Family-friendly Cottages

Going on holiday is a special occasion and Dorset is a great destination for the whole family to enjoy. The county offers loads of outdoor activities and family attractions to visit, so there is never a dull moment to be had.   

Make your stay truly memorable by staying in one of our holiday cottages in our family-friendly collection, which our team have hand-picked to suit families visiting the beautiful county of Dorset. Don't forget to check the features tab of the property descriptions as some of our holiday cottages provide high chairs, travel cots and stair gates for younger visitors.



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89 Properties found
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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

Bridport, West Dorset

WY466

(No dates selected)

£461 - £1013
per week
From £356 for a 3-night stay
  • 4 Star
  • East Cliff view is the perfect place for a family holiday, located within steps to the beach, shops and harbour; you have all you need on your doorstep.
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 1 Bathroom
  • WiFi
  • Private parking
  • Beach 0.1 miles
  • Pub 0.1 miles

Langton Herring, West Dorset

WY431

(No dates selected)

£403 - £846
per week
From £312 for a 3-night stay
  • 3 Star
  • 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
  • WiFi
  • Enclosed garden
  • On-street parking
  • Open fire or woodburner
  • Beach 5 miles
  • Pub 1 mile

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
  • Sauna
  • Swimming pool
  • Tennis court
  • Beach 19 miles
  • Pub 2 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

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

Weymouth, West Dorset

WY436

(No dates selected)

£474 - £1004
per week
From £366 for a 3-night stay
  • 4 Star
  • 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
  • WiFi
  • Enclosed garden
  • On-street parking
  • Beach 1 mile

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

Swanage, Dorset

WY326

(No dates selected)

£390 - £826
per week
From £303 for a 3-night stay
  • 3 Star
  • A bright first floor flat with stunning panoramic views towards the Purbeck Hills and sea glimpses of Swanage Bay towards the Isle of Wight. The property is within a ten minute walk from the town centre, the high street and beach. With allocated parking at the rear of the building, accessed via a slope to the side of the property. 
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 1 Bathroom
  • Private parking
  • Pub 0.1 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

WY129

(No dates selected)

£373 - £684
per week
From £290 for a 3-night stay
  • 3 Star
  • A second floor flat, only a five minute walk from the town centre and beach. The property is accessed from the first floor at the rear of the building with a short flight of stairs. Situated in the older part of the town near to the Millpond and conveniently close to local shops. This light and airy flat has views over the town and across to the Purbeck Hills from the lounge.
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 1 Bathroom
  • WiFi
  • Private parking
  • Pub 0.1 miles

Swanage, Dorset

WY433

(No dates selected)

£489 - £1069
per week
From £377 for a 3-night stay
  • 3 Star Gold
  • Herbert's Place has been recently refurbished to a high standard and offers a comfortable and welcoming base to explore the beautiful Isle of Purbeck, with 2 bedrooms, 2 bathrooms, private parking and secure rear garden; all within a 5 minute walk of the town centre and sandy beach. A light and airy living room has been thoughtfully decorated with local artwork, comfortable seating, large Smart TV with Free view, plus there’s plenty of books and games for the whole family to enjoy.
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 2 Bathrooms
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Beach 0.2 miles
  • Pub 0.2 miles
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