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House vacation rentals in Glaisdale

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Top-rated house rentals in Glaisdale

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Top guest favorite

A serene view of a small boat anchored in calm waters, framed by quaint stone buildings with red roofs. The village's historical architecture is complemented by lush greenery in the background, creating a peaceful waterfront scene.

Home in Staithes

5 out of 5 average rating, 120 reviews

The Boiling House, Beckside

Boiling House is a truly unique, beck side property located in Staithes. The original building has been an integral part of village fishing heritage for many years. Where the log burner now sits, the original boiling tanks sat, a real piece of history. It benefits from double height ceilings, to create a real feeling of space, and is split level with only three steps between floors. As the only property in the village with french doors opening onto the beck side, it really is a place to savour.

An outdoor courtyard features a wooden dining table surrounded by white chairs. Potted plants are arranged throughout the space, adding greenery, while decorative string lights are hung above, creating a cozy atmosphere. A blue door serves as a focal point against the white walls.

Home in North Yorkshire

4.92 out of 5 average rating, 109 reviews

Skylark Cottage

A fantastic Grade II listed fisherman’s cottage situated close to the famous Magpie Cafe, Whitby harbour and Whitby’s bustling town centre with all its appeal. Dating back to the 18th century, this wonderful cottage offers a homely feel with exposed beams and quirky traditional features adding to its charming character. Sleeping 4 the cottage has both a double and twin bedroom with a fully equipped kitchen, living and dining area on the ground floor providing plenty of space and seating for 4.

Top guest favorite

A cozy snug room is presented with a blue sofa featuring decorative cushions, accompanied by a striped armchair with an orange accent pillow. Two lamps provide soft lighting, and a round mirror is mounted on a green accent wall, enhancing the inviting ambiance.

Home in North Yorkshire

4.98 out of 5 average rating, 174 reviews

Gorgeous country cottage in a stunning location

A beautifully converted, luxury 3 bedroomed country cottage in a stunning village setting. Stunning Dark Skies of the North Yorkshire National Park AONB and all within easy reach of the the gorgeous East coast towns and beaches. A few minutes drive to the beautiful market town of Helmsley and Malton, with all amenitites, cafes/restaurants. Michelin starred restaurants The Pheasant, The Star, The Black Swan and Restaurant Myse are a few minutes drive away and The Yorkshire Spa Retreat.

A view of Sandside Retreat is captured from an elevated position, showcasing the cottage with its characteristic red roof. The harbor and East Pier are visible in the background, framed by the cobbled streets of Whitby's Old Town, offering a glimpse of the coastal scenery.

Home in North Yorkshire

4.89 out of 5 average rating, 132 reviews

Sandside Retreat

Sandside Retreat is situated in the heart of Whitby’s Old Town, at the foot of the iconic 199 steps leading to the Abbey. ; whilst tucked away for peace and quiet. Just a stone’s throw away from Tate Hill Sands, harbour, shops, restaurants and bars. Sleeping up to 3 guests, it features a cosy living room with separate kitchen/diner. There is a private patio which overlooks the sea towards the East Pier. Unlike many cottages to the East Side, there are no steps leading up to the cottage.

A sunny yellow cottage is framed by vibrant greenery and colorful flowers. The pathway leading to the cottage is surrounded by lush plants, creating a welcoming and serene entrance. A clear blue sky enhances the cheerful ambiance of the scene.

Home in Staithes

4.87 out of 5 average rating, 278 reviews

Photographers House Staithes

Photographer’s House offers a rare blend of seaside charm and creative inspiration in the heart of Staithes. This light-filled former artist’s studio has sweeping views over the village and garden, and is just moments from the beach, cafés, and coastal walks. Immaculately clean, with professionally laundered linen, it’s perfect for spontaneous getaways — we welcome last-minute bookings. Come and make joyful memories in one of Britain’s most enchanting and welcoming fishing villages.

A quaint stone cottage is displayed with a white door and colorful flowerpots adorning the entrance. The image captures a picturesque street scene, with a vehicle parked nearby and rolling hills visible in the background under a clear blue sky.

Home in Castleton

4.85 out of 5 average rating, 859 reviews

Tiny one Bedroom Traditional Cottage for two

Very small tiny little 1 Bedroom cottage in the heart of Yorkshire moors, with many original features . Comfortably sleeps two. Perfect for a little getaway with no phone internet or television. Pub over the road, lots of walks and activities in the Moors National Park. Seventeen miles to Whitby and the coast. Please note the cottage is very small the living room is 2.75mX 3.4m with a kitchen 2mX1.14m. Bedroom is 2.8mX 2.65m. Please note ceiling height to beams in bedroom is 1.88m.

Top guest favorite

A view captures a serene neighborhood with well-maintained houses and greenery. Rolling hills rise in the background under a clear blue sky, creating a peaceful rural setting. The angle highlights nearby trees and the quiet street lined with parked cars.

