Featured Group Cottages
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Evergreen House
England, Yorkshire
Evergreen House is a well-presented, spacious holiday home in Runswick Bay, near Whitby on the North Yorkshire coast. It's a solid choice for groups and larger families who want a proper base...
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Beachcrest
North of England, Yorkshire
Beachcrest is a spacious five-bedroom family home in Whitby, North Yorkshire. This property sleeps 10 guests and sits right on the coast with direct views over Sandsend beach and the golf course....
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Calliope House
North of England, Yorkshire
Calliope House is a spacious four-bedroom holiday home in Whitby, North Yorkshire. This property sleeps eight guests across four well-appointed bedrooms. The location puts you right in the heart...
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Voebroch
North of England, Yorkshire
Voebroch is a coastal holiday home sleeping 10 guests in Kettleness, North Yorkshire. This five-bedroom property sits near Runswick Bay and Sandsend with fabulous sea views across the coast. The...
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Whitby Villa
England, Yorkshire
Whitby Villa is a Grade II listed Georgian townhouse in the heart of Whitby, North Yorkshire one of the most historically significant coastal towns in England. This is a serious group booking....
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Grande View
England, Yorkshire
Grande View is a large self-catering property in Whitby, North Yorkshire one of the most visited coastal towns in the north of England. It sits within easy reach of the harbour, abbey ruins and...
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The Old Chapel And Spa
North of England, Yorkshire
The Old Chapel And Spa is a converted chapel in Ruswarp, North Yorkshire. This four-bedroom property sleeps eight guests across spacious accommodation. Private indoor spa facilities with Jacuzzi,...
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Haven House
North of England, Yorkshire
Haven House is a modern four-bedroom terrace townhouse in Whitby. It sleeps eight people across three floors. This North Yorkshire property sits in a quiet location just ten minutes' walk from the...
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Dale View
North of England, Yorkshire
Dale View is a Grade 2 listed detached barn conversion sleeping 13 guests in Lealholm, nestled in the North York Moors National Park. This spacious property offers six bedrooms and four bathrooms,...
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The Farmhouse
North of England, Yorkshire
The Farmhouse is a traditional Yorkshire property sleeping eight guests near Robin Hood's Bay in North Yorkshire. This spacious farmhouse sits in private south-facing gardens with sweeping views...
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The Haggs
North of England, Yorkshire
The Haggs is a spacious four-bedroom holiday house in Sandsend, North Yorkshire. This bright property sleeps seven guests and sits just half a mile from the beach. Groups benefit from private...
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Explorers Retreat
North of England, Yorkshire
Explorers Retreat is a semi-detached cottage sleeping eight guests in the heart of Whitby, Yorkshire. This property works brilliantly for larger groups wanting a seaside base. You get four...
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.
Perfect for Every Group Size
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Helena
England, Yorkshire
Helena is a large group cottage in the heart of the North York Moors National Park, North Yorkshire. Sleeping up to 16 guests, this is a serious option for big family gatherings, milestone...
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Baysdale Abbey at Baysdale Abbey
England, Yorkshire
Baysdale Abbey at Baysdale Abbey is a substantial historic country house set deep in Baysdale, a secluded valley in the North York Moors National Park, North Yorkshire. This is a large-group...
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Warren Farmhouse
England, Yorkshire
Warren Farmhouse is a large self-catering farmhouse property in North Yorkshire, sitting within the North York Moors National Park near Whitby. This is a serious group booking the farmhouse...
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Beacon House
England, Yorkshire
Beacon House is a large group holiday property in Whitby, North Yorkshire one of the most visited coastal towns on the Yorkshire coast. Described as a Captain's House, this is a substantial...
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Little Falcon
England, Yorkshire
Little Falcon is a three-storey townhouse right in the heart of Whitby, North Yorkshire one of the most visited coastal towns in England. For groups wanting a proper base in a real town rather...
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The Granary
England, Yorkshire
The Granary is a sandstone barn conversion sleeping 8 guests across 4 bedrooms, sitting on the edge of Whitby in North Yorkshire. Part of a row of four barn conversions beside the owner's...
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Normanby House
England, Yorkshire
Normanby House is a large self-catering property in the North York Moors National Park, North Yorkshire. Sitting close to the village of Ugthorpe near Whitby, this is a solid choice for groups...
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Larpool Mews
England, Yorkshire
Larpool Mews is a converted stable block in Whitby, North Yorkshire, originally part of the Georgian Larpool Hall estate. This historic stable conversion sleeps a large group and sits in a...
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Oak Hollow Pod
England, Yorkshire
Oak Hollow Pod is a striking five-bedroom townhouse spread across four floors in the heart of Whitby, North Yorkshire. This is a serious group booking think private parking for four cars, two...
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Oakwood
England, Yorkshire
Oakwood is a large group holiday property near Sleights in the North York Moors National Park, North Yorkshire. Sleeping a substantial number of guests across multiple lodges, this is a serious...
View CottageSpecial Features
Pool Properties
Luxury cottages featuring private swimming pools for the ultimate relaxation experience.
View Pool CottagesPet Friendly
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.
View 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.