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2,709 Holiday Cottages in Dorset, the South West of England

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The Bungalow

The Bungalow

Lyme Regis, Dorset

2

The Bungalow at Victoria House is a delightfully spacious one-bedroom property in the picturesque seaside town of Lyme Regis, Dorset. Formerly the station hotel, the property has recently been converted into several apartments, with this detached bungalow located within the…

  • Pets Allowed
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £599
Winkle Cottage

Winkle Cottage

Weymouth, Dorset

6

Winkle Cottage is a delightful cosy retreat, located just off of Hope Square and Brewer’s Quay in the heart of Weymouth. Weymouth's historic harbour is just a 2 minute walk away and this central location provides easy access to Weymouth’s town and award winning blue flag…

  • Internet
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  • Coast Nearby
Weekly from £599
Old Higher Lighthouse Branscombe Lodge

Old Higher Lighthouse Branscombe Lodge

Portland Bill, Dorset

4

Situated just forty feet from the Old Higher Lighthouse, this upside down detached Grade II listed cottage makes the most of the fantastic sea and coastal views, as the whole of the first floor is given over to a light and airy sitting and dining room with windows on all four…

  • Swimming Pool
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £598
Tidal Drift

Tidal Drift

Wyke Regis, Dorset

5

A lovely and well-presented holiday home resting just moments from the beautiful stetch of sandy beach known as Smallmouth Bay, on the edge of the mesmerising Portland Harbour and Ferrybridge. This truly tranquil setting makes Tidal Drift a wonderful base for a family or group…

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  • Coast Nearby
Weekly from £598
Swanage Bay

Swanage Bay

Swanage, Dorset

4

50A High Street is a beautiful first-floor apartment in Swanage, the perfect place for a family holiday or a group of friends to come stay. It's got a chic décor, contemporary amenities and is just a stone's throw away from the sandy beach. Park up on the roadside before making…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £598
Pointers View

Pointers View

Weymouth, Dorset

4

Based in the gated development of fashionable apartments, Pointer’s View is a stylish and generous apartment set across the upper-ground floor. Benefitting from partial sea views through the trees, Pointers View is a great base for two couples looking to escape to this…

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Weekly from £598
Hurdlemakers Hut

Hurdlemakers Hut

Piddletrenthide, Dorset

2

Resting on the outskirts of the lovely village of Piddletrenthide, Dorset, just a short distance from Dorchester, lies this delightful, shepherd's hut, Hurdlemakers Hut. Boasting off-road parking, an inviting, studio-style living area, and a gorgeous, countryside setting…

  • Internet
Weekly from £598
Chapelhay Cottage

Chapelhay Cottage

Weymouth, Dorset

4

Chapelhay Cottage is a delightful, terraced property resting in the bustling seaside town of Weymouth. With nearby amenities and attractions, this wonderful abode is ideal for friends and families looking for a coastal base in Dorset. Be welcomed into a light and airy…

  • Pets Allowed
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £598
Cottage in Briantspuddle, Dorset

Cottage In Briantspuddle, Dorset

Briantspuddle, Dorset

4

This charming Grade II listed 18th century former stables sits in the heart of an idyllic rural English village where many of the properties are thatched. Full of character, the property boasts exposed beams and vaulted ceilings. If you can bear to tear yourself away you are…

  • Internet
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Weekly from £597
Blueberry Cottage

Blueberry Cottage

Cerne Abbas, Dorset

5

Nestled in the picturesque village of Cerne Abbas, surrounded by unspoilt countryside, rests this fabulous holiday home, Blueberry Cottage. This beautiful dwelling offers three bedrooms and is just a stone's throw away from breath-taking nature walks; a fabulous location to…

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Weekly from £597
Bliss On The Bay

Bliss On The Bay

Weymouth, Dorset

4

Bliss on the Bay is a wonderfully positioned apartment resting along Weymouth’s attractive seafront and provides the perfect home away from home for a family or group of friends looking for a staycation along the spectacular Jurassic Coast. Opposite the beautiful award winning…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £597
House in Osmington, Dorset

House In Osmington, Dorset

Osmington, Dorset

6

Set within the pretty village of West Knighton, this grade II listed building has been sympathetically converted from a former village school. Offering individual character and an enviable setting, this spacious property is ideal for visiting both the coast and countryside. Why…

  • Internet
  • Pub Nearby
  • Coast Nearby
  • Open Fire
Weekly from £596
House in Shipton Gorge, Dorset

House In Shipton Gorge, Dorset

Shipton Gorge, Dorset

6

Surrounded by walking opportunities and places to get out and about amongst Dorset s diverse scenery, this retreat is perfect for both hardcore adventurers and leisurely strollers alike. Take your pick of country routes nearby, or head 8 miles away to explore Golden Cap and the…

  • Pub Nearby
  • Coast Nearby
  • Open Fire
Weekly from £596
Monmouth Cottage

Monmouth Cottage

Lyme Regis, Dorset

6

Enjoying a superb location in the heart of bustling Lyme Regis in Dorset, is this traditional cottage, Monmouth Cottage. The perfect destination for families on holiday, the cottage is a period property which has been sympathetically refurbished and boasts a wealth of original…

  • Internet
  • Pub Nearby
  • Coast Nearby
  • Open Fire
Weekly from £596
Blue Yonder

Blue Yonder

Weymouth, Dorset

5

Blue Yonder, is a period ground-floor apartment located at Greenhill overlooking Weymouth Bay in Dorset sleeping five people in two bedrooms. With its own private lawned garden with a patio area and direct access to the Esplanade and straight onto the pebbled Greenhill beach,…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £596
Brew House Cottage

Brew House Cottage

Sherborne, Dorset

4

Brew House is a semi-detached, 17th century cottage in the curtilage of Clifton Maybank House. Beautifully renovated, it combines traditional features with modern styling. A shaker-style, well-equipped kitchen/diner includes a large table, and seating for up to 10 people. The…

Weekly from £595
Seascape

Seascape

Lyme Regis, Dorset

4

Thanks to its top-floor location, this stunning apartment, Seascape offers simply breath-taking views overlooking Marine Parade in Lyme Regis in Dorset. Ideal for families or couples, Seascape is equipped with everything your holiday party needs for an enjoyable and fun-filled…

  • Pets Allowed
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £594
Milton House

Milton House

Weymouth, Dorset

5

Milton House, a well-presented mid-terraced holiday property, located in a residential area just outside of the centre of Weymouth in Dorset. With off-road parking and a short stroll to the centre of the beach resort, this house is suitable for both friends and family. Step into…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £594
Heather Cottage

Heather Cottage

Osmington, Dorset

4

Delightful Heather Cottage is a wonderful thatched cottage, brimming with character and charm with clever stylish touches throughout. The accommodation is light and bright, and includes an open layout on the ground floor where you will find an entry hall and dining room as you…

  • Baby Friendly
Weekly from £594
Cottage in Sherborne, Dorset

Cottage In Sherborne, Dorset

Sherborne, Dorset

4

The peaceful, rural village of Middlemarsh is the ideal choice for those seeking relaxation as well as easy access to local attractions. Nearby Sherborne is rich in history and home to an Abbey, which dates to Saxon times, two castles and renowned schools. Its pretty centre has…

  • Internet
  • Pub Nearby
  • Open Fire
Weekly from £593

We've found 2,709 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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