Your search returned 469 cottages.
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- Sleeps4
- Bedrooms2
- Pet FriendlyYes
2 North Road is a welcoming, detached bungalow situated in Maiden Newton, Dorset, with gardens, off-road parking, and close by countryside. (Ref. 1200259)
- Pets go free
- Wi-fi
- Off-road parking
- Electric car charging
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
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5% off - Sat 4th Jul to 27th Jul 2026
3 nights from Sun 2nd May From £460
Book nowLast booked yesterday -
- Sleeps10
- Bedrooms5
- Pet FriendlyYes
Harbins Farm is a farmhouse dating back 200 years, in Glanvilles Wootton Near Sherborne, Dorset, pet-friendly with woodburning stoves. (Ref. 1200098)
- Pets go free
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
3 nights from Fri 7th May From £1060
Book nowLast booked yesterday -
- Sleeps2
- Bedrooms1
- Pet FriendlyYes
No. (Ref. 1159804)
- Pets go free
- Wi-fi
- Washing machine
3 nights from Sat 1st May From £472
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- Sleeps4
- Bedrooms2
- Pet FriendlyNo
Swanny View is a welcoming caravan featuring open‑plan living, enclosed decking with furniture, EV charging on‑site and easy access to local amenities. (Ref. 1201196)
- Wi-fi
- Off-road parking
- Ground floor bedroom
3 nights from Sun 2nd May From £444
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- Sleeps4
- Bedrooms2
- Pet FriendlyNo
Dolphin Cottage is a lovely cottage nestled into the bustling seaside town of Weymouth, Dorset, close to a shop, pub, local walks, and beaches. (Ref. 1179916)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
3 nights from Fri 30th Apr From £668
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- Sleeps2
- Bedrooms1
- Pet FriendlyNo
The Shippon is a spacious and inviting home, with characterful yet chic features, perfect for a couples retreat at Lower Lye, in the Blackdown Hills AONB. (Ref. 1087064)
- Wi-fi
- Electric car charging
- Ground floor bedroom
- Hot Tub
- Dishwasher
- Washing machine
- Baby-friendly
3 nights from Mon 3rd May From £623
Book nowLast booked yesterday -
- Sleeps6
- Bedrooms2
- Pet FriendlyNo
This stunning, two-bedroom abode is perched in Lytchett Matravers, Dorset. (Ref. 1084628)
- Wi-fi
- Off-road parking
- Hot Tub
- Dishwasher
- Washing machine
- Baby-friendly
3 nights from Mon 3rd May From £743
Book nowLast booked 2 days ago -
- Sleeps10
- Bedrooms4
- Pet FriendlyNo
A beautifully-presented, single-storey abode residing in Lytchett Matravers, Dorset. (Ref. 1084629)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Hot Tub
- Dishwasher
- Washing machine
- Baby-friendly
3 nights from Tue 4th May From £1583
Book nowLast booked 2 days ago -
- Sleeps4
- Bedrooms2
- Pet FriendlyNo
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
3 nights from Sat 1st May From £670
Book nowLast booked 2 days ago -
- Sleeps4
- Bedrooms2
- Pet FriendlyYes
Long Barn is a contemporary thatched cottage resting in Burton Bradstock, Dorset, boasting beach proximity, tranquil river views and allows pets. (Ref. 1190470)
- Pets go free
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
3 nights from Mon 3rd May From £563
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.