Featured Group Cottages
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Primrose Cottage Church Knowle
South West of England, Dorset
Primrose Cottage Church Knowle is a Grade II-listed property in the quiet Dorset village of Church Knowle, near Wareham. This four-bedroom cottage sleeps eight guests and works brilliantly for...
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New Boathouse
South West of England, Dorset
New Boathouse is a beautifully restored four-bedroom cottage in Weymouth, Dorset. This property sleeps seven people and sits just seconds from the Old Harbour. Groups love the generous modern...
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Jurassic Sea View
South West of England, Dorset
Jurassic Sea View is a contemporary detached house in Lyme Regis, Dorset, perfect for groups of up to 9 people. This elevated property offers stunning panoramic sea views and provides an ideal...
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Fawley
South West of England, Dorset
This detached four-bedroom holiday home in Lyme Regis, Dorset sleeps eight guests comfortably. Fawley sits on the UNESCO World Heritage Jurassic Coast with off-road parking for three cars. The...
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Red House
South West of England, Dorset
Red House is a substantial family home in Uplyme near Lyme Regis, Devon. This property sleeps 12 guests across five bedrooms and three bathrooms. Perfect for large groups seeking space and luxury....
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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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Mill House
South West of England, Dorset
Mill House is a spacious group accommodation property located in Dorset, perfect for larger gatherings and family reunions. This substantial property offers excellent space for groups with...
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Royal Oak House
South West of England, Dorset
Royal Oak House is a spectacular seven-bedroom property in Motcombe, Dorset. This former pub has been converted to an exceptional standard across two acres on the Dorset-Wiltshire border. Groups...
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Court Close
South West of England, Dorset
Court Close is a detached five-bedroom house in Litton Cheney, near Dorchester in Dorset. This property sleeps 10 guests across five bedrooms, each with its own en-suite bathroom. Every bedroom...
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Deer Leap House
South West of England, Dorset
Deer Leap House is a spacious seven-bedroom holiday home in Moreton, Dorset that sleeps up to 15 guests. This grand property sits on beautiful grounds where wild deer roam freely. Groups love the...
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Polly's Folly
, SWANAGE
Polly's Folly is a four-bedroom cottage in central Swanage, Dorset. This seaside property sits just 0.1 miles from shops and 0.8 miles from the beach. Groups of eight will love the open-plan...
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Northern Byre
South West of England, Dorset
Northern Byre is a four-bedroom barn conversion in Sopley, Hampshire. This contemporary property sleeps eight guests across ground and first floors. The hot tub and enclosed garden make it perfect...
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.