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1,422 Holiday Cottages in Dorset, the South West of England

Accommodation sleeping 5 or more people

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The White Cottage

Weymouth, Dorset

9

The White Cottage enjoys a central location in the coastal town of Weymouth, Dorset. This lovely, detached home has four spacious bedrooms, ideal for families and friends searching for a seaside break with much to see and do. Leave your vehicle in an off-road parking space…

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Weekly from £988

Chestnut Cottage, Rodden

Rodden Near Abbotsbury, Dorset

9

Portesham 1.6 miles. Delightfully situated on a working farm in the picturesque hamlet of Rodden, lies Chestnut Cottage, a charming and traditional cottage close to the stunning World Heritage Jurassic coastline and neighbouring countryside. This property was once an old stone…

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Weekly from £971

15 Hardwick Street

Weymouth, Dorset

9

On a terrace street in central Weymouth, you can discover this fabulous property hiding in plain sight; 15 Hardwick Street looks like a period three-storey end-terrace Townhouse in Weymouth Dorest only 3 minute walk to the beach, but inside it has been beautifully decorated to…

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Weekly from £942

Heselwood

Lyme Regis, Dorset

9

Sitting in the heart of Lyme Regis is this beautiful, detached holiday home with sea views, Heselwood. This pet-friendly property is close to the beach and local amenities, whilst offering a unique interior, well-equipped kitchen, family-friendly facilities, and a private garden…

  • Pets Allowed
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £917

Cottage In Monkton Wyld, Dorset

Monkton Wyld, Dorset

9

Tucked at the end of its own private driveway and on the Devon and Dorset border, this delightful property is in the charming village of Monkton Wyld, which is a rural haven bordered by unspoilt countryside and acres of ancient woodland. This beautiful holiday let has…

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Weekly from £884

Cottage In Isle Of Purbeck, Dorset

Isle Of Purbeck, Dorset

9

This fantastic cottage lies in the idyllic coastal village of Worth Matravers, nestling in the rolling Purbeck Hills. This is a fantastic area for walking, and a pleasant stroll will take you to the sea where you can enjoy the spectacular Jurassic coastline. The coastal path…

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Weekly from £822

Bay Cottage

Weymouth, Dorset

9

Bay Cottage is an attractive, three-storey detached house situated in the heart of Weymouth, Dorset. Just moments away from the picturesque old harbour, Bay Cottage is a wonderful place to call home for a family looking to holiday in this ever-popular Dorset location. Step…

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Weekly from £822

Jurassic Sea View

Lyme Regis, Dorset

9

Elevated to enjoy stunning seaside views, this contemporary detached house offers a base for your Jurassic coast adventure only a short distance from the town centre. With spacious living areas and sleeping nine guests, this property is perfect for families or groups of adults.…

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Weekly from £727

Bay View

Swanage, Dorset

9

Set in an elevated position in Swanage, Dorset lies this inviting holiday home, Bay View. With stunning views from the delightful garden and an interior filled with home comforts, this holiday home makes a fabulous choice for a large family gathering or a break with friends. On…

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Weekly from £564

Spacious, Beautiful Luxury Home - Short Walk …

Poole, Dorset

9

A beautiful, spacious home suitable for families and discerning friends. The detached property is superbly maintained, warm and very comfortable with a short walk through a wooded chine to the wonderful beaches of Sandbanks in Poole and Bournemouth and The Purbecks.The kitchen…

  • Pets Allowed
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £4466

Private Detached Cottage to Rent On Chesil …

Abbotsbury, Dorset

9

Greenbanks is the last house along the coastal path, between Abbotsbury and West Bexington, and this detached holiday property is situated on Chesil Beach and has wonderful, uninterrupted views of the sea and sky. The house has been completely refurbished, having been a…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £2772

Homelands - Five Bedroom House, Sleeps 9

Studland, Dorset

9

Homelands is within a short walk to the sandy beach at Studland - owned by the national trust. This family holiday home retains a plethora of its original features and has stunning views over the hills and to the sea. Studland village is the starting point of the South West…

  • Pets Allowed
  • Internet
  • Open Fire
Weekly from £2443

Homelands in the Beautiful Swanage

Swanage, Dorset

9

Homelands is within a short walk to the sandy beach at Studland - owned by the national trust. This family holiday home retains a plethora of its original features and has stunning views over the hills and to the sea.Studland village is the starting point of the South West Coast…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Open Fire
Weekly from £2352

Lower Farm House is Situated in the …

Sherborne, Dorset

9

Lower Farm is situated in the small village of Over Compton and is ideally situated for exploring the counties of Dorset and Somerset. This generous property built in 1665 and Grade II listed has retained its charm and character with extensive flagstone floors and two inglenook…

  • Pets Allowed
  • Baby Friendly
Weekly from £2317

Perfect Family House near Beach - Great …

Boscombe, Dorset

9

Space for all the kids, the grandparents and even some friends too.You couldn’t choose a better location for this large home if you tried – 10 minutes in either direction to shops, bars and restaurants, and even less to the beach! The garden is a sun trap, perfect for…

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Weekly from £2100

Stunning Spacious Holiday Home with Hot Tub …

Corfe Castle, Dorset

9

Set in stunning countryside close to historic Swanage and Corfe Castle this spacious holiday home has four good sized bedrooms (two of which are ensuite),a well equipped kitchen, sizeable living room, generous dining room, ample parking and a large enclosed garden. You can relax…

  • Pets Allowed
  • Hot Tub / Jacuzzi
  • Baby Friendly
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £2058

Bournecoast: Stylish Interior - 1950 Retro Theme …

Southbourne, Dorset

9

Bournecoast are pleased to offer this beautiful family home with its stylish interior and 1950's retro theme. The house benefits from five bedrooms, two bathrooms and a large conservatory. The house is located in the sought-after Hengistbury Head area and is just a short walk…

  • Pets Allowed
  • Internet
  • Coast Nearby
Weekly from £1974

The White Cottage, Pet Friendly, Country Holiday …

Weymouth, Dorset

9

The White Cottage rests in Weymouth and can sleep nine people in four bedrooms. This detached property consists of a kitchen/diner with an electric oven, hob, microwave, fridge/freezer, dishwasher, a breakfast bar, and dining seating for ten, as well as a sitting room with TV.…

  • Pets Allowed
  • Internet
  • Coast Nearby
Weekly from £1729

July Aug Availability Amazing Sea Views in …

Worth Matravers, Dorset

9

Wow factor 5 bedroom detached house uninterrupted PANORAMIC SEA VIEWS and spacious living areas in an outstanding setting. You can walk direct from the front door to the SW Coast Path in under 10 minutes, and also from the house to Winspit and Seacombe - A SHORT DRIVE to the…

  • Baby Friendly
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £1701

15 Hardwick Street, Pet Friendly, Luxury Holiday …

Weymouth, Dorset

9

This end-terrace house rests in Weymouth, Dorset and can sleep nine people in four bedrooms.15 Hardwick Street is a wonderful end-terrace property resting in the heart of Weymouth, Dorset. Hosting four bedrooms all with HD TVs, including a king-size bedroom and a triple bedroom…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £1582

We've found 1,422 properties

Explore the South West of England

Big fields, rolling countryside and the stunning Jurassic coast, rich with fossils, make Dorset a beautiful and fascinating place to visit. With abundant wildlife, ancient woodlands and the South West Coast Path National Trail running through, it's a great place for walkers and naturalists. Lots of historic houses and gardens to visit too.

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