House vacation rentals in Glaisdale

5 out of 5 average rating, 124 reviews

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

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.

Superhost

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.

4.92 out of 5 average rating, 110 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.

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.

4.98 out of 5 average rating, 178 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.

4.9 out of 5 average rating, 138 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.

Superhost

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, 282 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.

Superhost

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, 863 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.

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.

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.

4.88 out of 5 average rating, 267 reviews

The exterior of a charming cottage is visible, featuring natural stone walls and a blue front door. Bay windows are present, complemented by shutters. A flower pot hangs by the door, adding a touch of greenery. Adjacent properties are visible, showcasing a cozy neighborhood ambiance.

Home in Guisborough

Stoney Nook Cottage

Relax and unwind in this beautifully stylish space with wood burning fire. Located in central Guisborough, juts 2 minutes walk from the main town and shops, this stunning cottage has everything you need to relax. Beaches within a fifteen minute drive, stunning walks and North Yorkshires famous Roseberry Topping on the door step. The cottage boasts smart TVs throughout with super fast broadband and modern appliances. It hosts a master bedroom and bunk beds in the second bedroom

4.98 out of 5 average rating, 288 reviews

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

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

4.92 out of 5 average rating, 107 reviews

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

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.

4.87 out of 5 average rating, 137 reviews

The exterior of the cottage showcases a charming, traditional architectural style with white walls and black timber accents. A well-maintained garden borders the entrance, leading to a welcoming front door. Large windows allow natural light to fill the interior, complemented by a neatly paved pathway.

Home in Sandsend

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.