May Bank Holidays in Dorset
397 properties found
397 properties found

The Retreat
Ferndown, Dorset
The Retreat is a superb house resting in the town of Ferndown, Dorset, featuring a hot tub, open-plan living, Velux skylights, and a Smart TV with Sky.
- Wifi
- Baby Friendly
- Dishwasher
- Hot Tub
- Washing Machine
Tue 4th May for 3 nights
£566

123 On The Sea - The Eaves
Weymouth, Dorset
123 On The Sea – The Eaves is a delightful apartment resting in Weymouth, Dorset, featuring beach views, off-road parking, and nearby attractions.
- Wifi
- Baby Friendly
- Dishwasher
- Off Road Parking
Fri 30th Apr for 3 nights
£381

123 On The Sea - Victoria’s Place
Weymouth, Dorset
123 On The Sea – Victoria’s Place is a beautifully appointed seafront apartment in Weymouth, Dorset, featuring beach views, private parking, and a bright open-plan layout.
- Wifi
- Baby Friendly
- Dishwasher
- Off Road Parking
Fri 30th Apr for 3 nights
£381

4 The Beaches
Weymouth, Dorset
4 The Beaches is a delightful beach view apartment in Weymouth, Dorset, featuring sea views, a furnished balcony, parking permit, and beachside appeal throughout.
- Wifi
- Dishwasher
- Washing Machine
Tue 4th May for 3 nights
£580

The Compass
Swanage, Dorset
This first floor flat is located in the lively town of Swanage in Dorset and can sleep two people in one bedroom.
- Wifi
- Dishwasher
- Off Road Parking
- Washing Machine
Sun 2nd May for 3 nights
£368

Little Brook
Nottington near Weymouth, Dorset
A charming, stone-built property resting within the village of Nottington, Dorset.
- Wifi
- EV Charging
- Ground Floor Bedroom
- Off Road Parking
- Washing Machine
Fri 30th Apr for 3 nights
£552

123 On The Sea - The Cubby
Weymouth, Dorset
The Cubby is a delightful first-floor apartment in Weymouth, Dorset, boasting a central location close to shops, pubs, beaches and coastal attractions.
- Wifi
- Dishwasher
Fri 30th Apr for 3 nights
£370

Tiddlers Cottage
Uploders near Bridport, Dorset
This attractive, one-bedroom cottage resides in Uploders near Bridport, Dorset.
- Wifi
- Off Road Parking
- Washing Machine
Tue 4th May for 3 nights
£402

Village View
Burton Bradstock, Dorset
A romantic retreat resting within the village of Burton Bradstock.
- Wifi
- Baby Friendly
- Dishwasher
- Ground Floor Bedroom
- Off Road Parking
- Washing Machine
Sun 2nd May for 3 nights
£498

Frome View
Wool, Dorset
Frome View is a one-bedroom property in Wool, Dorset, and a well-proportioned retreat for couples, perfectly positioned for coast and countryside views.
- Wifi
- EV Charging
- Off Road Parking
- Washing Machine
Fri 30th Apr for 3 nights
£661

Tipsy Turtle
Portland, Dorset
Tipsy Turtle is an inviting, ground-floor apartment in Portland, Dorset, close to the beach, offering open-plan living and an enclosed courtyard.
- Wifi
- Ground Floor Bedroom
- Off Road Parking
Fri 7th May for 3 nights
£442

Tane
Winterborne Stickland, Dorset
Tane, a delightful, pet-friendly home in the heart of a sought-after Dorset village, located near to the village pub and picturesque walks and footpaths.
- Wifi
- Dishwasher
- Ground Floor Bedroom
- Off Road Parking
- Washing Machine
Sat 1st May for 3 nights
£479

Roundham Cottage
West Bay, Dorset
A pretty converted property within the popular coastal town of West Bay, Dorset.
- Wifi
- Ground Floor Bedroom
- Off Road Parking
Fri 30th Apr for 3 nights
£567

The Sunday School Room
Glanvilles Wootton, Dorset
The Sunday School Room, a romantic 19th-century cottage in Glanvilles Wootton, Dorset, offers a Japanese bath, underfloor heating, and a woodburning stove.
- Wifi
- Dishwasher
- Off Road Parking
- Washing Machine
Fri 30th Apr for 3 nights
£350

The Pebble
Melbury Osmond near Yetminster, Dorset
The Pebble is a delightful holiday cottage in Melbury Osmond near Yetminster, featuring an enclosed garden along with the convenience of private parking.
- Wifi
- Dishwasher
- Ground Floor Bedroom
- Washing Machine
Fri 30th Apr for 3 nights
£400

The Halt
Maiden Newton, Dorset
The Halt is a delightful, romantic holiday annexe situated in the lovely little village of Maiden Newton in Dorset with a studio-style living space.
- Wifi
- Dishwasher
- Off Road Parking
- Washing Machine
Sun 2nd May for 3 nights
£313

Swanny View 36
Swanage, Dorset
Swanny View is an inviting caravan featuring open‑plan living, enclosed decking with furniture, EV charging on‑site and easy access to local amenities.
- Wifi
- Ground Floor Bedroom
- Off Road Parking
Tue 4th May for 3 nights
£402

Thimble Cottage
Winterborne Stickland near Blandford Forum, Dorset
Thimble Cottage near Blandford Forum, Dorset, sleeps two guests in one bedroom.
- Wifi
- Dishwasher
- EV Charging
- Off Road Parking
- Washing Machine
Fri 7th May for 3 nights
£495

Number 3 by the Sea
Weymouth, Dorset
Number 3 by the Sea is a lovely ground‑floor apartment located in Weymouth, Dorset, boasting sea views, a front patio and direct access to the beach.
- Wifi
- Ground Floor Bedroom
- Off Road Parking
Fri 30th Apr for 3 nights
£451
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.

