My Story: Whitby Family Getaway

A Perfect Family & Dog-Friendly Getaway in Whitby, Yorkshire

If you’re looking for a fun-filled family escape with your furry friend in tow, Whitby, Yorkshire, is the perfect destination. This charming seaside town has something for everyone—golden beaches, stunning coastal walks, and a rich history waiting to be explored. Wander through the cobbled streets, visit the iconic Whitby Abbey, or enjoy a traditional fish and chips by the harbour. For dog owners, Whitby is a dream, with dog-friendly beaches, scenic trails along the clifftops, and cosy pubs welcoming four-legged companions. Whether you’re after adventure, history, or simply a relaxing break by the sea, Whitby has it all.

This is the reason our partnership account manager, Rachel, gathered her family and embarked on an unforgettable trip to Yorkshire! Read on to find out where she stayed and her tips for a family-friendly break in this historic town.

1. Where did you go and for how long? And with whom and why did you pick this area? 

 We stayed at Cliff View, Whitby. I booked the cottage as a surprise for my husband, daughter, dad and grandad along with our dog Luna. I picked this area as it was the perfect location for all members of the party with incredible views across to Whitby Abbey.  

Originally a modest cottage from the 1920s, this property has been entirely revamped into an astonishing coastal getaway. Each room showcases an impressive level of quality, providing guests with an exceptional experience by the seaside. Located on Cliff Street, you are just a short stroll away from various lively cafés, bars, and independent shops that aim to charm you to this picturesque town. Additionally, all of Whitby's attractions are conveniently accessible, including the expansive golden beach leading to Sandsend. The front patio features glass fencing designed to enhance the stunning panoramic vistas; it serves as a sunny retreat ideal for relaxing and enjoying refreshments while observing life outside with ease. These views rank among the finest in Whitby – and they belong entirely to you!

2. Did you take a pet and if so, how did you find the dog-friendly amenities? 

Yes, we brought our cockapoo, Luna, who loved her morning walks to the beach. At the cottage, she also enjoyed the views from the large living room window and loved running around the fully enclosed patio. Plus, there was no extra charge for bringing her along! 

3. What are the most important aspects for you when choosing a holiday home? 

The location suited the whole family, plus we could bring our dog Luna! The property offers four double bedrooms, ensuring everyone had their own space, along with a downstairs toilet and bathroom on each floor. 

4. Were there any specific amenities or features of the cottage that you particularly enjoyed? 

We loved the view of Whitby Abbey, especially in the evening when it was beautifully lit up for the Halloween event, "Illuminated Abbey." Additionally, we had a secure parking space right next to the property, with an extra car park nearby for additional parking. 

5. What did you think of the location and its convenience to local attractions? 

The location was perfect with the shops and Whitby Whalebone Arch just a few minutes' walk away, along with the beach, harbour, pubs, and arcades. 

6. What were the highlights of your break? Any memorable experiences? 

The highlight was spending quality time with family and creating new memories together. We also had the chance to visit my husband's grandfather in Filey, which was special as it was the first time my daughter had met him!

7. Can you describe your overall experience staying in our cottages? 

We had a fantastic experience! The property had everything we needed for a perfect holiday, from the great location and parking to the stunning views. Overall, it was a beautiful property, and we will definitely be returning!  

8. Did you visit any local restaurants and discover any hidden gems? 

We had a lovely walk up to the Abbey and the Whalebone Arch and all enjoyed Fish & Chips for tea from the local fishery a few minutes’ walk from the cottage.  

9. Did you visit any local attractions, if so where did you go and your thoughts? 

We visited Filey beach, which was a highlight for Luna. She enjoyed running up and down the beach, chasing her ball, and splashing in the sea. My daughter had fun collecting shells, exploring the rockpools, and walking along the sculpture trail on the promenade. 

 10. What aspects of cottages.com would you recommend? 

Dog-friendly holidays and the flexibility to do what we wanted, whenever we wanted. cottages.com also has an office based in Whitby, very helpful if extra support is needed! Overall, the booking process was seamless from start to finish. 

Perfect Weekend Itinerary for a Family Cottage Stay in Whitby

Friday: Arrival & Evening Stroll

• Check-in to your cosy Whitby cottage and settle in.

• Take a leisurely stroll along Whitby’s charming cobbled streets.

• Enjoy a relaxed dinner at a family-friendly pub, like The Fisherman’s Wife, with stunning sea views.

• If you arrive early enough, take in the sunset at Whitby Harbour or the West Pier lighthouse.

Saturday: Exploring Whitby’s History & Coastline

• Breakfast at a local café—try Sanders Yard for a cosy morning start.

• Visit the iconic Whitby Abbey, climbing the 199 steps for breathtaking views.

• Explore the Captain Cook Memorial Museum to learn about Whitby’s seafaring past.

• Grab fish and chips from Magpie Café and enjoy lunch by the harbour.

• Spend the afternoon fossil hunting on Sandsend Beach or taking a scenic coastal walk.

• In the evening, join a family-friendly ghost walk to hear eerie tales of Whitby’s past.

Sunday: Relaxation & Seaside Fun

• Start the day with a beach walk, letting the kids and dog run free on Whitby Beach.

• Visit Pannett Park, which has a play area for kids and a small museum.

• Take a boat trip from Whitby Harbour, perfect for spotting wildlife and enjoying the sea breeze.

• Before heading home, stop for a traditional Sunday roast at The Duke of York.

• Pick up some local souvenirs—perhaps Whitby jet jewelry or handmade fudge—as a reminder of your trip.

Ready for Your Whitby Escape?

A weekend in Whitby is the perfect mix of adventure, history, and seaside relaxation. Book your Whitby cottage stay today and start making unforgettable family memories!

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cottages.com is your go-to destination for an extensive selection of memorable cottage holidays. With a wealth of experience spanning over 45 years, we boast a portfolio of over 20,000 holiday homes spread across the UK, catering to every budget. We're committed to maintaining a high standard of service to our customers by abiding by ABTA's Code of Conduct Our excellent Trustpilot rating reflects the high level of customer satisfaction we strive for. We believe in keeping things simple, so you can focus on making lasting memories with your loved ones from the moment you book with us.