If you’re planning a larger getaway, a four bedroom holiday cottage in Dorset offers the space, comfort and flexibility needed for memorable group stays. Ideal for big families, multi-generational holidays or groups of friends, these properties are designed for spending quality time together without feeling crowded.

From impressive coastal homes with room for everyone to stretch out, to spacious countryside retreats perfect for sociable stays, our four bedroom cottages provide generous living areas, multiple bathrooms and plenty of space to relax. Set across some of the most beautiful locations in Dorset, they’re an excellent choice for group holidays where comfort and connection are key.

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White Sands
Swanage
4.9/5
9
4
2
2
Holiday prices from  £916
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Seacombe
Langton Matravers
4.9/5
8
4
3
2
Holiday prices from  £676
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Littlecot
Weymouth
5/5
8
4
2
2
Holiday prices from  £540
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Old Orchard House
Wareham
5/5
10
4
2
2
Holiday prices from  £580
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Coastguard Cottage
Worth Matravers
4.6/5
8
4
3
0
Holiday prices from  £493
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Valley View
Swanage
4.8/5
8
4
3
2
Holiday prices from  £580
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Lizards Rest
Swanage
4.7/5
9
4
2
0
Holiday prices from  £470
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Snowdrop Cottage
Dorchester
5/5
8
4
3
1
Holiday prices from  £1,356
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Foxglove Cottage
Dorchester
4.9/5
8
4
3
0
Holiday prices from  £1,221
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Stonehaven
Silverlake
5/5
8
4
3
0
Holiday prices from  £905
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The Lookout
Silverlake
5/5
10
4
4
0
Holiday prices from  £1,702
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Tilshead
Langton Matravers
4.8/5
8
4
3
2
Holiday prices from  £840
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Underhill
Nr Corfe Castle
5/5
7
4
3
3
Holiday prices from  £721
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Canaan
Worth Matravers
4.9/5
8
4
3
2
Contact us for prices
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Cherry Lodge
Wareham
4.8/5
9
4
2
2
Contact us for prices
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Silvermere
Silverlake
5/5
12
4
4
0
Holiday prices from  £1,530
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Lilac Cottage
Dorchester
5/5
12
4
3
1
Holiday prices from  £1,575
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Orchid House
Langton Matravers
4.9/5
8
4
3
2
Holiday prices from  £597
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Little Westport
Wareham
4.9/5
8
4
2
0
Holiday prices from  £611
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Large Cottages for Group Stays

A four bedroom cottage is perfect when you need extra room for everyone to come together. With spacious kitchens, large dining tables and comfortable lounges, these cottages are ideal for shared meals, celebrations and evenings spent catching up after days of exploring.

Many of our larger properties also benefit from generous gardens, patios or outdoor seating areas, making them great for summer barbecues, outdoor games and relaxed afternoons in the sunshine. Looking for even more space? Explore our full collection of large holiday cottages in Dorset.

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Ideal for Multi-Generational Family Holidays

Travelling with grandparents, grown-up children or extended family? A four bedroom holiday cottage in Dorset offers the flexibility needed to accommodate different routines and needs. Separate bedrooms provide privacy, while shared spaces make it easy to enjoy time together.

With plenty of room for children to play, adults to unwind and everyone to gather for meals, these cottages create the perfect setting for stress-free family holidays and special occasions. Planning a big family break? Take a look at our family-friendly holiday cottages in Dorset.

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A Spacious Base for Exploring Dorset Together

Staying in a larger cottage means you can explore Dorset as a group while still enjoying the comfort of your own private retreat. Spend your days discovering the county’s coastline, countryside and charming towns before returning to a spacious property where you can relax, cook and socialise together.

Whether you’re celebrating a milestone, hosting a reunion or simply enjoying time away with friends, a four bedroom cottage gives you the freedom to holiday your way. Prefer countryside surroundings? Browse our collection of Dorset countryside cottages.