Your search returned 495 cottages.
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- Sleeps8
- Bedrooms4
- PetsNo
Greenwell, a delightful house located in the town of Weymouth in Dorset boasting a Smart TV, woodburning stove and proximity to the beach and pub. (Ref. 1128598)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
7 nights from Fri 8th May $1748
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- Sleeps6
- Bedrooms3
- PetsYes
Standby Generator Bunker, an impressive abode, rests in rural Ringstead in Dorset, enjoying sea views, a pet-friendly policy, and a woodburning stove. (Ref. 1137374)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
7 nights from Fri 29th May $1936
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- Sleeps3
- Bedrooms2
- PetsNo
Gold Gems Award Winner for Best on the South Coast 2023. (Ref. 1087048)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
7 nights from Sun 24th May $1024
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- Sleeps8
- Bedrooms4
- PetsYes
Old Post Office is a contemporary, four-bedroom home resting rurally in Glanvilles Wootton near Sherborne, Dorset. (Ref. 1129395)
- Wi-fi
- Off-road parking
- Hot Tub
- Dishwasher
- Washing machine
- Baby-friendly
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5% off - Tue 14th Oct 2025 to 31st Jan 2026
7 nights from Fri 1st May $2438
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- Sleeps4
- Bedrooms2
- PetsNo
A beautifully furnished annexe cottage on the edge of the little hamlet of Hazelbury Bryan in Dorset. (Ref. 969185)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
7 nights from Fri 1st May $816
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- Sleeps4
- Bedrooms2
- PetsNo
The Hayloft is a versatile, characterful, quirky, and Grade II-listed home, perfect for families or friends at Lower Lye, in the Blackdown Hills AONB. (Ref. 1120037)
- Wi-fi
- Electric car charging
- Ground floor bedroom
- Hot Tub
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from Fri 1st May $1191
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- Sleeps4
- Bedrooms2
- PetsNo
A detached barn conversion set within the village of Long Bredy. (Ref. 998739)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from Fri 1st May $1336
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- Sleeps6
- Bedrooms3
- PetsNo
Bright, spacious ground floor holiday home on the outskirts of Queen Camel, amongst beautiful Somerset countryside. (Ref. 957130)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from Fri 29th May $1066
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- Sleeps7
- Bedrooms3
- PetsNo
This all-ground-floor cottage rests in the charming seaside resort of Swanage on the Jurassic Coast of Dorset. (Ref. 1012027)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
7 nights from Fri 29th May $1704
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- Sleeps4
- Bedrooms2
- PetsNo
Charming, modern barn located in the Dorset village of Bere Regis. (Ref. 1000906)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from Fri 1st May $1081
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For an unforgettable staycation this Spring, whisk your loved ones away for the May bank holiday in Dorset. With its sleepy countryside, blooming with colours, and stunning coast, Dorset is a fantastic destination.
Why spend the May Bank Holiday in Dorset?
The stunning landscape of Dorset offers adventure for the whole family. Avid walkers can explore the Jurassic Coast and discover quiet coves on the way. Spend the day on golden, sandy beaches backed by sand dunes; here, the young ones can hunt for fossils.
You can also join in exciting water sports activities, with kayaking, surfing and kite-flying. When inland, be sure to visit the National Trust sites for family events. Venture to the opulent Kingston Lacey for a host of activities or discover Max Gate and Corfe Castle.
Places to visit on your May Bank Holiday in Dorset
With a May bank holiday in Dorset, you’re never short on things to see and do. Fill your day with fun at the vibrant town of Bridport, well-known for its electric art scene. Close by is the picturesque town of West Bay, which is a superb base to see the Jurassic Coast.
Next on the list is the seaside town of Lyme Regis, where you can enjoy strolls along the Cobb harbour with fish and chips. Lyme Regis rests close to the border of Dorset, so why not cross over to Devon to explore further?
Types of Dorset Holidays
At Dream Cottages, there are a great selection of holiday cottages to choose from this May bank holiday. Gather everyone under one roof with large cottages or one of these May half-term cottages for longer breaks. Or, for an opulent home that's sure to impress, browse luxury holiday cottages.
Luxury can also be found at these cottages with a hot tub and these cottages with a pool. Enjoy the coast on your doorstep with this selection of Dorset cottages by the sea. Your pooch can explore the stunning beaches too at dog-friendly cottages!
Alternativey, these cottages for Easter breaks can also give you lots more inspiration.
If a May bank holiday in Dorset is what you’re looking for this year, secure a stay online with Dream Cottages.