Home in North Yorkshire

4.98 out of 5 average rating, 110 reviews

Moorview - Twin bedroom whole property retreat

Moorview is a private one bedroom semi detached whole property with twin beds. Located a short distance from the North Yorkshire moors with easy access to the popular seaside resort of Whitby. Downstairs is an open plan living space featuring a fully fitted kitchen/diner and comfortable lounge. Upstairs is the bedroom and bathroom. To the front of the property is a cosy decked area for al fresco dining in the sun. Free parking and easy access to rail or bus services available.

Top guest favorite

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, 286 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 No smoking Pets welcome - dog friendly enclosed yard to the rear

A panoramic view of the lush green Esk Valley is captured, showcasing rolling hills and treetops under a clear blue sky. Gentle slopes are visible, dotted with patches of trees and distant houses, creating a serene landscape. A vibrant foreground of greenery frames the view.

Home in Sleights

4.92 out of 5 average rating, 106 reviews

Rowan Cottage Sleights

Rowan Cottage is a light, bright, three bedroom cottage. The cottage, which was once the village police officer’s station and home, accommodates up to six people and offers beautiful views over the delightful Esk Valley. Rowan cottage sits within the beautiful village of Sleights, nestled between the seaside town of Whitby, and the ever changing North Yorkshire Moors. The cottage offers a perfect base for exploring the area, and is well connected by road, bus and rail.

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.

4.89 out of 5 average rating, 131 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.

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

4.86 out of 5 average rating, 133 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.

A charming garden area features a white outdoor table and chairs set upon a lush green lawn. The historic stone structure of Westerdale Hall is visible in the background, framed by mature trees and hedging, providing a serene and inviting outdoor space.

Home in Westerdale

4.94 out of 5 average rating, 159 reviews

Beautiful, quiet and private historic Coach House

My place is in the heart of the North York Moors and close to the Yorkshire Heritage Coast. surrounded by stunning views, open countryside and within easy reach of all the attractions of the Yorkshire moors. The property is in an unspoilt, peaceful and idilic location. with private courtyard parking and established gardens

Vacation rentals for every style

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Cottages

Quaint homes, peaceful surroundings

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Stylish accommodations with great services and amenities

Unique stays

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Popular amenities for Glaisdale house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in The Bay Filey,

4.8 out of 5 average rating, 10 reviews

Silversands House at The Bay Filey - sea views

Home in North Yorkshire

4.92 out of 5 average rating, 146 reviews

Salty Kisses, The Bay, Filey

The exterior of the cottage is shown, highlighting double patio doors leading to a private patio area. A circular table with six chairs is arranged on the patio, surrounded by low plants. The upper level features a glass-fronted balcony with additional seating for enjoying the views.

Home in North Yorkshire

4.89 out of 5 average rating, 82 reviews

three bedroomed house with stunning sea views

A modern house with a light blue exterior and a sloped roof is shown alongside a white electric car parked on the driveway. Lush green grass borders the path, with neatly arranged shrubs enhancing the property’s curb appeal.

5 out of 5 average rating, 5 reviews

Neptune House @ The Bay, Filey - 3 Bedrooms

Home in Cayton Bay

4.9 out of 5 average rating, 140 reviews

Brand new 2021 ABI WINDERMERE STATIC Cedar 1

Two adjacent cottages are displayed, each with a brick exterior and a red tiled roof. Well-maintained pathways lead to the entrances, flanked by trimmed hedges and flowering plants, creating a welcoming environment. The cottages are designed to accommodate families and pets comfortably.

Home in North Yorkshire

4.92 out of 5 average rating, 13 reviews

The Rockpools, The Bay, Filey, 2 cottages sleep 12

A cozy lounge area is furnished with a blend of comfortable seating, including a tufted blue sofa and a brown leather couch. A small wooden table displays a tea set, while a chessboard is ready for play. Natural light filters through a large window, offering a view of greenery.

Home in North Yorkshire

4.84 out of 5 average rating, 75 reviews

Cosy 2 bedroom river/coastal retreat in whitby

A private lawned garden is featured, bordered by lush greenery and trees. A wooden patio area with a table and chairs is visible, alongside a barbecue. The brick building reflects a rustic charm under a clear blue sky, adding to the inviting outdoor space.

Home in Birdforth

4.89 out of 5 average rating, 18 reviews

The Stables - Birdforth Hall Holiday Cottages

Weekly house rentals

Top guest favorite

This two-story cottage features a combination of red brick and white detailing, surrounded by neatly trimmed hedges and landscaping. A gravel driveway leads to the entrance, while large windows provide an inviting view of the interior. The backdrop consists of trees and greenery.

Home in Ruswarp

5 out of 5 average rating, 8 reviews

Turnerdale Cottage, nr Whitby, sleeps 6, dogs.

