Vacation rentals in Fylingdales

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Top-rated vacation rentals in Fylingdales

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Top guest favorite

Fields and rolling hills stretch into the distance under a clear sky, with scattered clouds casting soft shadows on the landscape. A wooden gate opens into the lush, green path leading towards open meadows, inviting exploration in the tranquil countryside.

Cottage in North York Moors National Park

4.99 out of 5 average rating, 565 reviews

Dog Field - Sea & Forest Views -Dogs Stay for Free

Relax from the moment you arrive at 'Woodpeckers Cottage-Silpho' with homemade Lemon Cake & a cup of Yorkshire Tea. Watch the sunrise over the sea and enjoy time with your dog in the fully fenced field, for exclusive use during your stay. Take footpaths through field & forest to valleys with streams & hilltops with views. Take the short drive to dog friendly beaches with salty air. Before bed watch the moon & stars in this Dark Sky Reserve. If your dog could choose, we think they'd stay here :)

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, 133 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, 287 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.

Guest favorite

A cozy living area is furnished with a plush sofa adorned with a decorative cushion. A small dining table with two chairs is positioned nearby. The kitchen area features grey cabinetry and modern appliances, enhanced by warm lighting for a welcoming ambiance.

Cottage in Harwood Dale

4.89 out of 5 average rating, 161 reviews

Harwood Cottage, A Cosy 1 Bed Cottage

Harwood Cottage is a very cosy self-catering holiday cottage in the heart of the North Yorkshire Moors National Park set in 150 acres of a private estate. It is central to all the local costal towns like Whitby and Scarborough. It is perfect for couples as it is very private and secluded location yet just a 10-15 minute drive to the local towns. The Cottage has all the facilities you need to have a comfortable stay. Including a fully equipped kitchen, Free Wi-fi, Washer/Dryer and a Smart TV.

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

4.94 out of 5 average rating, 127 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.

Top 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

An aerial view captures the rustic cabin surrounded by expansive green fields, with rolling hills visible in the background. The property features a red-tiled roof and a spacious gravel area for parking. Fencing encloses the garden, offering a sense of privacy and openness.

Farm stay in Broxa

4.99 out of 5 average rating, 158 reviews

The View Broxa - Luxury Lodge - Yorkshire Coast

Views of the Derwent Valley, Moors, Forestry and Yorkshire Coast beyond. Rural farm stay. Utimate retreat with hot tub, private lit parking, EV charger, large secure garden, patio, seating, loungers & bbq. Continental breakfast inc. on your first night. Dog friendly. Luxury beds, linen, towels and robes inc. Two bathrooms with showers, including a freestanding bath! Log burner, WiFi, Smart TVs, Nespresso coffee machine, Nutri-bullet, Popcorn Maker, Roberts radio, utility & secure bike area.

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.

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, 224 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

An open-plan living area is displayed with two sofas and a bean bag positioned around a coffee table. A large Smart TV is visible, and a dining area features a solid wood table with four upholstered chairs. Natural light streams through the multiple windows, highlighting the spaciousness.

Apartment in Sleights

4.95 out of 5 average rating, 228 reviews

Fantastic grade II listed penthouse apartment

This spacious and airy penthouse apartment has gorgeous views across the Esk Valley Situated 3 miles from Whitby in the picturesque village of Sleights, this stylish and comfortable penthouse apartment enjoys fabulous countryside views from every window and sits on the very edge of the North York Moors National Park. There is private off-road parking for 2 cars and the bus stop and mainline railway station are within very easy walking distance.

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, 313 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.