Get Away This May

May is the perfect time of year for a holiday or short break and Swanage is the perfect destination! The weather is now warming up which is ideal for all the outdoor activities available in Dorset.

From Swanage, you can easily access wide open beaches for building sand castles and sunset strolls, the Southwest Coastal path for walking, running and climbing and stretches of breathtaking countryside. So why not beat the rush of summer and book your stay today!



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83 Properties found
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Swanage, Dorset

WY389

(No dates selected)

£390 - £836
per week
From £303 for a 3-night stay
  • 3 Star Gold
  • Speedwell is a delightful 1830’s stone workers cottage, quietly tucked away in the centre of town, and within easy walking distance to the beach.  Set over three floors, Speedwell is brimming with character, has a sea view from the top floor bedroom, and a pretty courtyard to the rear of the property.
  • 3 Guests
  • 2 Bedrooms
  • No Pets
  • 1 Bathroom
  • WiFi
  • Garden
  • On-street parking
  • Open fire or woodburner
  • Beach 0.1 miles
  • Pub 0.1 miles

Swanage, Dorset

WY382

(No dates selected)

£444 - £958
per week
From £343 for a 3-night stay
  • 3 Star Gold
  • Situated in one of the oldest parts of Swanage, this delightful Grade II listed former quarryman's cottage dates back to 1804. Over the years the cottage has been beautifully modernised and refurbished without losing any of its charm.
  • 3 Guests
  • 2 Bedrooms
  • 1 Pet
  • 1 Bathroom
  • WiFi
  • Garden
  • Enclosed garden
  • Open fire or woodburner
  • Beach 1 mile
  • Pub 0.1 miles

Swanage, Dorset

WY398

(No dates selected)

£345 - £671
per week
From £269 for a 3-night stay
  • 3 Star
  • Centrally located in the delightful seaside town of Swanage, this sunny top floor apartment has two bedrooms, one of which has superb sea views. The Crows Nest has been recently renovated and comfortably furnished, with a light and airy open plan kitchen/living area.
  • 3 Guests
  • 2 Bedrooms
  • No Pets
  • 1 Bathroom
  • WiFi
  • Open fire or woodburner
  • Pub 0.1 miles

Swanage, Dorset

WY415

(No dates selected)

£423 - £890
per week
From £327 for a 3-night stay
  • 3 Star
  • Two Hoots is a lovely, traditional Purbeck stone cottage in the town, just a short walk from the beach. Perfect for a couple or family (sleeps 3)
  • 3 Guests
  • 2 Bedrooms
  • 1 Pet
  • 1 Bathroom
  • WiFi
  • Garden
  • Enclosed garden
  • On-street parking

Swanage, Dorset

WY411

(No dates selected)

£427 - £820
per week
From £330 for a 3-night stay
  • 4 Star
  • Centrally located in the seaside town of Swanage and perfect for couples
  • 3 Guests
  • 2 Bedrooms
  • No Pets
  • 1 Bathroom
  • WiFi
  • Private parking
  • Beach 0.1 miles
  • Pub 0.1 miles

Swanage, Dorset

WY469

(No dates selected)

£445 - £874
per week
From £344 for a 3-night stay
  • 4 Star
  • This charming town cottage offers well thought out and sympathetically presented accommodation over 2 floors in an ideal location to explore the Victorian seaside town of Swanage. Dating back to the early nineteenth century, Cutter Cottage is tucked away in a pretty side street just back from the town high street.
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 1 Bathroom
  • WiFi
  • Garden
  • Private parking
  • Beach 0.1 miles
  • Pub 0.1 miles

Somerset

WY473

(No dates selected)

£625 - £1340
per week
From £479 for a 3-night stay
  • 4 Star Gold
  • This stunning modern cottage is located in 13 acres of countryside with access to indoor heated swimming pool, sauna, steam room and gym.
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 2 Bathrooms
  • Garden
  • Enclosed garden
  • Private parking
  • Sauna
  • Swimming pool
  • Tennis court
  • Beach 19 miles
  • Pub 2 miles

Bridport, West Dorset

WY439

(No dates selected)

£427 - £901
per week
From £330 for a 3-night stay
  • 4 Star
  • Wheatsheaf Cottage is located in the pretty village of Askerswell, just a short drive from the vibrant market town of Bridport and the beaches at West Bay.  An ideal base for a family wanting to explore the Jurassic coast!
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 1 Bathroom
  • Garden
  • Enclosed garden
  • Private parking
  • Beach 4 miles

Dorchester, West Dorset

WY408

(No dates selected)

£423 - £890
per week
From £327 for a 3-night stay
  • 3 Star Gold
  • Ruth’s is a converted detached coach house which lies in the centre of Charminster, a village steeped in history and at the centre of a Conservation Area. This perfect family cottage, which is cosy in the winter and airy in the summer, is just 2 miles from the county town of Dorchester, and 6 miles from Cerne Abbas, home of the iconic Cerne Abbas giant.
  • 4 Guests
  • 2 Bedrooms
  • 1 Pet
  • 1 Bathroom
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Beach 9 miles

Charmouth, West Dorset

WY426

(No dates selected)

£293 - £601
per week
From £230 for a 3-night stay
  • 3 Star
  • Situated in the rural village of Ryall, Castle View is a cosy two bed apartment on the first floor of a whitewashed cottage. Just a short car ride from the dog friendly Five Bells Inn the apartment offers the perfect countryside retreat close to the beautiful Jurassic coast.
  • 4 Guests
  • 2 Bedrooms
  • 2 Pets
  • 1 Bathroom
  • WiFi
  • Enclosed garden
  • Private parking
  • Beach 1 mile
  • Pub 1 mile

Swanage, Dorset

WY484

(No dates selected)

£540 - £1158
per week
From £415 for a 3-night stay
  • A unique and spacious bungalow nestled within a quiet, private clifftop estate with beach access.
  • 4 Guests
  • 2 Bedrooms
  • 2 Pets
  • 1 Bathroom
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Open fire or woodburner
  • Beach 0.1 miles
  • Pub 0.5 miles

Weymouth, West Dorset

WY435

(No dates selected)

£405 - £851
per week
From £314 for a 3-night stay
  • 4 Star
  • 5 At the Beach is a newly renovated property located in one of the many character buildings on Weymouth’s esplanade. An excellent base in this popular seaside resort with its vast array of shops, restaurants, bars and attractions right on the doorstep.
  • 4 Guests
  • 1 Bedroom
  • No Pets
  • 1 Bathroom
  • WiFi
  • On-street parking
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