Featured Group Cottages
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Heron Lake Cottage
South West of England, Dorset
Heron Lake Cottage is a spacious four-bedroom property in Folke near Sherborne, Dorset. This rural retreat sleeps eight people and sits within expansive grounds featuring two lakes and direct...
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Manor Farm Barn
South West of England, Dorset
Manor Farm Barn is an 18th-century barn conversion in Dewlish, Dorset that sleeps 15 guests across 8 bedrooms. This spacious property works perfectly for large groups with 8 en-suite bedrooms, a...
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Kelly Bray
South West of England, Dorset
Kelly Bray is a detached four-bedroom holiday home in Lyme Regis, Dorset. This elevated property sleeps eight guests and offers spectacular sea views over Lyme Bay. The house provides excellent...
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Weymouth Bay Apartment C
South West of England, Dorset
Weymouth Bay Apartment C is a spacious second-floor apartment sleeping 7 guests in Greenhill, Weymouth, Dorset. This beachfront property offers stunning sea views from multiple rooms and sits just...
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Old Orchard Melbury Osmond
South West of England, Dorset
Old Orchard Melbury Osmond is a spacious four-bedroom detached home in rural Dorset. It sleeps seven guests. This property sits near Yeovil in peaceful countryside. Groups love the space here. The...
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Chesil Cottage
South West of England, Dorset
Chesil Cottage is a large group holiday property in Dorset, sitting in the heart of the Jurassic Coast countryside near the village of Portesham. It sleeps a substantial number of guests, making...
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High Tide
South West of England, Dorset
High Tide is a magnificent Georgian terraced house positioned directly on Weymouth's seafront in Dorset. This impressive property sleeps 10 guests and offers spectacular sea and beach views from...
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The Beach Condo
South West of England, Dorset
The Beach Condo is a modern duplex apartment in Weymouth, Dorset. It sleeps 8 adults over 18 years old. This property sits right on the seafront overlooking Weymouth Beach. The location makes it...
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Samstone
South West of England, Dorset
Samstone is a detached cottage in Ludwell, Shaftesbury, Dorset that sleeps 8 guests across 4 bedrooms. This spacious property offers outstanding countryside views across Dorset and Wiltshire from...
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The Gully
South West of England, Dorset
The Gully is a spacious barn conversion in Trent, Dorset. This property sleeps eight guests across four bedrooms. Groups will love the games room with pool table, private hot tub and six off-road...
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Old Cross Cottage
South West of England, Dorset
Old Cross Cottage is a Grade II listed thatched cottage in Whitchurch Canonicorum, Dorset. This 17th century property sleeps 8 guests across 4 bedrooms. Perfect for larger groups wanting authentic...
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Teal House
South West of England, Dorset
Teal House is a three-storey property in Lyme Regis, Dorset, perfect for groups of up to 8 people. This seaside home sits just moments from the famous seafront and offers four bedrooms across...
View CottageGather Your Group for an Unforgettable Dorset Holiday
Planning a group getaway in Dorset just got easier. Our large group cottages accommodate 8 to 30+ guests across this stunning county. Choose converted farmhouses near Sherborne, coastal properties overlooking Weymouth Bay, or period cottages in the Dorset Area of Outstanding Natural Beauty. Perfect for family reunions, milestone celebrations, or friends' weekends.
Dorset delivers endless group activities. Walk the Jurassic Coast from Durdle Door to Lulworth Cove. Explore Thomas Hardy's countryside around Dorchester. Visit Monkey World, Bovington Tank Museum, or take boat trips to Brownsea Island. Market towns like Blandford Forum and Wimborne offer excellent pubs and weekly markets for stocking your cottage.
Book with confidence. We offer low deposits and flexible terms. Our team helps coordinate group arrivals and recommends local suppliers. Properties include parking for multiple cars, WiFi and welcome packs. Dog-friendly options available because great holidays include everyone in your group.
Abbotsbury (2)
Arne (2)
Blandford Forum (4)
Bournemouth (2)
Brewers Quay Harbour (6)
Bridport (18)
Burton Bradstock (6)
Charmouth (12)
Chebbard (3)
Chideock (2)
Christchurch (2)
Corfe Castle (6)
Dewlish (2)
Dorchester (23)
Fortuneswell (4)
Greenhill (2)
Hooke (3)
Langton Matravers (2)
Litton Cheney (2)
Lyme Regis (28)
Perfect for Every Group Size
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Chesil House
South West of England, Dorset
Chesil House is an elegant country house set in the tranquil Dorset countryside, built for larger groups and extended families who want genuine space and comfort. This is a proper group property ...
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Greenwell
South West of England, Dorset
Greenwell is a large group holiday property in Weymouth, Dorset one of the south coast's most popular seaside destinations. Sleeping a large group under one roof, this is a solid choice for...
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Bridge Cottage
South West of England, Dorset
Bridge Cottage is a self-catering group holiday property in West Dorset, sitting within the DT6 postcode near Bridport. This is a solid pick for larger groups wanting a proper base in one of...
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Oakwood
South West of England, Dorset
Oakwood is a detached holiday home in Dorset, sitting near Bridport in the DT6 postcode area one of the most sought-after parts of the Jurassic Coast. It's a solid pick for groups wanting space,...
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Bredy Cottages
South West of England, Dorset
P1: Bredy Cottages is a group of self-catering holiday cottages in Burton Bradstock, a small village on the Dorset coast. Managed by Dream Cottages, this is a practical and well-located choice for...
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Harbins Farm
South West of England, Dorset
Harbins Farm is a 200-year-old detached farmhouse in the Dorset countryside, just outside Sherborne near the village of Glanvilles Wootton. Sympathetically refurbished throughout, it offers...
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Plush Cottage
South West of England, Dorset
Plush Cottage is a traditional thatched cottage in the Piddle Valley, Dorset one of the most picturesque rural valleys in the county. Booked through Plush Cottage, this is a proper countryside...
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Millmead House
South West of England, Dorset
Millmead House is a large group holiday property in Dorset, sitting in the heart of the Jurassic Coast region near Weymouth. It sleeps a substantial number of guests making it a strong choice for...
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Gould's Farmhouse
South West of England, Dorset
Gould's Farmhouse is a large self-catering farmhouse in the heart of Dorset, sitting within the Blackmore Vale near Blandford Forum. This is a proper group property spacious enough to sleep a...
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Home from Home
South West of England, Dorset
Home from Home is a large group holiday property near the sea in Dorset, sitting just moments from the coast at Weymouth. This is a proper Home from Home base for bigger groups who want space,...
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 everyone including the dogs. Our pet-friendly Dorset cottages feature secure gardens, nearby walking trails and dog-washing facilities. Properties sleep 12-25 guests with multiple reception rooms. Explore Studland Beach, Golden Cap and countless footpaths together.
Family Reunions
Multi-generational gathering spaces across Dorset
Reconnect in properties designed for large families. Find cottages with 8+ bedrooms, multiple lounges and dining spaces seating 20+. Children love games rooms and gardens. Grandparents appreciate ground-floor suites. Create lasting memories together.
Celebration Stays
Special occasion properties across the county
Mark birthdays, anniversaries and hen parties in style. Our celebration cottages offer hot tubs, party barns and entertainment spaces. Local caterers provide group dining. Properties near Weymouth and Poole give easy access to nightlife and activities.
Coastal Group Escapes
Seaside cottages for large parties
Stay steps from Dorset's famous beaches. Group cottages in Swanage, West Bay and Lyme Regis sleep 10-20 guests. Enjoy coastal walks, watersports and fresh seafood. Properties include parking, BBQ areas and sea views.