Featured Group Cottages
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Escheatlands
East of England, Essex
Escheatlands offers three beautifully converted barn properties on a working farm in Beckley, Sussex. This setup works brilliantly for larger groups of up to 14 guests who want to stay together...
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Ardley Cottages
East of England, Suffolk
Ardley Cottages offers three converted barns in Great Waldingfield, Suffolk, perfect for groups of up to 12 guests. Hedgehog sleeps four across two bedrooms. Squirrel and Badger each sleep four in...
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Maisonwyck
East of England, Essex
Maisonwyck is a substantial coastal house on Canvey Island in Essex. This six-bedroom property sleeps 16 guests and sits just half a mile from Thorney Bay Beach. The indoor swimming pool and hot...
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Ivy Farm
East of England, Norfolk
Ivy Farm is a spacious holiday cottage located in Grimston, Norfolk, perfect for larger groups seeking a countryside retreat. This property sits within the Norfolk Hideaways collection near...
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Tye Hall Barn
East of England, Essex
Tye Hall Barn is a spacious five-bedroom barn conversion in Roxwell, Essex. This property sleeps 10 guests and works brilliantly for group gatherings. The renovation maintains high standards...
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The Old Post Office
East of England, Suffolk
The Old Post Office sits in Constable Country, Suffolk. This cottage works well for groups wanting a peaceful rural base. Off-road parking for two cars makes arrival straightforward for multiple...
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Berkley Cottage
East of England, Essex
Berkley Cottage is a detached self-catering cottage in the CO6 postcode area of Essex, close to the market town of Halstead. It's a solid choice for groups wanting a private, self-contained base...
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Headland Barn
East of England, Essex
Headland Barn is a Grade II-listed 17th-century barn conversion in Maldon, Essex. This historic property sleeps eight guests across four super-king bedrooms and offers 1.2 acres of private grounds...
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Ninety Eight
East of England, Essex
Ninety Eight is a semi-detached house sleeping eight guests in Southend-on-Sea, Essex. This property sits just 0.3 miles from the beach and offers off-road parking for two cars alongside an...
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23 Brandeston Close
East of England, Suffolk
23 Brandeston Close is a well-presented four-bedroom home on the outskirts of Great Waldingfield in Suffolk. This property sleeps eight guests and works brilliantly for larger family gatherings....
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21 Skippers Way
East of England, East Anglia
21 Skippers Way is a spacious four-bedroom holiday home in Walton-on-the-Naze, Essex. This property sleeps up to nine guests across multiple room configurations. The games room with multi-game...
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Millhouses Hideaway
East of England, Essex
Millhouses Hideaway is a four-bedroom holiday home in Sheffield, South Yorkshire. This property sleeps eight guests and sits on the edge of the Peak District National Park. Off-road parking for...
View CottageGroup Getaways Across Essex's Best Destinations
Essex delivers the perfect backdrop for group holidays, from Colchester's Roman heritage to Southend-on-Sea's seven-mile seafront. Our handpicked collection of large holiday homes sleeps groups of 8 to 20+ guests across the county's most popular destinations. Explore Constable Country in Dedham, discover medieval Maldon's historic waterfront, or base yourselves in Chelmsford for easy access to both countryside and coast. Each property offers generous living spaces, multiple bedrooms and well-equipped kitchens designed for group dining.
Planning a family reunion? Celebrating a milestone birthday? Our Essex group cottages provide the space and facilities you need. Many properties feature enclosed gardens for children and dogs, ample parking for multiple vehicles and social spaces where everyone can gather. Southend offers traditional seaside entertainment with Adventure Island and the longest pleasure pier in the world. Clacton-on-Sea delivers sandy beaches and family attractions, while Dedham Vale provides walking trails through landscapes that inspired John Constable's masterpieces.
Book with confidence through our secure platform. We offer competitive rates across hundreds of group properties, from converted barn complexes to spacious seaside houses. Each listing includes detailed photographs, floor plans and honest reviews from previous guests. Our customer service team can answer questions about specific properties, local attractions and booking requirements. Start planning your Essex group holiday today and discover why families and friends choose our collection for their celebrations and reunions.
