Holiday rentals with outdoor seating in Whitby

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

Saltburn l The Outlook- Sea views, Dog friendly.

This design award winning detached property is surrounded by grounds which include a slope which may not be suitable for very young children. With stunning sea views, The Outlook is built into the hillside, access is via steps down from the road (or can be accessed via a steep path). Minutes from the Valley Gardens, on the beach path, close to the town centre; this is a beautiful spot. The Outlook sadly doesn’t lend itself well to those with mobility issues or very young children. Dog friendly.

Hideaway Retreat

Hideaway is a traditional fisherman's cottage located in White Horse Yard, behind the cobbled streets in the heart of the old town. It is just a stones throw from the beach, harbour, shops and restaurants/bars, but tucked away for peace and quiet. Sleeping up to 5 guests, featuring a cosy kitchen/living area with a central fire place. There is also a private spacious outdoor space to catch the afternoon sun. Access is via a few steps, so may not be suitable for those with mobility difficulties.

Blacksmith’s Barn - Cosy, Chilled & Dog Friendly.

Our beautifully converted barn is ideally located in the picturesque village of Ruston. Set within a stunning Grade II listed farmstead, just 50 metres from the edge of the North York Moors National Park & with easy access of coastal walks, beaches & market towns including Whitby, Pickering, Filey, Cayton & Malton. Stylishly & comfortably furnished, the ground floor is roomy & open plan with a wood burner & under floor heating. The mezzanine bedroom has a super comfortable King size bed & bath.

Secret Garden Hideaway at Summer Hills Whitby

Secret Garden Hideaway occupies one of the most secret locations in the Centre of Whitby at Summer Hills, with a private garden accessed from the St Hildas Terrace behind a stone wall at the top of Flowergate it has guests returning to this wonderful location. Kitchen (kettle, toaster, cooker, microwave, fridge freezer) hair dryer, TV, DVD, shower/jacuzzi bath, towels, wifi, bed linen, iron, 1 double bed & a sofa bed downstairs, 2 twin beds & single bed upstairs. Parking directly outside.

Storey Corner - Where memories are made

Set on the side of a picturesque valley in the small hamlet of Hartoft Storey Corner is a private self contained wing of Storey House that makes for a relaxing, quiet, luxury retreat away from the hustle and bustle. Private Hot tub (new for 2026) Quiet location situated in the North York Moors national Park. An area of outstanding beauty and in the International Dark Skies area. Great for star gazing Perfect for couples Pickering, Whitby, Helmsley York and the coast are all within easy reach

Fully Fenced Dog Field, Sea Views & Forest Walks

Enjoy lazy mornings at Woodpeckers Cottage Silpho as you watch the sun rise over the sea from the sofa. Take your dog to the field (exclusively yours throughout your stay). Walk the footpaths through fields & forests to valleys with streams and hilltops with views. Drive to dog friendly beaches, picnic on the sand and breathe in the sea air. Return to the dog field for afternoon tea or a glass of wine, where a bench for two in a peaceful sun trap provides panoramic views of the setting sun.

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.

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.

York Poetree House, tiny treehouse home for one

Reconnect and wake up into nature at this unforgettable escape. Secluded treehouse with everything you need to soothe and inspire. Self cater, arrange meals provided by your host (a professional chef), or try one of the many eateries in town. Shops nearby. Your own private bathroom is situated a few yards away in the main house. You also can enjoy our beautiful garden, lily pond and friendly cat, Nina. Your hosts are always on hand to ensure a comfortable and nourishing experience.

Maltkiln House Annexe North Yorkshire moors

Maltkiln House Annexe is the perfect getaway for two people who love to be in the countryside. You can enjoy uninterrupted views sitting at the bottom of the garden which is your own space. The Annexe dates back to the 16th century and is full of charm. You can walk from our Annexe straight up onto the Cleveland way where you can walk or bike for miles. Our Annexe is a popular stop off for people walking the coast to coast. We are also very close to some great pubs and restaurants.

Fletchers Rest

With stunning views of St Mary’s Church and Whitby Abbey, Fletchers Rest is the perfect coastal retreat to enjoy the beautiful seaside town that is Whitby. Recently renovated to the highest standard, in a quiet residential area the 2 bedroom bungalow gives a home from home feel with a modern contemporary style perfect for couples, friends or families to enjoy. Fletchers Rest is just a 5 minute walk from the town centre, where you will find an array of shops ,bars and restaurants.