Featured Group Cottages
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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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2 Hadleigh Villas
South West of England, Dorset
2 Hadleigh Villas is a stunning Edwardian holiday home in Lyme Regis, Dorset. This spacious property sleeps 8 guests across four bedrooms. Perfect for larger groups and families. Off-road parking...
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6 Inveravon
South West of England, Dorset
6 Inveravon is a four-bedroom holiday home in Christchurch, Dorset that sleeps eight people. This property works perfectly for larger families and groups wanting a coastal base. The house features...
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Brook Cottage
South West of England, Dorset
Brook Cottage is a spacious five-bedroom property in Fifehead St. Quintin, near Hazelbury Bryan in Dorset. This rural retreat sleeps 10 guests comfortably, making it perfect for large family...
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Low Tide
South West of England, Dorset
Low Tide is a spacious holiday lodge located in Dorset, perfect for larger groups wanting a coastal break. This property offers excellent group accommodation with off-road parking for multiple...
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The Little Rose
South West of England, Dorset
The Little Rose is a group holiday lodge located in Dorset, perfect for larger families and friends gathering together. This property offers excellent space for group socialising with multiple...
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Stapleford Farm
South West of England, Dorset
Stapleford Farm offers three separate cottages around a shared courtyard in Hooke, Dorset. This farm stay sleeps 20 people across 10 bedrooms making it perfect for large family gatherings and...
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Rose Farm
South West of England, Dorset
Rose Farm is a detached five-bedroom property sleeping up to 10 guests in Fifehead Neville, near Sturminster Newton in Dorset. This thatched country home offers expansive grounds with resident...
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Hardys View Lodge
South West of England, Dorset
Hardys View Lodge is a spacious four-bedroom rural property near Dorchester in Dorset. This lodge sleeps eight guests across four well-appointed bedrooms. It sits in a small coppice with...
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Santiago House
South West of England, Dorset
Santiago House is a four-bedroom holiday home in Weymouth, Dorset that sleeps eight guests. This property works perfectly for larger groups with its gated off-road parking for two cars and...
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Heath Lodge
South West of England, Dorset
Heath Lodge is a detached four-bedroom home in Studland, near Swanage in Dorset. This property sleeps seven guests across four well-appointed bedrooms. Groups will love the dining room with a pool...
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The Beach House Swanage
South West of England, Dorset
The Beach House Swanage is an elegant four-bedroom holiday home in Swanage, Dorset. This property sleeps 10 guests and sits within 100 metres of the beach with panoramic views of Swanage Bay. The...
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 (3)
Bournemouth (2)
Brewers Quay Harbour (6)
Bridport (18)
Burton Bradstock (6)
Charmouth (12)
Chideock (2)
Christchurch (2)
Corfe Castle (7)
Dewlish (2)
Dorchester (21)
Fortuneswell (4)
Greenhill (2)
Hooke (3)
Langton Matravers (2)
Litton Cheney (2)
Lyme Regis (27)
Osmington (3)
Perfect for Every Group Size
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Bridge Cottage
South West of England, Dorset
Bridge Cottage is a self-catering group holiday property in Dorset, set near Bridport in the heart of the West Dorset countryside. This is a solid choice for larger groups wanting a rural base in...
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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,...
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Bredy Cottages
South West of England, Dorset
P1: Bredy Cottages is a group of self-catering holiday cottages in West Dorset, managed by Dream Cottages. Sitting close to Burton Bradstock and the Jurassic Coast, this is a solid choice for...
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Greenwell
South West of England, Dorset
Greenwell is a large group holiday property in Weymouth, Dorset, on the stunning Jurassic Coast. Sleeping a substantial number of guests across multiple cottages, this is a serious booking for big...
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Bredy Cottages
South West of England, Dorset
Bredy Cottages is a collection of self-catering holiday cottages set in the West Dorset countryside near Burton Bradstock, just a mile from the Jurassic Coast. Booking the whole site gives groups...
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Oakwood
South West of England, Dorset
Oakwood is a detached holiday home in West Dorset, sitting within the DT6 postcode near Bridport. This is a solid choice for groups wanting space, privacy and a proper base to explore one of...
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Hardown House
South West of England, Dorset
Hardown House is an elevated four-bedroom property in Morcombelake, West Dorset. This spacious house sleeps eight guests and sits just four miles west of Bridport. Panoramic views across Lyme Bay...
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Court Farmhouse
South West of England, Dorset
Court Farmhouse is a spacious rural retreat in Dorset that sleeps up to 12 guests. Located in the beautiful West Dorset countryside, this property offers excellent group accommodation with plenty...
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Melstock
South West of England, Dorset
Melstock is a spacious holiday home in Dorset that sleeps up to eight guests. This property sits in the heart of Thomas Hardy country near the village of Higher Bockhampton. Perfect for...
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The Downwood
South West of England, Dorset
The Downwood is a detached holiday home in Dorset, perfect for larger groups wanting a countryside escape. The private hot tub provides the ideal spot for evening relaxation after busy days...
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.