Featured Group Cottages
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Harbour House
North of England, Yorkshire
Centrally located, a truly elegant Georgian house that is a short stroll to the harbour and beach and boasts views of Whitby Abbey. A stylish and comfortable property, perfect for family holidays...
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Hole In The Ellers
North of England, Yorkshire
Bursting with charming original features and rustic decor that’ll transport you to centuries past, leave behind the hustle and bustle of everyday life at this beautifully restored,...
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Wagtails
North of England, Yorkshire
Wagtails is an impressive holiday home in Sandsend in North Yorkshire. Family-friendly. Great location. Superb views. Close to beach. Whitby 2.9 miles. Scarborough 21.4 miles. York 47.3 miles.
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Rendezvous Cottage
North of England, Yorkshire
This elegant spacious period property offers the perfect base for a seaside break as it’s ideally located close to Whitby town centre, crazy golf and beach. This spacious four-bedroom...
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4 Normanby Terrace
North of England, Yorkshire
This fabulous terraced house rests near the coast in Whitby, North Yorkshire. Near a beach. Family-friendly. Hot tub. Off-road parking. Enclosed patio. Near railway station. Robin Hood's Bay 5.9...
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11A Church Street
North of England, Yorkshire
Quirky semi-detached townhouse in the beautiful harbour town of Whitby. WiFi. Ultra-modern. Magnificent views. North Yorkshire.
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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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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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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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Regatta House
North of England, Yorkshire
A splendid four-bedroom holiday home resting in Whitby, North Yorkshire. Electric fire. Close to amenities and a beach. Pet-free. Robin Hood's Bay 6 miles; Scarborough 20 miles; Pickering 20.9...
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.