Featured Group Cottages
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Jurassic Sea View
South West of England, Dorset
A contemporary detached house resting in Lyme Regis, Dorset. Family-friendly. Sea views. Off-road parking. Charmouth 2.8 miles; Seaton 8 miles; Devon 36.8 miles.
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Osprey House Portland
South West of England, Dorset
Detached, large and modern house for large group of friends or big family. WiFi. Garden with enclosed patio. Parking for 2 cars. Shop and pub 10 min. Beach 5 min. Weymouth 5 miles.
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20 Ulwell Road
, SWANAGE
This large detached Edwardian House. Seven bedrooms. Perfect for families and large groups. Woodburners. Three floors. Wareham 9.7 miles; Poole 20 miles.
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North Barn
North of England, Yorkshire
- Grade II listed thatched property
- Enclosed lawned garden
- Wood burner with logs included
- Free parking for 3+ cars
- Near... View Cottage
Stone House
South West of England, Dorset
A charming cottage situated in the beautiful Dorset village of Charmouth. Family-friendly. Great location. Attractive gardens. WiFi. Charmouth 0.2 miles; Lyme Regis 3.2 miles; Bridport 6.7 miles;...
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Stapleford Farm
South West of England, Dorset
Stapleford Farm is a wonderful farm stay located in the charming little village of Hooke near Beaminster, Dorset and has several en-suite bedrooms. Bridport 6 miles; Crewkerne 7 miles; Lyme Regis...
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The Lodge
South West of England, Dorset
An attractive, period cottage a short walk from the centre of Lyme Regis in Dorset. Good location. Sea views. Parking. Lyme Regis 0.2 miles; Charmouth 3 miles; Dorchester 26.8 miles.
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Gone Fishing
South West of England, Dorset
Four bedroom semi-detached property in Weymouth. WiFi. Off road parking two cars. Large patio.
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Polly's Folly
, SWANAGE
A well-positioned four-bedroom cottage resting centrally in Swanage, Dorset. Family-friendly. Close to beach and amenities. Woodburning stove. Stylish. Wareham 10.5 miles; Poole 20.4 miles.
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Sunningdale Rise
South West of England, Dorset
Sunningdale Rise is a striking, detached home on a gated development with off-road parking, close to a beach, in the village of Preston in Dorset. Weymouth 2.5 miles.
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.
Popular Destinations
Perfect for Every Group Size
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Samstone
South West of England, Dorset
A gorgeous detached cottage nestled in the picturesque village of Donhead St. Mary near Ludwell, Wiltshire. Dog-friendly. Open fire. Idyllic views. Shaftesbury 4.2 miles; Tisbury 5.3 miles;...
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Fisherbridge Cottage
South West of England, Dorset
This pretty, detached cottage lies in Preston, Dorset. Smart TV. En-suite master bedroom. Close to amenities. Woodburning stove. Weymouth 3.6 mile.
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Bay View
, SWANAGE
A beautifully presented holiday home resting in Swanage, Dorset. Elevated position. Stunning views. Table football. Garden with furniture. Wareham 9.5 miles; Poole 19.4 miles.
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The Blue Cottage
South West of England, Dorset
A well-positioned, three-storey home resting in Fortuneswell, Dorset. Sea views. Close to amenities and the beach. Family-friendly. Private decked area. Near AONB. Weymouth 5.3 miles.
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The Esplanade
South West of England, Dorset
The Esplanade is a stunning, nine-bedroom holiday dwelling residing in Weymouth, Dorset. Sea views. En-suite bedrooms. Close to amenities and a beach. Parking. Dorchester 7.2 miles; Bridport 18.7...
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The Stables
South West of England, Dorset
A contemporary, barn conversion resting in Uplyme, Devon. Close to amenities and the beach. In AONB. Stylish. Family-friendly. Countryside views. Lyme Regis 1.4 miles.
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The Lymings
South West of England, Dorset
A well-positioned, Grade II listed duplex apartment, resting in Lyme Regis, Dorset. Close to amenities and the beach. Woodburning stove. Large. Characterful. Charmouth 2.8 miles; Axminster 5.6...
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Brooklands
South West of England, Dorset
This fantastic, four-bedroom holiday home rests in Uplyme, Devon. Smart TV. In an AONB. Close to amenities. Axminster 4 miles; Charmouth 5.5 miles; Bridport 12.2 miles.
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Braeside
South West of England, Dorset
An impressive, five-bedroom home resting in Lyme Regis, Dorset. Close to amenities and the beach. Sea views. Enclosed garden. Games room. Woodburning stove. Stylish. Charmouth 3.5 miles; Axminster...
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Fawley
South West of England, Dorset
Fawley, a detached property based in Lyme Regis, Dorset. Electric fire. Off-road parking. Enclosed garden. Seaton 7.5 miles.
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 Garden PropertiesPremium 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.