rating, 342 reviews

Kimberlina Carriage Ravenscar

The Kimberlina is a cosy, custom built, carriage located in Ravenscar, a beautiful coastal village situated on the Jurassic Coast National Park. The carriage is nestled in a field to the back of a working farm, surrounded by fantastic views and natural beauty, it is the perfect setting for a romantic getaway or relaxing evening following a days walk along the Cleveland Way. Children are welcome at the carriage and additional sleeping is available on the day bed in the living area.

Top guest favorite

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, 141 reviews

Storey Corner - Where memories are made

Set on the side of a picturesque valley in the small hamlet of Hartoft Storey Corner a (totally private) self contained wing of Storey House makes for a relaxing, quiet, luxury retreat away from the hustle and bustle. Exceptionally 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 favorite

The image shows the exterior of Bramley Cottage, a four-story building with a white facade and multiple windows. A red door is visible at the bottom, while the cobblestone path leads up to the cottage. Scaffolding is present on the left, indicating possible maintenance work.

Home in Robin Hood's Bay

4.92 out of 5 average rating, 420 reviews

Bramley Cottage - Robin Hoods Bay - in Lower Bay

The home of painter/ illustrator, Albert Wainwright in the 1930s, Bramley Cottage was built in the 1700's. Located in 'Old Bay' (Robin Hood's Bay). An unspoiled family cottage. * BRING TOWELS unless coming from abroad. Cottage is a short walk from New Road. ** PARKING in 2 lots @ top of hill. Payment by card/coin/Ringo. See 'Getting Around' section below this box. *** DIRECTIONS to Bramley in 'Info for Guests’. * Any repairs caused by water damage will be charged to guest.

Guest favorite

A cozy sitting room features a stone accent wall and a log burning stove, providing warmth. Two comfortable chairs are positioned around a small table set with a wine bottle and snacks. A television and soft lighting complete the inviting space.

Cottage in Robin Hood's Bay

4.9 out of 5 average rating, 226 reviews

Feathers Nest ~ Yorkshire Coast Barn Conversion

A beautifully presented and substantial barn conversion in a fine position with far reaching views over surrounding countryside and sea beyond. This one-bedroom cottage is set in an elevated position in Robin Hood’s Bay. It has been refurbished to an exceptionally high standard including oak wood floors, log burning stove and a fully fitted kitchen and bathroom. Sleeps 2. Available all year for short breaks or full weeks. One small dog allowed.

Guest favorite

A charming entrance to The Outhouse is framed by lush greenery and flowering plants. Soft lighting highlights the wooden door and windows, inviting a sense of warmth. The exterior walls are adorned with climbing foliage, adding a natural touch to the peaceful setting.

Tiny home in Robin Hood's Bay

4.85 out of 5 average rating, 103 reviews

The Bay Outhouse at the end of the Coast to Coast

In the heart of Robin Hood’s Bay, a hundred yards or so from the beach, yet quiet, peaceful and private. The Outhouse is a space for walkers, ramblers, adventurers and fossil seekers - a cosy cabin with two single beds (think of The Outhouse as indoor camping). There's a shower, basin & toilet, lighting, heating, wi-fi and power to charge your devices. There's a kettle, two mugs and fresh drinking water. We're sorry but we can't accommodate pets.

Guest favorite

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

4.95 out of 5 average rating, 316 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.