Vacation rentals in Scarborough

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.

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 Chapter House

The Chapter House is a spacious and quirky Grade II listed cottage nestled in the heart of Whitby. This central location is ideal for families and friends to use as a base to explore all that Whitby has to offer. The house started life in 1891 as a church Vestry and retains much of its original character. Please note, the church which it was part of is now a cafe and music venue. Beyond the Gothic stained glass windows, the Chapter house has all the modern amentities of a holiday hideaway

Luxury boutique apartment-2 Chiltern Place Malton

Relax in this luxury boutique apartment located within a stylish, distinctive merchants building in the heart of Malton. New soft furnishings for 2025. Accommodation comprises of: entrance hall, guest cloakroom, utility room, open plan living area with contemporary inset fire, high specification kitchen & dining area. Master bedroom suite, king bed, luxury en-suite & private terrace. WiFi & underfloor heating. Free private parking on the property and space for 2 bikes in the storage area.

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.

Crumbleclive Cabin

Crumbleclive is a beautifully restored 100 year old cabin set within the dramatic backdrop of Crunkly Ghyll. It was originally the ‘Gun Room’ for the local estate in the 1890s! The Cabin has a balcony overlooking the gorge with the River Esk rapids visible at the bottom. Surrounded by Oak trees you will feel amongst the treetops as birds gather on the branches around you and fly through the gorge below. It is perfect for couples wanting a romantic getaway to recharge the batteries!

Elstree Escape (private annexe, inc parking)

Elstree is a self-contained annexe to our house with allocated parking off-road and basic kitchen facilities — suitable for a short break but not for hosting dinner parties! We welcome pets and kids (although we don’t provide specialist things for infants and teenagers might find it a squash!). It is 10 min leisurely walk to the town centre and beautiful Scarborough South Bay beach, all theatres and seaside essentials. A home from home cosy space for peace, quiet and rest.

Cliff Top Escape

The apartment is situated on the cliff top of North Bay, with a lovely sea view. A 20 second walk brings you to the cliff top benches where you can sit and take in the stunning view of the bay and the castle. We are a 5min walk from the beach and 10min to the town centre. It’s on the ground floor of our 5 storey Victorian terrace family home. It is separate from the rest of the house so you’ll have full privacy. There’s plenty of space and the location is amazing!

Folly Gill Luxury eco-escape

Relax and unwind in our luxury barn conversion in the beautiful North York Moors National Park. Whitby, Robin Hoods Bay and Scarborough are within easy reach. A super-comfy emperor bed, marble-tiled bathroom/wet room with roll-top bath and walk in shower, spacious, open plan living with a bespoke kitchen await. Beautiful country walks and scenery are right on Folly Gill's doorstep which is perfectly located for exploring the Moors and Coast.

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.

Summerfield Bungalow

Summerfield bungalow is located just outside the small village of Hawsker, midway between Whitby and Robin Hood’s bay. The bungalow is detached, not overlooked and is spacious, bright and has stunning views from every window. From the front you can see down to Whitby Abbey and harbour, from the side there’s a lovely view of All Saints church and from the rear there are uninterrupted views of the Yorkshire countryside.

Ramsdale Lodge Studio Annexe

Hi, Ramsdale Lodge Annex is a self contained spacious studio apartment attached to the main house with its own private entrance. We are conveniently situated just a 10 minute walk to the South Bay beach, and a 10 minute walk into town. We have on street parking available outside the property with parking permits provided free of charge. Just to point out there are some quite steep steps to the front of the house.