Perfect for Every Group Size
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Gadlas
East of England, Essex
Gadlas is a large self-catering holiday estate in Llanrhaeadr ym Mochnant, Powys, mid-Wales. It sits in the foothills of the Berwyn Mountains and is purpose-built for large groups. The estate can...
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Bythynnod Sarn Group Cottages
East of England, Essex
Bythynnod Sarn Group Cottages offers four self-contained properties in Lincolnshire's countryside. This setup works perfectly for extended families or friend groups wanting to holiday together...
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Bloomfields Barn
East of England, Essex
Bloomfields Barn is a spacious holiday home in Wormingford, Essex, perfect for group gatherings of up to six guests. This converted barn features a private hot tub where everyone can unwind...
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Fridays Barn
East of England, Norfolk
Fridays Barn is a spacious holiday cottage in Salthouse, Norfolk, perfect for larger groups wanting a coastal escape. This traditional barn conversion sits just two miles from the North Norfolk...
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Eastgate Cottage and Hideaway
East of England, Norfolk
Eastgate Cottage and Hideaway is a luxury coastal retreat sleeping eight guests in Salthouse, North Norfolk. This spacious property sits on the front line with spectacular views across the marshes...
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Ivy Farm
East of England, Norfolk
Ivy Farm is a spacious three-bedroom cottage at Sandringham Holiday Cottages & Homes in Norfolk. This property sleeps eight people comfortably. It's perfect for larger groups wanting to explore...
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Drifters
East of England, Norfolk
Drifters is a holiday cottage located in Thornham and Holme-next-the-Sea, Norfolk. This property sits within Thornham Holiday Cottages & Homes, making it perfect for larger groups wanting to book...
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Fitters Barn
East of England, Norfolk
Fitters Barn is a holiday cottage in Warham, near Wells-next-the-Sea in Norfolk. This property works well for groups wanting a peaceful North Norfolk base. A welcome hamper and starter pack greet...
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At Monterey
East of England, Norfolk
At Monterey is a spacious six-bedroom holiday cottage in Thornham & Holme-next-the-Sea, Norfolk. This property works brilliantly for larger groups wanting a coastal escape. The generous...
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Westgate Cottage
East of England, Norfolk
Westgate Cottage is a traditional holiday home in Thornham, Norfolk, perfect for groups wanting to explore the North Norfolk coast. This property sits in a peaceful village setting with easy...
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
Luxury hot tubs with countryside views across Dedham Vale and coastal vistas from Southend to Clacton.
View All CottagesHoliday Ideas
View allPet-Friendly Group Retreats
Spacious properties welcoming your four-legged family members
Bring your dogs along for Essex adventures. Most properties feature enclosed gardens and ground-floor access. Explore Dedham Vale's walking trails or head to dog-friendly beaches at Clacton-on-Sea and Frinton. The coastal paths and countryside footpaths provide endless exploring opportunities. Many cottages offer dog washing facilities after muddy walks through Constable Country.
Family Reunions
Multi-generational gathering spaces across Essex
Get three generations together under one roof. Large dining tables seat 12-16 guests for proper family meals. Ground-floor bedrooms suit grandparents whilst kids love bunk rooms upstairs. Gardens give children safe play space while adults relax. These spacious converted barns and country houses across Essex provide room for everyone without feeling cramped.
Coastal Group Breaks
Seafront bases for seaside adventures
Wake up to sea views across Southend-on-Sea's seven-mile coastline. Properties within walking distance of sandy beaches mean no car journeys for morning swims. Traditional fish and chips on the pier. Adventure Island theme park. Clacton's beaches and gardens. The Essex coast delivers endless group entertainment right outside your door.
Celebration Gatherings
Special occasion properties with extra space
Milestone birthdays and anniversaries deserve proper celebration spaces. Hot tubs for 8-10 people. Games rooms with pool tables and dart boards. Large kitchens handle party catering. Open-plan living areas let everyone socialise together. Many Essex properties offer BBQ areas and fire pits for summer evening gatherings.



















