Vacation rentals in Sandsend

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Top-rated vacation rentals in Sandsend

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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, 681 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 cozy sleeping area is highlighted by a colorful patterned coverlet draped over a spacious bed. A window offers a view of the sea and outdoor seating with a small table set for breakfast, featuring drinks and pastries.
Condo in Whitby
4.98 out of 5 average rating, 241 reviews

Beautiful Sea Views. Whitby location, near beach

Situated on Whitby's prestigious West Cliff with beautiful sea views. This modern apartment includes a master bedroom with ensuite & king size bed and a twin bedroom with a balcony. There is a family bathroom. The apartment block is opposite a spectacular beach and a short stroll to the centre of Whitby. Parking is offered on a first come first served basis on our private car park. free scratch cards for on street parking are also included. Situated on the 1st floor, accessed by lift or stairs.

Top guest favourite
A scenic view of Whitby’s coastline, capturing the cluster of charming houses along the beach. The cottage is highlighted, positioned directly beside the sandy shore, with a historic abbey visible on the hill in the background under a clear blue sky.
Cottage in North Yorkshire
4.97 out of 5 average rating, 252 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.

Top guest favourite
A scenic view captures a collection of stone cottages set against rolling green hills. The landscape features a footpath leading through tall grass, with the sea visible in the distance under a partly cloudy sky.
Cottage in Staithes
4.99 out of 5 average rating, 170 reviews

Boulby Grange Farmhouse Cottage.

Cosy quirky 1 bedroom holiday cottage with stunning views of the sea with own garden & log burner. NB .. the bedroom is in the eaves so limited head room & accessed by reasonably narrow staircase/shower room is downstairs (therefore not suitable to elderly or tall people due to the limited headroom / due to size of the bedroom it is only a double bed). Situated on the Cleveland Way this is a perfect spot for walking & within walking distance to the lovely harbour village of Staithes (25 mins)

Top 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
4.94 out of 5 average rating, 134 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
An elegant sign reading 'The Chapter House' is mounted on the textured stone wall, next to a Gothic stained glass window. The light reflects softly off the sign, highlighting its distinctive arch shape.
Cottage in North Yorkshire
4.96 out of 5 average rating, 294 reviews

The Chapter House

The Chapter House is a spacious and quirky Grade II listed cottage nestled in the heart of Whitby. This central location is ideal for families and friends to use as a base to explore all that Whitby has to offer. The house started life in 1891 as a church Vestry and retains much of its original character. Please note, the church which it was part of is now a cafe and music venue. Beyond the Gothic stained glass windows, the Chapter house has all the modern amentities of a holiday hideaway

Top guest favourite
A sandy beach stretches towards a gently sloping hill, where white and red houses are nestled among greenery. The clear water reflects the sky's colors, and the coastline is framed by rocky formations, creating an inviting coastal view.
Home in Hinderwell
4.98 out of 5 average rating, 303 reviews

Hinderwell/Runswick bay peaceful escape

Refurbished spacious 3 bedroom house ideal for romantic breaks or getaway with the family. Looking over fields with access to the Cleveland Way. 2 minute drive to Runswick bay, 5 minute drive to quaint seaside village of Staithes. Whitby is a 12 minute drive Great/regular coastal bus service Very quiet location New kitchen/bathroom Off street parking 2 cars Pubs, butchers, fish n chips, supermarket all nearby 150Mb internet Pets welcome - dog friendly/safe enclosed yard to the rear No smoking

Top guest favourite
Three dogs are seated at a table, gazing toward the camera. Their dark fur contrasts with the light-colored wooden table and the textured stone wall behind them. The setting suggests a relaxed and friendly atmosphere.
Cottage in North York Moors National Park
4.99 out of 5 average rating, 583 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
A spacious veranda is showcased with a long table, six black chairs, and a white spherical lamp. A bottle of wine and two glasses are placed invitingly on the table. The turquoise front door of the cottage is visible in the background, framed by stone walls.
Cottage in Runswick Bay
4.97 out of 5 average rating, 111 reviews

Runswick Bay - Top Gallant - with great sea views

Top Gallant and is down in the Bay. We have a great veranda with amazing views. WiFi and a Smart TV which includes Netflix and Prime Video. Bedding and towels provided. We provide a free parking pass for the (“Homeowners car park). 3 nights minimum booking. The booking includes a bottle of wine. No Pets. The property is not suitable for anyone with mobility problems due to steps and a spiral staircase. Check in 3pm. Check out 11.00 am. I charge no cleaning fee but please leave tidy.

Guest favourite
A woven basket is arranged on a granite countertop, containing a bottle of sparkling wine and four clear champagne flutes. The background reveals a dining area with a wooden table set for a meal, enhancing the homey ambiance.
Home in Whitby
4.88 out of 5 average rating, 146 reviews

Mulgrave House Whitby Holiday Home

We are a dog friendly and human friendly home. Sleeping up to a maximum of 6 humans. With a large, fenced garden, there's ample space for your pooch and children to play safely. Upon arrival you are welcomed by the sight and sound of the sea and a bottle of bubbly, free of charge. With luxury furnishings throughout, you will not be disappointed. We have board games, DVDS, Wifi and a Smart TV. Our welcome pack tells you everything you need to know about your stay.

Guest favourite
An outdoor seating area is displayed on a wooden deck, featuring a round table surrounded by four chairs. The cottage's white and dark-accented exterior is visible, along with well-maintained greenery and nearby houses. Soft lighting warms the windows of the cottage in the evening.
Home in Sandsend
4.87 out of 5 average rating, 149 reviews

McGregors Cottage

McGregors Cottage sits in a desirable position in the gorgeous little fishing village of Sandsend. Located just 2.5 miles up the coastline from the historical town of Whitby. With stunning sea views from the cottage, a short 2 minute walk to the sandy beach and a popular local pub serving quality food & drink all day. This hidden gem brings you every little bit of paradise and is the perfect place to create happy memories with family and friends.

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
4.95 out of 5 average rating, 328 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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