Holiday rentals in Sandsend

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Top-rated holiday rentals in Sandsend

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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, 695 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 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, 255 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
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, 296 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
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, 591 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, 112 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.

Top guest favourite
A charming building features wooden siding and large windows that illuminate the interior. Surrounding the structure is a well-kept garden with diverse greenery and pathways, enhancing the outdoor ambiance. The picturesque setting is complemented by a stone patio area for sitting and relaxing.
Guest suite in North Yorkshire
4.98 out of 5 average rating, 333 reviews

*The Vicarage Annexe, Carlton, North Yorks 1BR S/C

The Vicarage Annexe is a beautiful, one double-bedroom facility situated at the foot of the Cleveland Hills. The building was originally built as a prayer and study room for the Vicarage. This is now a self-contained living area with en-suite facilities. The Annexe is located in the picturesque village of Carlton-in-Cleveland, which is in the North Yorkshire Moors National Park and this is an ideal location for a couple who enjoy the countryside for relaxing, sightseeing, walking or cycling.

Top guest favourite
A charming stone cottage is displayed, featuring a symmetrical facade with two prominent windows and a white door. Accents such as a front garden with flowers and a small fence create a welcoming entrance. The surroundings include lush greenery and nearby trees.
Cottage in Castleton
4.91 out of 5 average rating, 215 reviews

Romance or a rest at The Nest Castleton,Whitby!

Very special, cosy, really tiny ,stone cottage nestled in the North Yorkshire Moors National Park near Whitby. The Nest has a Log burner, central heating, WIFI,smart TV, Egyptian linen and twinkling fairy lights ,. Walks onto the moors from the front door , seating area outside to watch the sun go down with a large glass of wine, welcoming family pub across the road, Co-op, and fine dining pub also in the village. Train station to Whitby from the village. We welcome two dogs at the Nest.

Top guest favourite
The living kitchen area features exposed beams and floral wallpaper. A cozy seating arrangement is complemented by a plush rug and a vintage cast iron stove. Kitchen amenities are visible, including a stove, oven, and storage. Warm light fixtures illuminate the space.
Guest suite in Rosedale Abbey
4.99 out of 5 average rating, 244 reviews

Cosy rural cottage in National Park

Come and stay in the beautiful village of Rosedale Abbey in the spectacular North Yorkshire Moors National Park. Moo’s is our converted stone cottage with a lovely living kitchen with cast iron stove and a vintage country feel. A handmade turned staircase leads up to the en-suite bedroom with metal bed stead and roll top bath. Adjacent there is a spacious covered patio area with seating, dining and storage, which looks across to an outdoor patio with fruit trees seating and parking space.

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, 211 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 wooden balcony extends from the cabin, surrounded by lush greenery and tall oak trees. Sunlight filters through the leaves, creating a serene and natural ambiance. The dense forest provides a sense of seclusion, enhancing the retreat's peaceful atmosphere among the treetops.
Hut in North Yorkshire
4.98 out of 5 average rating, 323 reviews

Crumbleclive Cabin

Crumbleclive is a beautifully restored 100 year old cabin set within the dramatic backdrop of Crunkly Ghyll. It was originally the ‘Gun Room’ for the local estate in the 1890s! The Cabin has a balcony overlooking the gorge with the River Esk rapids visible at the bottom. Surrounded by Oak trees you will feel amongst the treetops as birds gather on the branches around you and fly through the gorge below. It is perfect for couples wanting a romantic getaway to recharge the batteries!

Top guest favourite
A stone fireplace serves as a focal point in the living area, featuring an ornate mantel and a cozy log burner. A flat-screen television is mounted above the fireplace. Natural light filters from a nearby lamp, illuminating a comfortable sofa adorned with soft cushions.
Cottage in Staithes
4.99 out of 5 average rating, 150 reviews

Saltwater-Beautiful, cosy old fisherman's cottage

Previously a fisherman’s cottage in the quaint seaside village of Staithes. A stones throw from the harbour, Saltwater cottage has been fully renovated throughout to the highest standard. With a log burner, beams galore and a beautiful high spec kitchen with Belfast sink. It is the perfect hideaway to escape the stresses of daily life, waking up to glimpses of the glistening sea and losing yourself in the sound of crashing waves and soaring seagulls.

Popular amenities for Sandsend holiday rentals

All about Sandsend

On the wild North Sea coast that forms part of North York Moors National Park, the little seafront village of Sandsend, with three miles of golden sands, is a haven of calm. On a sunny day it’s hard to believe vicious storms wrecked hundreds of ships here in the 18th century, or that it was a centre of Victorian-era alum industry and mining. Now the quarries are overgrown, and the only things people are digging for are dinosaur fossils, commonly found on these shores.

Among the fishing villages, including nearby Staithes, Sandsend is gaining a reputation as a surf spot, with hip eateries, beach cafes, and pubs with sea views. Whitby, with its legendary fish and chip shops and Gothic history, is close enough for Whitby Abbey to be visible from Sandsend’s beach. Inland, the North York Moors hinterland offers opportunities for wildlife walks and stargazing in the International Dark Sky Reserve, designated for its low light pollution, where on a clear winter night it’s possible to witness the Aurora Borealis.

What are the top things to do in Sandsend?

Geocache Arts Trail

Pick up an arts trail booklet from one of the local cafes or shops, and use a free geocaching app to locate six caches hidden along the Cleveland Way National Trail, where you can decorate your leaflet with stamps designed by six commissioned artists.

Whitby Boat Trips

After climbing the 199 steps to Whitby’s spooky ruined abbey and nosing around the gravestones of St Mary’s Church (many dedicated to souls lost in shipwrecks), head out on a boat trip yourself. Go fishing, whale-watching, or climb aboard HMS Bark Endeavour, a replica of explorer Captain Cook’s famous ship, which sails the three miles to Sandsend and back.

Mulgrave Estate

In a pretty valley between Sandsend and the village of Lythe you’ll find the 15,000-acre Mulgrave Estate, home to farmsteads and a ruined Gothic castle, owned by the same family since the mid-18th century. Its woodland paths have public access, and the formal gardens occasionally run open days. Lythe’s ancient church, St Oswald’s, displays some unusual carved Anglo-Scandinavian stones that predate the Viking invasions.

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