Celebrate the arrival of early summer with a May half term break in Dorset. Our selection of holiday homes provides the perfect home base for exploring the county’s breathtaking landscapes, from the rolling hills of the countryside to the dramatic cliffs of the Jurassic Coast. Whether you’re seeking adventure or relaxation, Dorset has something for everyone, making it the ideal destination for your May half term holiday in the UK.

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Capstone
Swanage
5/5
A beautiful Edwardian home, which is an ideal base for friends and extended family to share adventures on the South coast. Two minute flat walk from beach and town.
8
4
2
0
Holiday prices from  £477
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Juniper Cottage
West Lulworth
4.9/5
Juniper Cottage is a recently refurbished Victorian terraced cottage tucked away off the main road in the scenic village of West Lulworth, close to both Lulworth Cove and one of the Jurassic Coast’s most iconic features, Durdle Door. This two-storey, dog-friendly cottage accommodates up to 4 adults or a family of 5. The ground floor is an open-plan living and dining space with small, private front and rear gardens, upstairs are two bedrooms and a bathroom.
5
2
1
2
Holiday prices from  £466
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Ridgeview Cottage
Corfe Castle
4.5/5
Located in the sought-after National Trust-owned village of Corfe Castle, Ridgeview Cottage is a modern, detached, family home found moments away from many of Dorset’s prolific attractions.
6
3
2
0
Holiday prices from  £400
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Save 15% on stays before 5th February
Stone Quay Cottage
Swanage
4.9/5
Stone Quay Cottage is right in the heart of the beautiful old fishing town of Swanage, just a stones throw away from the historic Stone Quay, the lovely sandy beaches, the Victorian Pier and all the amenities. This two bedroom cottage dates back to the 1850’s but has been completely renovated to provide a beautiful modern home.
3
2
1
2
Holiday prices from  £285
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Save 10% on stays before 19th February
Cricket Cottage
Swanage
4.7/5
1 Bedroom. This quaint seaside cottage is the perfect destination for two to enjoy a romantic getaway in the heart of Swanage. Just a 20-minute meander from the main beach, sparkling clear Swanage shores, shops, restaurants and attractions. Space is plentiful in this deceptively generous cottage.
2
1
1
0
Holiday prices from  £466
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Save 15% on stays before 19th February
The Old Butcher’s Cottage
Corfe Castle
4.9/5
The Old Butcher’s Cottage is bursting with character. Recently renovated throughout, this high spec property is the hideaway you’ve been searching for. Luxurious furnishings and exquisite linens adorn the bedrooms, living area and kitchen, providing stunning accommodation that the whole family will remember. Parties of all kinds can enjoy home cooked meals in the large open plan kitchen-lounge area and gather around the dining table for drinks or a board game.
6
3
2
2
Holiday prices from  £526
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Ailwood Cottage
Nr Corfe Castle
4.7/5
1 Bedroom spacious holiday cottage near Corfe Castle. Nestled in the heart of the countryside within walking distance of Corfe Castle and the coast. Excellent quality detached accommodation which is highly recommended for walking and beach holidays.
2
1
1
1
Holiday prices from  £414
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Save 20% on stays before 5th February
Save 10% on stays before 19th February
Purbeck Escape
Swanage
4.7/5
3 Bedrooms. Super reviews for this recent addition to our holiday homes. Purbeck Escape is a spacious, newly equipped family home.
6
3
2
0
Holiday prices from  £481
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Save 20% on stays before 5th February
Save 15% on stays before 19th February
Westport Cottage
Wareham
4.9/5
3 bedrooms. A distinctive period holiday cottage to rent in Wareham, in a unique location with tastefully presented interior. This is one of only three cottages built on top of the old Saxon walls in Wareham.
5
3
2
0
Holiday prices from  £446
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Save 20% on stays before 29th January
+2 more discounts
Dream Cottage
Portland
5/5
A stylish, compact cottage - ideal for friends and small families to get together to enjoy the coast, walking and watersports.
6
3
2
0
Holiday prices from  £340
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Save 10% on stays before 19th February
Newton House
Swanage
4.6/5
3 bedrooms. The owners of this spacious seaside home, which is very close to Swanage beach have stylishly furnished with a contemporary and comfortable interior.
6
3
2
0
Holiday prices from  £449
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Save 20% on stays before 29th January
Save 10% on stays before 19th February
West Lodge
Church Knowle, Nr Corfe Castle
4.9/5
Tastefully presented and finished to a high standard, this fabulous holiday home in Church Knowle, will appeal to those of you visiting with extended family and friends. Located just a mile outside Corfe Castle, as the crow flies between Kimmeridge Bay and the golden sands of Studland, you will be truly spoilt for things to see and do.
10
5
3
0
Holiday prices from  £677
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Enjoy

May half term family holidays

Make the most of your time spent with your family with a stay in one of our well-appointed holiday cottages for May half term. Dorset offers a wealth of family-friendly activities. Sandy beaches and coastal walks to fascinating historical sites and charming market towns. Our cottages are designed with families in mind.  They offer spacious living areas, comfortable bedrooms, and all the amenities you need for a stress-free holiday. Whether you’re planning a week-long stay or a shorter break, our May half term family-friendly cottages ensure everyone enjoys a memorable holiday.

Indulge in a

Luxury cottage for May half term

Add a touch of luxury to your May half term break by choosing one of our cottages with hot tubs. After a day spent exploring Dorset’s beautiful countryside, there’s nothing better than relaxing in the warm bubbles of a private hot tub. Our luxury cottages combine modern comforts with picturesque settings.  They are the perfect choice for those who want to unwind and indulge during their holiday in May.

Pet-friendly

Self-catering for May half term

Our dog-friendly cottages for May half term welcome pets.  They offer easy access to dog-friendly beaches, walking trails, and open spaces where your pets can roam freely.  Most of the beaches in Dorset are still open to pets in May.  So its the ideal time to plan your getaway.