Dorset Summer Holidays

Dorset is the perfect destination for your next family holiday and what better time to explore together than in the warm summer months? Stumble upon secret coves, crystal clear waters and admire some breath-taking sunrises.

We have a fantastic collection of over 90 properties throughout Dorset, so you are sure to find a holiday cottage which is perfect for you to create those ever-lasting family holiday memories.

So, what are you waiting for? Book your summer holiday today!


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62 Properties found
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Dorchester, Dorset

WY408

£375 - £850
per week
From £281 for a 3-night stay
  • 3 Star Gold
  • The perfect family cottage, located in the picturesque village of Charminster, just 2 miles from the county town of Dorchester, and 6 miles from Cerne Abbas, home of the Cerne Abbas giant.
  • 4 Guests
  • 2 Bedrooms
  • 1 Pet
  • 1 Bathroom
  • Beach 9 miles
New Property

Weymouth, Dorset

WY435

£358 - £811
per week
From £269 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.
  • 4 Guests
  • 1 Bedroom
  • No Pets
  • 1 Bathroom
New Property

Bridport, Dorset

WY439

£380 - £861
per week
From £285 for a 3-night stay
  • 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
  • Beach 4 miles
New Property

Weymouth, Dorset

WY434

£358 - £811
per week
From £269 for a 3-night stay
  • 4 Star
  • 4 at the Beach is a stunning contemporary first floor flat located right on Weymouth beach front
  • 4 Guests
  • 1 Bedroom
  • No Pets
  • 1 Bathroom
New Property

Charmouth, Dorset

WY426

£248 - £561
per week
From £186 for a 3-night stay
  • Castle View is a charming two-bedroom apartment on the first floor of a whitewashed cottage overlooking the stunning Dorset landscape in the peaceful village of Ryall. Just a short distance from the dog friendly Five Bells Inn and Felicity’s Farm & Coffee shop, this cosy property offers the perfect family retreat with the coast and countryside on your doorstep.
  • 4 Guests
  • 2 Bedrooms
  • 2 Pets
  • 1 Bathroom
  • Beach 1 mile
  • Pub 1 mile
New Property

Langton Herring, Dorset

WY431

£356 - £806
per week
From £267 for a 3-night stay
  • Badgers Cottage is situated in the heart of Langton Herring Village, a stone’s throw from the Elm Tree Inn and within easy access of Fleet Lagoon and beyond. An ideal base for a family wanting to explore the Dorset coast and countryside.
  • 4 Guests
  • 2 Bedrooms
  • 1 Pet
  • 1 Bathroom
  • Beach 5 miles
  • Pub 1 mile
  • Open fire or Woodburner
New Property

Weymouth, Dorset

WY436

£425 - £964
per week
From £319 for a 3-night stay
  • Casa Merocca is a quaint stone fronted terraced house situated in a residential street, just a stone’s throw away from Weymouth’s historic harbour. Great for a family holiday providing an excellent base to discover the Jurassic Coast and Dorset Countryside.
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 1 Bathroom
  • Beach 1 mile

Bridport, Dorset

WY396

£360 - £816
per week
From £270 for a 3-night stay
  • 3 Star
  • Rope Cottage is located just a short walk from the centre of Bridport; one of the most vibrant market towns in Dorset, with an eclectic mix of events and cultural activities taking place throughout the year. Surrounded by some very famous hills, there are endless walking opportunities, as well as cycle trails. West Bay is the closest beach, at approximately 1 mile from Bridport; with its stunning cliffs, busy harbour and recent ‘Broadchurch’ fame. Part of a terrace of traditional rope cottages; the property has lots of character including beautiful stained glass doorways, wood panel walls on the first floor landing, and a a wood burner.
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 1 Bathroom
  • Beach 2 miles
  • Open fire or Woodburner

Bridport, Dorset

WY400

£498 - £1128
per week
From £374 for a 3-night stay
  • 3 Star Gold
  • Allviews is the prefect family holiday cottage; lots of character, an enclosed rear garden, lovely views stretching far across the surrounding countryside, spacious, whilst also being a cosy and welcoming base from which to explore West Dorset!
  • 5 Guests
  • 3 Bedrooms
  • 1 Pet
  • 2 Bathrooms
  • Beach 6 miles
  • Pub 0.5 miles
New Property

Weymouth, Dorset

WY458

£448 - £1014
per week
From £336 for a 3-night stay
  • Fisherbridge is the perfect place for a family get away, located close to the beach and local shops you have plenty to do on your doorstep!
  • 5 Guests
  • 3 Bedrooms
  • No Pets
  • 1 Bathroom
  • Beach 1 mile
  • Pub 0.2 miles

Swanage, Dorset

WY328

£370 - £859
per week
From £278 for a 3-night stay
  • 3 Star Gold
  • Here is a magnificent cottage with exposed Purbeck stone walls that add extra character, ten minutes from the beach and town centre and three bedrooms.
  • 5 Guests
  • 3 Bedrooms
  • No Pets
  • 1 Bathroom
  • Pub 0.1 miles

Swanage, Dorset

WY384

£335 - £1030
per week
From £251 for a 3-night stay
  • 3 Star Gold
  • A delightful bungalow perfect for groups of up to 6
  • 6 Guests
  • 2 Bedrooms
  • No Pets
  • 2 Bathrooms
  • Beach 1.3 miles
  • Pub 0.3 miles
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