Family-friendly holiday rentals in Scarborough

Church View Apartment on South Cliff

Located in Easby Hall (once a retreat for the clergy), this bright and modern first floor apartment makes a comfortable base for your Scarborough get away. It's a short walk to shops and amenities, the famous Esplanade and the newly renovated South Cliff gardens (and Cliff lift) leading down to the beach. Each window has views directly over the church and catch the evening sun perfectly. Lift access available (please note that the building is accessed via steps). No pets allowed in the building.

Serenity

Our second of three luxury handcrafted log cabins, set on a working farm in the heart of Dalby Forest. (Also see Dahlia Cabin on a separate listing.) Perfect for couples or families. Our cozy, heated cabin has a fridge, kettle, and an ensuite bathroom with heated towel rails. Enjoy the stunning views from the covered raised decking area. Close to Dalby visitors center and 30 miles of amazing mountain bike trails. We provide a continental breakfast brought to the door, and a gas bbq for cooking.

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

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.

The Highlander

Welcome to Lawns Farm Luxurious Glamping accommodation in an idyllic location. Here at Lawns Farm Glamping, ‘The Highlander’ is a perfect romantic retreat for couples, or a fun family getaway. Sandsend Beach is only four miles away and Runswick Bay three which offer some great local dining treats. Whitby is the local town approx a fifteen minutes drive. With ‘The Highlander’ offering a luxurious hot tub it’s the perfect stay! (Bookings are available without the hot tub, please get in touch).

Dalby Family Cottage, Bickley Rigg Farm

Nestled in a serene, private valley, our 150-year-old cow barn has been meticulously transformed into a charming retreat. The two-year renovation blends timeless character with modern comfort, featuring French-inspired decor, antiques, and intriguing curios that create a welcoming, intimate atmosphere. The open-plan kitchen, dining, and living area invites relaxed gatherings, perfect for family or friends. With no roads or foot traffic in sight, it’s a peaceful sanctuary to unwind in nature.

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!

Kimberlina Carriage Ravenscar

The Kimberlina is a cosy, custom built, carriage located in Ravenscar, a beautiful coastal village situated on the Jurassic Coast National Park. The carriage is nestled in a field to the back of a working farm, surrounded by fantastic views and natural beauty, it is the perfect setting for a romantic getaway or relaxing evening following a days walk along the Cleveland Way. Children are welcome at the carriage and additional sleeping is available on the day bed in the living area.

Spacious Georgian Townhouse Sensational Sea Views

15% WEEKLY DISCOUNT 7 or 14 NIGHT STAY July & August (Saturday - Arrival/Depart) 3 NIGHT MINIMUM STAY ALL OTHER MONTHS STUNNING SEA VIEWS 18th CENTURY FISHERMAN'S COTTAGE PERIOD FEATURES & STEEP WINDING ORIGINAL STAIRS SPACIOUS ACCOMMODATION SET OVER 4 FLOORS CASTLE, HARBOUR, SOUTH & NORTH BEACHES MINUTES AWAY PRIVATE WALLED SUN TERRACE FREE PARKING 43" SMART TV, WIFI THROUGHOUT WELL BEHAVED DOG/S WELCOME FAMILY GROUPS WELCOME MATURE GROUPS WELCOME DECORATED FOR CHRISTMAS

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!

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.