Vacation 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

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.

The Hideaway, perfect for two!

This unique, historic character cottage has been designed to maximise the stunning views over the bay. The beautiful ground floor bedroom has doors leading to the sunny courtyard. Off the bedroom is a en-suite. The 1st floor living area, is a spacious relaxing space with a well equipped kitchen. Free parking for 1 car. EV charging available. 45p pkw Guests must be 25+ There are multiple floors levels and various steps inside, the property isn’t suitable for guests with mobility issues.

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.

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.

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.

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.

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.

Whitby woodland romantic luxury log cabin

Our secluded log cabin has breathtaking views, yet is two miles from Whitby. It is atmospheric but equipped for comfort and convenience. It is one of just three bespoke cabins all nestled in separate parts of our private woodland. See profile for our other listings With one bedroom, a luxurious bathroom, a kitchen, living and dining area Valley View cabin is a romantic haven for couples. The outlook is totally private and it has a spacious terrace with chiminea and outdoor seating.

Maltkiln House Annex North Yorkshire moors

Get away from it all, unplug and unwind. Maltkiln House Annex 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 Annex dates back to the 16th century and is full of charm. You can walk from our Annex straight up onto the Cleveland way where you can walk or bike for miles. Our Annex is a popular stop off for people walking the coast to coast.

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.

Stunning views, 4 acres, dog friendly, Yorkshire

Owl House is an Elizabethan barn conversion. It sits on the edge of the North York Moors National Park and features a glazed wall offering far reaching countryside views across the vale of Pickering with the Howardian Hills visible in the distance. Former farm set in 4 acres of peaceful gardens, paddock and woodland. Dog friendly. Open plan sitting room/kitchen, bathroom w shower,mezzanine bedroom, pizza oven on site, parking, walkable pub.