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Vacation rentals in Fylingdales

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Top-rated vacation rentals in Fylingdales

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Shepherd’s hut in Whitby

4.92 out of 5 average rating, 129 reviews

Deer's Leap - Shepherds Hut in the meadow

Available April - October. Located in our meadow & close to woodland, our 2 off-grid (no electricity) Shepherd Huts sit side by side & share facilities. Deer's Leap and Hide & Sea huts each sleeps 2 provide a complete getaway & cozy retreat for camping with a difference. Campfire area with firepit, bbq & seating. Great experience for couples just wanting to escape & drop out for a while. Wake up to beautiful sunrises, peaceful surroundings & enjoy the great views over the moors & to the sea.

Aug. 3 – 10

$97 CAD per night

Guest favourite

Cottage in Robin Hood's Bay

4.87 out of 5 average rating, 106 reviews

Burton House - on the seawall in Robin Hood's Bay

Burton House is a cosy 18th Century holiday cottage located 5 meters from the seawall at the top of King street and Chapel Street in the heart of the picturesque coastal village of Robin Hood's Bay . The house is packed full of traditional Victorian features and home comforts. The back of the house faces the sea and provides direct sea views from a number of small windows including the infamous "loo with a view". The beach, pubs, shops and cafes are a 2 minute walk along family friendly paths.

Jan. 20 – 27

$178 CAD per night

Guest favourite

Cottage in North Yorkshire

4.96 out of 5 average rating, 196 reviews

Dryden Cottage, Whitby Harbour - Beach side

This cottage is all about the view! Beach-side location at the base of the 199 steps - perfect for exploring the beautiful historic town of Whitby. Browse in the eclectic independent shops and sample the finest seafood in the local eateries. Walk up to the abbey, stroll along the piers and collect fossils from the beach, take a ride on the steam train to the neighbouring villages and explore the moors. Please note due to the beach side location of the cottage, there is unfortunately no parking.

Oct. 1 – 8

$200 CAD per night

Guest favourite

Cottage in Robin Hood's Bay

4.87 out of 5 average rating, 138 reviews

Hilda Cottage, bottom of Robin Hoods Bay!

Hilda Cottage is a characterful 17th Century dwelling. The front door enters the living area, downstairs you will find the equipped kitchen with large table. Upstairs from the living area is a double bedroom (WC ensuite) with sea views, and the bathroom, up the final flight of stairs is the loft bedroom (double bed & single bed) and sea views! Note the stairs are narrow & steep, see photos. If you're after old and quaint, Hilda is your girl, if you're after brand new, she probably isn't 💗

Jan. 26 – Feb. 2

$239 CAD per night

Guest favourite

Farm stay in Scarborough

4.99 out of 5 average rating, 589 reviews

Serendipity

Serendipity is one of three hand crafted wooden Shepherds Cabins, located on a working farm in the heart of Dalby Forest. (Also please see Serenity and Dahlia Cabins on separate listings.) We're ideally situated just off the popular cycle routes and activity centres. The cozy en-suite cabin features a comfortable king size bed, mini fridge, heating, access to a gas BBQ and continental breakfast. This luxurious cabin offers wonderful panoramic views in a tranquil setting. The perfect escape!

Dec. 7 – 14

$137 CAD per night

Guest favourite

Cottage in Goathland

4.98 out of 5 average rating, 176 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.

Feb. 5 – 12

$177 CAD per night

Cottage in Robin Hoods Bay

4.87 out of 5 average rating, 119 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

Jun. 10 – 17

$267 CAD per night

Guest favourite

Cottage in High Hawsker

5.0 out of 5 average rating, 64 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.

Jan. 12 – 19

$186 CAD per night

Guest favourite

Home in Robin Hood's Bay

4.92 out of 5 average rating, 359 reviews

Bramley Cottage - old Robin Hood's Bay nr Fisherhd

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.

Sep. 15 – 22

$166 CAD per night

Guest favourite

Tiny homes in Newton-on-Rawcliffe

4.99 out of 5 average rating, 190 reviews

The Hide NYM National Park Cosy Cabin with hot tub

Relaxing break for adults on the edge of the North York Moors. A 5 minute drive from Pickering, where you will find shops, bars and restaurants. York/Whitby 45 minute drive. Dalby Forest 30mins, Scarborough 40mins. A tranquil stay in a rural location. Ideal for walkers and cyclists. Includes hot tub. Contact me for discount if you would prefer not to use the hot tub Due to a balcony and limited space, The Hide is not suitable for babies, infants or children. Sorry, no pets.

Feb. 18 – 25

$181 CAD per night

Guest favourite

Home in Robin Hood's Bay

4.96 out of 5 average rating, 24 reviews

Little house 100 yds from beach

Centrally located in the heart of Robin Hoods Bay, Little house was built in the 1600's and is the smallest proper house in the Bay. It has a living room / kitchen, a double bedroom with ensuite wet room. There is a small outside seating area where you can sit and watch the world go by. Approx 100 yards from the beach, this perfectly formed unique cottage is ideal for two. Included in the price is a designated parking space on Fisherhead Car Park only a short walk away.

Nov. 8 – 15

$130 CAD per night

Guest favourite

Home in High Hawsker

4.92 out of 5 average rating, 183 reviews

Hawthorn Cottage - delightful and welcoming

Hawthorn Cottage is a tastefully decorated cottage on a working farm in the small village of High Hawsker, mid-way between the quaint and beautiful Robin Hood's Bay and the bustling fishing town of Whitby with its historic abbey. This is the perfect spot for exploring the natural and stunning beauty of the North York Moors and the Yorkshire coastline, with the Cleveland Way coastal path and Whitby to Scarborough cycle path (Cinder Track) passing close by.

Nov. 22 – 29

$146 CAD per night

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Popular amenities for Fylingdales vacation rentals

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Air conditioning

Other great vacation rentals in Fylingdales

Tiny homes in Robin Hood's Bay

4.96 out of 5 average rating, 27 reviews

Little Pearl Cottage, Robin Hood's Bay

Aug. 29 – Sep. 5

$219 CAD per night

Guest favourite

Home in Robin Hood's Bay

4.89 out of 5 average rating, 35 reviews

Warm comfortable cottage,sea view from rear garden

Feb. 15 – 22

$171 CAD per night

Guest favourite

Vacation home in Robin Hood's Bay

5.0 out of 5 average rating, 23 reviews

Modern two bedroom, six birth holiday home

Feb. 18 – 25

$187 CAD per night

Guest favourite

Guest suite in North Yorkshire

4.97 out of 5 average rating, 35 reviews

'The Snug' Apartment with Hot Tub, Ashford House

Jul. 11 – 18

$189 CAD per night

Guest favourite

Guest suite in Sleights

4.99 out of 5 average rating, 83 reviews

The Studio

Jul. 31 – Aug. 7

$117 CAD per night

Guest favourite

Cottage in Whitby

4.98 out of 5 average rating, 48 reviews

Barn conversion with spectacular views - Lapwing

Feb. 23 – Mar. 2

$166 CAD per night

Guest favourite

Home in North Yorkshire

4.94 out of 5 average rating, 17 reviews

Summerfield Bungalow

Feb. 10 – 17

$177 CAD per night

Guest favourite

Condo in Cloughton

4.98 out of 5 average rating, 94 reviews

Goose Lodge is a self contained annex

Dec. 12 – 19

$157 CAD per night

Destinations to explore