Top guest favorite

The exterior of a renovated farmhouse is displayed, featuring stone walls and multiple windows. A glass conservatory extends from the side, surrounded by a lush garden. The space showcases a well-maintained lawn with various plants and flowers, all under a clear blue sky.

Home in Castleton

5 out of 5 average rating, 9 reviews

Castleton house, garden and view

Top guest favorite

A dining area is visible with a wooden table and four rattan chairs. Kitchen cabinets in dark colors are paired with a silver stove and hood. Floor-to-ceiling glass doors open to reveal a view of green fields and a serene outdoor area.

Home in North Yorkshire

5 out of 5 average rating, 7 reviews

Secluded Paradise Retreat- near York and Whitby

Top guest favorite

The exterior of a quaint cottage is visible, featuring a stone facade and a wooden door with decorative trim. Lush greenery, including climbing plants, adorns the entrance, which is framed by a low wooden fence. Colorful flowers add a touch of vibrancy to the surroundings.

Home in Robin Hood's Bay

4.93 out of 5 average rating, 75 reviews

Little house 100 yds from beach

A charming white cottage with a red-tiled roof is viewed from the front, featuring multiple windows and a light blue front door. A lantern is attached to the wall, enhancing the property's welcoming presence.

Home in Sandsend

4.92 out of 5 average rating, 59 reviews

Unique seaside 3-bed room cottage with log burner

An inviting outdoor seating area is illuminated by soft lighting, encompassing a circular design with wooden benches. A fire pit serves as the focal point, surrounded by stonework. The backdrop features the home's facade, blending warmth and tranquility in a serene evening setting.

Home in North Yorkshire

5 out of 5 average rating, 6 reviews

Sandfield House

A row of charming stone cottage exteriors is showcased under clear blue skies. Each unit features unique front doors, with one door painted light blue, and flowers line the pathways leading to each entrance.

Home in Rosedale East

5 out of 5 average rating, 12 reviews

Stunning spacious cottage in Yorkshire

A stone cottage with a red-tiled roof is shown, accompanied by a parked car in the foreground. Surrounding greenery includes bushes and trees, contributing to the natural setting. A wooden seating area is visible beside the cottage, enhancing the outdoor appeal.

Home in Houlsyke

4.83 out of 5 average rating, 18 reviews

Wildflower Cottage Fryup

Private house rentals

Top guest favorite

A luxury detached home is framed by a lush lawn and vibrant gardens. The structure features a blend of traditional and modern architecture, with large windows inviting natural light. Pathways of stone lead up to the entrance, enhancing accessibility and connection with the surrounding greenery.

Home in Briggswath

5 out of 5 average rating, 56 reviews

Carr Hill House

Top guest favorite

The exterior of Dunnwell Lodge is captured, featuring a traditional stone façade with three large arched windows on the ground floor. The roof is covered with dark grey tiles, and the surrounding area is paved with gravel, offering a clean and spacious entrance.

5 out of 5 average rating, 37 reviews

Dunnwell Lodge, North Yorkshire

Top guest favorite

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, 93 reviews

Summerfield Bungalow

A cozy sitting area features a mix of antique and modern furnishings. A blue velvet sofa and a green couch complement a round wooden coffee table, while an Esse stove and framed artwork adorn the walls. Large windows invite natural light into the space.

Home in Staithes

4.92 out of 5 average rating, 12 reviews

Sweet Dreams in Staithes

A round table is set on a balcony, featuring a sparkling wine bucket and two flutes. In the background, the abbey ruins and coastal town of Whitby are visible, framed by a clear sky with soft clouds.

Home in North Yorkshire

5 out of 5 average rating, 32 reviews

In the heart of Whitby!

Top guest favorite

A spacious living area features a green sectional sofa and a complimentary armchair. A coffee table is centered on a woven rug, with a decorative ladder parallel to a shelf adorned with plants. Large windows allow ample natural light, framed by green accents.

Home in North Yorkshire

4.98 out of 5 average rating, 88 reviews

The Bothy

The exterior of the property is shown, featuring a single-story, white structure with a red-tiled roof. A spacious patio area is visible with outdoor seating. Lush green lawns and flowering plants create a welcoming entrance, complemented by clear blue skies overhead.

Home in Sandsend

5 out of 5 average rating, 19 reviews

Sandsend House 5 Bedrooms/5 Bathrooms, Sea views.

A luxurious brass bathtub is positioned by a window, offering views of greenery. Warm wooden beams and a stylish herringbone tile pattern enhance the elegant feel. Soft towels hang conveniently, while a cozy sleeping area with a textured blanket is visible in the foreground, creating a serene ambiance.

Home in North Yorkshire

5 out of 5 average rating, 12 reviews

Luxury townhouse with cottage-like features

Destinations to explore