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Dorset Cottage Holidays, holiday homes to rent in Dorset
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What's on in Dorset in May 2025

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As we wrap up an exciting May in Dorset, with its sunny bank holidays, blooming countryside, and lively festivals, we’d like to thank everyone who joined in the fun! While this year’s calendar is coming to a close, we’re already gearing up for an even more thrilling 2025. Stay tuned for next year’s itinerary of must-see events and special offers. Do you want to keep up-to-date with what’s on in May in Dorset this year and the next? Our email newsletter will keep you up-to-date with the ins and outs of our lovely coastal county, including upcoming events, our favourite attractions and landmarks, and our latest accommodation offers. Sign up today and be the first to hear about what’s happening in 2025!

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May Half Term Cottage

Save 15% on stays before 23rd April
Seaspray image
Seaspray
Swanage
5/5
Located steps away from the sandy beach and traditional promenade in Swanage, Seaspray is a three-bedroom, 1930s-style apartment with panoramic sea views. Situated on the wonderful seafront parade, this town centre location is perfect for families or friends seeking a relaxing coastal escape within a stone’s throw of many of Dorset’s prolific attractions.
5
3
2
0
Holiday prices from  £690
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Save 20% on stays before 2nd April
Save 20% on stays before 23rd April
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Gable Cottage
Corfe Castle
4.8/5
3 bedrooms. Located on a large corner plot, this light and airy family holiday home in Corfe Castle, offers comfortable furnishings and modern fittings. Conveniently situated close to the common and village amenities including the bakery, general store, tea rooms and pubs.
6
3
2
0
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Save 30% on stays before 2nd April
Save 20% on stays before 24th June
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Castle View House
Corfe Castle
5/5
Escape the ordinary at Castle View House, a haven in the countryside that accommodates up to nine guests. With its enchanting views of Corfe Castle, stylish open-plan interiors, and dog-friendly atmosphere, this residence promises a unique and memorable retreat. Nestled in the heart of Corfe Castle village, it provides an ideal setting for switching off from the demands of everyday life and savoring every moment with friends and family. Whether you're captivated by the historic charm of the surroundings or indulging in the comfort of the stylish interiors, Castle View House invites you to create lasting memories in a tranquil and welcoming escape.
9
5
4
1
Holiday prices from  £1,405
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Greenhayes
Langton Matravers
4.8/5
Lovely, traditional cottage with stunning country views to the coast. Ideal for a romantic getaway or for small families. Pet friendly.
4
2
1
2
Holiday prices from  £508
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Save 20% on stays between 14th - 28th Mar
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Brook Cottage
Corfe Castle
4.8/5
Step back in time and enjoy this delightful semi-detached cottage, exuding charm and character throughout. Built in the early 1730s, this distinctive Grade II red bricked cottage, is set in the heart of the historic village of Corfe Castle. This cosy retreat, nestled in the heart of the Purbecks, would surely be able to tell a tale or two! Sitting peacefully at the bottom of the romantic Castle ruins, you will enjoy morning coffee with arguably one of the most impressive backdrops in Dorset.
6
3
3
0
Holiday prices from  £387
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big cottage in swanage exterior and gardens
Lizards Rest
Swanage
4.7/5
4 bedrooms. A great base and comfortable family home. This substantial detached holiday home offers ample accommodation for the extended family in a seaside location. Lizards Rest is the perfect choice for accommodation for large groups in Swanage.
9
4
2
0
Holiday prices from  £528
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Save 20% on stays before 23rd April
+3 more discounts
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The Aspens
Swanage
4.8/5
Delightful light-filled family holiday home, situated just a stone’s throw from beautiful Swanage Pier.
5
2
2
0
Holiday prices from  £359
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Canaan
Worth Matravers
4.9/5
4 bedrooms. A wonderful architecturally designed, large family holiday home in Worth Matravers. Completed to the highest standard and incorporating a sumptuous interior. It’s open plan design, galleried first floor landing and very large kitchen makes this the ideal choice for the extended family, walkers and those of you who wish to relax in this stylish property set in the heart of the English coastal countryside.
8
4
3
2
Holiday prices from  £1,147
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Save 20% on stays before 9th April
+2 more discounts
Angel Cottage
Angel Cottage
Swanage
4.7/5
Nothing is more refreshing than a coastal holiday near the sea and if you’re looking for a cosy, quaint cottage, Angel Cottage should be first on your wishlist. This mid terrace cottage is the perfect base to discover miles of heritage coastline or relax and unwind on the blue flag sandy beach
2
1
1
2
Holiday prices from  £246
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Honeysuckle Cottage
Kingston, Nr Corfe Castle
4.8/5
This two-bedroom + annex Purbeck stone cottage is tucked away in the very quiet village of Kingston, near Corfe Castle. Escape the everyday, with luxury interiors and enhancing views! Pet-friendly.
6
3
2
2
Holiday prices from  £882
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Ridgeview Cottage
Corfe Castle
4.6/5
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  £475
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Save 20% on stays before 2nd April
+2 more discounts
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Valley View
Swanage
4.5/5
A stylish, detached Edwardian home beautifully appointed with large garden, parking and spacious reception rooms.
8
4
3
2
Holiday prices from  £570
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Little Strouds
Sturminster Newton
0/5
A stylish country bolthole, ideally placed for a getaway in the English countryside. Hide away from everyday life and unwind.
2
1
1
2
Contact us for prices
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Mimosa House
Sandford, Wareham
5/5
Mimosa House is a delightful, newly refurbished two-bedroom bungalow, set in a quiet cul-de-sac in Sandford, Wareham. This self-catering accommodation offers plenty of space for a family of 4 and is an ideal spot for a coastal break in Dorset.
4
2
1
0
Holiday prices from  £666
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Save 20% on stays before 9th April
+2 more discounts
1 Westport Cottage Ph3 Web
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  £390
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Save 20% on stays before 23rd April
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Cordwainer’s Cottage
Winfrith Newburgh
4.9/5
Built in the 17th century Cordwainer’s Cottage is a former shoemaker’s workshop that has been lovingly updated to provide a fantastic holiday home for up to 4 guests. Cordwainer’s cottage is set in a secluded village of Winfrith Newburgh. The cottage is ideal for a small family seeking a tranquil escape in Dorset.
4
2
2
1
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Save 15% on stays between 3rd - 30th May
Save 10% on stays before 23rd April
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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  £528
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Save 20% on stays before 23rd April
+2 more discounts
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Garden Flat
Swanage
5/5
Gorgeous, ground floor flat in Swanage with parking and a garden.
4
2
2
0
Holiday prices from  £305
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Save 10% on stays before 9th April
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3 Puddledock Cottage
Sutton Poyntz, Nr Weymouth
5/5
Enjoy soaking up the Dorset sunshine in this newly renovated countryside cottage, tucked away in the quiet village of Sutton Poyntz.
6
3
1
0
Holiday prices from  £413
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Save 20% on stays before 23rd April
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Wye Knot
Swanage
4.8/5
A delightful ground floor apartment with private garden is perfectly placed for a family's getaway, within easy access to Swanage beach and town attractions.
4
2
2
1
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