Waterfront holiday rentals in Whitby

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.

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.

Maritimus Cottage

A 300 year old fully modernised luxury fishermans' cottage retaining many original quirky and unique features. Located on the harbour side with a small beach and just minutes from all the old town local restaurants, bars and shops and the famous 199 steps to the abbey. Guests can enjoy fabulous views directly on to the harbour/ beach and out to sea. It's near impossible to find a front line location/luxury holiday cottage with stunning views in front of the harbour and beach, this is the one.

Kauri Cottage - a luxurious home on the River Esk

Idyllically located by the River Esk, Kauri cottage boasts stunning views and open countryside easily within reach, yet remains ideally positioned for easy access to Whitby. Kauri sleeps 7 in total comfort and is perfect for a couples break or families looking for a Whitby getaway without the hustle and bustle of the town. With a first-floor balcony and an outside seating area to the front of the property, you will find this a great place to watch the steam trains on the opposite river bank.

Unique Houseboat Experience | Central City Break

⚓️ UNIQUE LUXURY CITY CENTRE STAY ⚓️ 🎗️Guest Favourite (see reviews) ★ Safe, luxurious and different ★ 5 minute walk to York centre attractions ★ Short walk to trendy local ‘Bishy Road’ ★ 3 bedrooms bedding & towels provided ★ Full kitchen with all mod cons ★ Bathroom with bath, shower & eco-friendly toiletries ★ Free on-street parking ★ Sun deck for wonderful river views ★ Cool in summer and warm in winter. Centrally heated ★ Child friendly, life jackets available ★ Super fast internet

Cosy 2 bedroom river/coastal retreat. Heated pool.

Relax with the family at our peaceful cosy cottage. A short 30 minute scenic walk into central whitby over the cinder track or a 4 minute drive or taxi ride. Visit a bustling town during the day but have a peaceful night sleep in this quiet part of whitby. Access to the on site indoor swimming pool which is open from 15th feb 2026 until November 2026(one time fee£10/£20), laundrette (one time fee of £10), playpark and swings right outside the back door. Pet friendly Travel cot available

Beautifully Renovated Cottage next to Beach

Bay Tree Cottage is located in a peaceful location a stones throw away from the beach and the Cod & Lobster with the other village amenities only a short stroll away. The spacious cottage has been fully renovated throughout to a high standard. It features a wood burning stove, a great outside area and the sea views from the master bedroom are breathtaking. It is suitable for couples & families alike, ideal for both relaxing or a more energetic break, for example walking the Cleveland Way.

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.

“The Look Out” Characterful apart, harbour views

Situated in the centre of Whitby, close to the swing bridge, on the historic church street with views over the harbour, you are just a stroll away from the shops, bars and restaurants that can be found in the bustling streets of this town. This top floor characterful apartment has everything you need for your stay. A shared entrance takes you up the stairs to the flat which is in the eaves of the Grade two listed, Victorian building, with amazing views from the Velux windows.

Views to die for at Garr End Cottage Staithes.

The Cottage occupies a front line position, with breathtaking, uninterrupted sea views, just off the high street in the bottom of staithes old town. Two minutes walk from the famous Cod & Lobster pub and eatery. Sleeps 2 The cottage used to be the communal bakery where the womenfolk would bring their dough to be baked You will find yourself immersed in the history of this quaint old village once home to Captain James Cook, artist Dame Laura Knight, and countless smugglers.

Driftwood Cottage with sea Views

Driftwood Cottage is a stylish recently renovated 2 bedroom cottage (sleeps 5) arranged over 3 floors located in the picturesque seaside village of Staithes, North Yorkshire. The cottage is snugly situated on a peaceful side street with beautiful sea views of Staithes Harbour and is a stone's throw from the sea front and the local pub. The cottage is beautifully presented with an open plan ground floor comprising of living room, dining area and well equipped modern kitchen.

Harbour Penthouse Whitby

If you’re looking for a view over Whitby harbour, then our harbour penthouse couldn’t be better situated for watching the comings and goings of Whitby life. Harbour penthouse is a light and airy apartment on the third floor; occupying the west corner of Jutland House in the heart of Whitby’s Town center. Its top floor position allows fantastic views from the South West facing living room over the upper harbour and across to the East Side of the town.