Featured Group Cottages
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Meadowfields
North of England, Yorkshire
Meadowfields is a charming, detached property resting in the heart of Whitby, North Yorkshire. Open-plan living. Enclosed garden. Near a beach. Smart TV. Robin Hood's Bay 5.4 miles; Scarborough...
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6 Abbey Terrace
North of England, Yorkshire
Superb Whitby cottage, spacious property just minutes from the beach and amenities. Nine bedrooms, quality accommodation.
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Westonby Lodge
North of England, Yorkshire
A large, detached former hunting lodge, surrounded by panoramic countryside views, in Shortwaite near Lealholm, in the North York Moors National Park. Incredible views. Woodburning stove. Large,...
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The Shipwrights
North of England, Yorkshire
Delightful, modern end-terrace a short walk from Whitby amenities and beaches. Over three floors with en-suite facilities. Great base for touring East Coast.
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Stewart House
North of England, Yorkshire
A double fronted, Grade II listed, Georgian townhouse situated in one of the most desirable areas of Whitby. Three floors. Enclosed courtyard. Pet-friendly. Robin Hood's Bay 6 miles; Scarborough...
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Burtree House
North of England, Yorkshire
Close to the heart of the popular seaside resort of Whitby, this stylish townhouse is perfect for larger families and groups of friends enjoying a North Yorkshire break. With a freestanding bath,...
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Atlanta
North of England, Yorkshire
Atlanta is a charming detached stone cottage with a toasty woodburning stove and open fire, situated in the village of High Hawsker in North Yorkshire. Robin Hood's Bay 2.3 miles; Scarborough 16.4...
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Kittiwake Cottage
North of England, Yorkshire
Located in a quiet part of Whitby very close to all amenities, this large cottage is perfect for families and groups to relax and enjoy everything historic Whitby and all the surrounding area has...
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Calliope House
North of England, Yorkshire
Beautiful, mid-terrace townhouse located in the heart of Yorkshire's Whitby. WiFi. Woodburning stove. Walking and cycling nearby. Pet friendly. Shop and pub 0.4 miles.
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Rokeby House
North of England, Yorkshire
Rokeby House is a pleasant, three-storey abode located along the coast in Robin Hood’s Bay, North Yorkshire. Sea views. Close to beach. Near national park. Whitby 5.7 miles; Scarborough...
View CottagePlanning a Group Getaway in Whitby?
Planning a get-together on the North Yorkshire coast? Our collection of large holiday homes in Whitby provides the perfect base for groups of 8 to 20+ guests. From properties overlooking the historic harbour to coastal retreats in Robin Hood's Bay and Staithes, each features multiple bedrooms, spacious living areas and fully fitted kitchens. Many include private parking, gardens and modern amenities.
Whitby offers something for everyone. Walk the famous 199 steps to the Gothic abbey ruins. Explore the working harbour where Captain Cook learned his craft. Sample fresh fish and chips on the harbourside. Take boat trips to spot seals along the coastline. Visit shops selling locally crafted jet jewellery. The North York Moors Railway runs steam trains through moorland scenery to Pickering. Nearby Scarborough provides sandy beaches and traditional entertainment.
We're rated Excellent on Trustpilot and offer low deposits with flexible payments. Whether you're organising a family reunion or celebrating with friends, our pet-friendly properties with optional hot tubs ensure everyone travels together. Start planning your North Yorkshire break today.
Special Features
Pool Properties
Luxury cottages featuring private swimming pools for the ultimate relaxation experience.
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Bring your furry friends along! Properties with secure gardens and pet-friendly amenities.
View Pet-FriendlyEnclosed Gardens
Safe, private outdoor spaces perfect for families with children and pets to enjoy.
Garden CottagesPremium Hot Tubs
All our properties feature luxury hot tubs with stunning views of the Lake District.
View All CottagesHoliday Ideas
View allPet-Friendly Group Retreats
Spacious properties welcoming your four-legged family members
Bring your dogs along to our collection of pet-friendly cottages across Whitby and the North Yorkshire coast. Many properties feature enclosed gardens and direct access to coastal paths perfect for morning walks. Enjoy dog-friendly beaches at Sandsend and Robin Hood's Bay. Several local pubs welcome well-behaved dogs. Ground floor bedrooms and outdoor spaces make these homes ideal for groups travelling with pets.
Family Reunions
Multi-generational gathering spaces across Whitby
Our large family homes sleep up to 20 guests with multiple bathrooms and open-plan living areas. Ground floor bedrooms suit older relatives. Spacious dining tables seat everyone together. Kids love exploring Whitby's sandy beach and the famous 199 steps. Grandparents appreciate the historic abbey and Captain Cook museum. Large kitchens and utility rooms handle family-sized washing loads effortlessly.
Coastal Walking Groups
Perfect bases for Cleveland Way adventures
Base yourself near the Cleveland Way National Trail for spectacular coastal hiking. Properties with drying rooms and secure boot storage accommodate walking groups perfectly. The trail passes through Staithes and Robin Hood's Bay offering clifftop views. Plan circular routes through the North York Moors. Return to comfortable lounges and hot tubs after long days on the paths. Local pubs serve hearty meals.
Celebration Getaways
Milestone birthdays and special occasions
Celebrate significant birthdays and anniversaries in style at our luxury group properties. Many feature hot tubs and spacious gardens for outdoor gatherings. Large dining areas accommodate celebration meals. Book harbour-side restaurants for special dinners. Take group boat trips or steam train journeys. Properties with games rooms keep everyone entertained. Create memories together on the stunning North Yorkshire coast.