Featured Group Cottages
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Seaside House
South West of England, Dorset
Seaside House is an elegant Georgian townhouse in Weymouth that sleeps 12 guests across six bedrooms. This end-of-terrace property sits just five minutes' walk from the beach and esplanade. Groups...
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The Farmhouse
South West of England, Dorset
The Farmhouse is a 17th century property in Monkton Wyld, near Lyme Regis, Dorset. This rural retreat sleeps eight guests across four bedrooms and offers ample off-road parking and a large...
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The BoBo House
South West of England, Dorset
The BoBo House is a newly renovated 6-bedroom terraced holiday home in Weymouth, Dorset. This spacious property sleeps 12 guests making it perfect for large family gatherings or group getaways....
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Homelands
South West of England, Dorset
Homelands is a five-bedroom holiday home in Studland on Dorset's Purbeck Peninsula. This spacious property sleeps nine guests and offers four bathrooms - a rare find for group accommodation. The...
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Bower Cottage
South West of England, Dorset
Bower Cottage is a traditional holiday property located in Dorset, perfect for group getaways. This spacious cottage offers excellent group accommodation with multiple bedrooms and social spaces...
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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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Worth Cottage
South West of England, Dorset
Worth Cottage is a Grade II listed property in Worth Matravers near Swanage, Dorset. This four-bedroom retreat sleeps eight guests and sits in almost one acre of split-level gardens. The cottage...
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High Cliff Orchard
South West of England, Dorset
High Cliff Orchard is a spacious three-bedroom cottage in Lyme Regis, Dorset, sleeping up to eight guests. This stone-clad property sits in a quiet cul-de-sac with off-road parking for three cars...
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Dorset Retreat
South West of England, Dorset
Dorset Retreat is a magnificent Georgian era house in Bridport, just 2 miles from the Jurassic Coast. This exceptional property sleeps 21 guests across 9 bedrooms with 8 bathrooms. Perfect for...
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Jurassic Coast House
South West of England, Dorset
Jurassic Coast House is a modern four-bedroom holiday home in Fortuneswell on the Isle of Portland, Dorset. This property sleeps eight guests across three floors and was originally built to house...
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The White House
South West of England, Dorset
The White House is a spacious townhouse sleeping 10 people in Dorset, positioned between Bridport and West Bay. This three-storey property works perfectly for large groups with five en-suite...
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Little Berwick Cottage
South West of England, Dorset
Little Berwick Cottage is a traditional stone cottage located in Dorset's countryside, perfect for group getaways. This property offers spacious accommodation for larger parties with multiple...
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 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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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...
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.