Vacation rentals in Fylingdales

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Top-rated vacation rentals in Fylingdales

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Top guest favourite
A triangular window offers a panoramic view of the surrounding rooftops and the iconic abbey above. The scene includes bright blue skies and distant hills, with a subtle hint of coastal charm visible beyond the structure.
Loft in Whitby
4.89 out of 5 average rating, 690 reviews

Incredible Views, Cosy, Central Location, Whitby

The Crows Nest has undoubtedly one of the best views of Whitby from every window, and right in the centre of the town. A cosy loft apartment overlooking the harbour, the abbey and out to sea. Close to some amazing fish and chip shops, tearooms and everything central. A short walk to the beach.There is free on street parking with scratch cards that we provide in the W zones which are within a 5min walk from the flat. There is a pub directly opposite which at weekends you may experience some noise

Top guest favourite
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, 140 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

Guest favourite
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
4.93 out of 5 average rating, 136 reviews

The Hideaway, perfect for two!

This unique, historic 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 spacious relaxing space with a well equipped kitchen. Free parking for 1 car. EV charging available. 45p pkw Guests must be 25+ There are multiple floors levels and various steps inside, the property isn’t suitable for guests with mobility issues.

Top guest favourite
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, 587 reviews

Fully Fenced Dog Field, Sea Views & Forest Walks

Enjoy your morning coffee in the warmth of Woodpeckers Cottage, Silpho as you watch the winter sun rise over the sea. Enjoy time with your dog in the fully fenced field, as the warm morning mist rises from the dewy grass. Take in the far-reaching views and watch deer graze in nearby fields. Take the scenic drive to dog-friendly beaches for refreshing winter walks in the salty air. At the end of the day, wrap up in a snuggle blanket, sit outside, and gaze at the stars in this Dark Sky Reserve.

Top guest favourite
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, 212 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 favourite
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
4.97 out of 5 average rating, 210 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 favourite
A quaint outdoor seating area is arranged with a round table and four woven chairs. A wine bottle and two glasses rest on the table. A stone wall adds texture to the setting, while a wooden door with a decorative window complements the rustic charm.
Vacation home in Harwood Dale
4.96 out of 5 average rating, 148 reviews

Wykeham Cottage, Stunning Cottage in Harwood Dale

Perfect for families, couples, or anyone seeking a peaceful escape, Wykeham Cottage offers a spacious self-catering stay in the heart of the North York Moors National Park. Set within a private 150 acres, it provides the ideal setting for a countryside retreat. Conveniently located between the coastal towns of Whitby and Scarborough just a 15–20 minute drive and guests can also enjoy nearby woodland walks, with the nearest beach only 6 miles away. Robin Hood’s Bay is just 5 miles away.

Top guest favourite
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, 116 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 favourite
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, 356 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 favourite
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
4.89 out of 5 average rating, 234 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.

Top guest favourite
A panoramic view of the coastline stretches across the horizon, where the sea meets the sky. Rolling hills and lush green fields are visible in the foreground, creating a serene natural landscape. The cliffs in the distance add depth to the tranquil scene.
Cottage in Fylingthorpe
4.95 out of 5 average rating, 428 reviews

Hazel Cottage nestled twixt coast and Moorland

My place is good for couples, solo adventurers, business travellers, families (with kids). You can see a multitude of stars in the unpolluted, dark night sky, mingle with the huge variation of wildlife or just meander up to our free range hens and collect fresh eggs for your breakfast. There is nowhere more relaxing. NOTE. During summer holidays it is a minimum of 3 nights. Please Note: NO groups of males allowed due to past problems.

Top guest favourite
A wide expanse of golden fields stretches towards the horizon, framed by a wooden fence. Lush greenery and tall grasses populate the foreground, while patches of blue sky and scattered clouds fill the background, reflecting the tranquil beauty of the surrounding countryside.
Home in North Yorkshire
4.98 out of 5 average rating, 105 reviews

Summerfield Bungalow

Summerfield bungalow is located just outside the small village of Hawsker, midway between Whitby and Robin Hood’s bay. The bungalow is detached, not overlooked and is spacious, bright and has stunning views from every window. From the front you can see down to Whitby Abbey and harbour, from the side there’s a lovely view of All Saints church and from the rear there are uninterrupted views of the Yorkshire countryside.

Popular amenities for Fylingdales vacation rentals

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