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2,694 Holiday Cottages in Dorset, the South West of England

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Elderwood Retreat

Elderwood Retreat

Mangerton, Dorset

10
20

Set in fourteen glorious acres, Elderwood Retreat epitomises the very best in luxury self-catering holiday accommodation. Sleeping up to twenty guests in ten exquisite bedrooms, this magnificent retreat is the perfect pick to bring the generations or your very favourite friends…

  • Hot Tub / Jacuzzi
  • Internet
  • Open Fire
Weekly from £9647
Tudor Grange

Tudor Grange

Bournemouth, Dorset

12
24

Tudor Grange, a beautiful, grand abode rests in the heart of bustling Bournemouth, along the coast in Dorset. With the luxury of a hot tub, en-suite bedrooms, and being well-positioned to explore nearby amenities and attractions, Tudor Grange welcomes big groups of families and…

  • Internet
  • Pub Nearby
Weekly from £7051
The Downwood

The Downwood

Blandford Forum, Dorset

8
16

The Downwood is a truly breath-taking detached holiday home nestled in Dorset’s picturesque countryside on the edge of Blandford Forum. This fabulous, dog friendly holiday home benefits from a fun-filled outdoor area including an outdoor pool, a tennis court, a badminton and…

  • Pets Allowed
  • Swimming Pool
  • Internet
  • Pub Nearby
Weekly from £5964
Panorama House

Panorama House

Bournemouth, Dorset

7
12

Panorama House sits on a cliff top with truly panoramic views that span across Bournemouth and Poole Bays, from the World Heritage Jurassic Coast past the busy town of Bournemouth, to the Solent and Isle of Wight beyond. Overall, the house has the best views of Bournemouth’s…

  • Pets Allowed
  • Internet
  • Pub Nearby
  • Open Fire
Weekly from £5837
Hook Sands

Hook Sands

Poole, Dorset

7
14

Hook Sands is situated right next to the beautiful Sandbanks beach. Sleeps 14 in 7 bedrooms, 6 of which are on the first floor and one on the ground floor. 3 en-suite bathrooms and a wet room. This beautiful, beach-fronting home is the result of careful planning and design by…

  • Internet
  • Pub Nearby
Weekly from £5575
Milton Manor

Milton Manor

Milton On Stour, Dorset

14
33

Nestled in the heart of the picturesque Dorset village of Milton on Stour you’ll find the impressive Milton Manor. Sat on six acres of private landscaped gardens this 14 bedroom Georgian home caters for all. A former family home with bed and breakfast, this grand venue has…

  • Hot Tub / Jacuzzi
  • Baby Friendly
  • Internet
  • Pub Nearby
  • Open Fire
Weekly from £4907
House in Bridport, Dorset

House In Bridport, Dorset

Bridport, Dorset

17

Just half a mile from an idyllic village with its friendly local pub, and only three miles from the Jurassic Coast. The local village provides shops with local produce including fresh bread, pastries, cheese and local beer, gin and wine you won t have to go far for these tasty…

  • Swimming Pool
  • Hot Tub / Jacuzzi
  • Pub Nearby
  • Coast Nearby
  • Open Fire
  • Sky TV
Weekly from £4080
Driftwood

Driftwood

Poole, Dorset

6
12

Modern beach-front house offers amazing coastal and sea views and has direct access to the award winning Sandbanks beach. Exceptional views from many of the light and airy rooms, a perfect location for a family seaside holiday. There is a private path from the rear of the house…

  • Internet
  • Pub Nearby
Weekly from £3993
Holwell

Holwell

Poole, Dorset

4
8

Beautiful beachfront cottage, with direct access to the award winning Sandbanks beach and views over to Old Harry Rocks and the Purbecks. On entry there is an open plan living, kitchen and dining area. To the rear of the property there is a king bedroom and twin bedroom, both…

  • Pets Allowed
  • Internet
  • Pub Nearby
  • Open Fire
Weekly from £3903
Park House

Park House

Dorchester, Dorset

19

Situated within the grounds of the Came House Estate, Park House is a combination of our two handsome houses, The Garden House and The Courtyard House, which together can accommodate up to 19 guests in style. Dating from the mid 18th century, both properties enjoy the splendour…

Weekly from £3854
House in Bridport, Dorset

House In Bridport, Dorset

Bridport, Dorset

21

Bridport is a coastal town in Dorset with a pleasant high street populated by independent shops and brand leaders. A bustling market town, it is also well known for its proximity to the harbour village of West Bay made famous by ITV series Broadchurch. Avid walkers will enjoy…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £3780
Samphire Sands

Samphire Sands

Poole, Dorset

4
8

Samphire Sands is an unrivalled beachfront property that exceeds expectations. Following an extensive refurbishment & redecoration, this magnificent property is being offered to the Holiday Lettings market for the first time this season. It offers spectacular 360-degree…

  • Pets Allowed
  • Internet
  • Pub Nearby
Weekly from £3616
House in Corfe Castle, Dorset

House In Corfe Castle, Dorset

Corfe Castle, Dorset

19

This Grade II listed country house offers extensive accommodation over several levels. The main house sleeps 11 guests, while the adjoining self contained three bedroom cottage sleeps an additional eight guests. Corfe Castle is a beautiful village with a wide range of…

  • Internet
  • Pub Nearby
  • Coast Nearby
  • Open Fire
Weekly from £3443
Rona Beach

Rona Beach

Poole, Dorset

4
8

One of three houses on the Sandbanks causeway built by a world renowned architect who kept one for himself. It has been reimagined for the 21st century by the family's next generation to deliver a high end experience whilst retaining the feeling and function of the practical…

  • Pets Allowed
  • Internet
  • Pub Nearby
Weekly from £3345
House in West Bay, Dorset

House In West Bay, Dorset

West Bay, Dorset

15

Set within expansive private grounds, this stylish, detached property overlooks the Dorset countryside from its high vantage point. Accessed via country lanes, this spacious, bright and airy house is ideal for exploring the coast and town, which are within easy reach. Nearby…

  • Internet
  • Pub Nearby
  • Open Fire
Weekly from £3220
Tamarisk

Tamarisk

Poole, Dorset

4
9

We are delighted to introduce this amazing property to the Rumsey Bespoke portfolio. Located in a private and elevated position on the edge of Poole Harbour, Tamarisk is flooded with crisp seaside light and boasts panoramic sea views across the harbour and over to Brownsea…

  • Pets Allowed
  • Swimming Pool
  • Hot Tub / Jacuzzi
  • Internet
  • Pub Nearby
Weekly from £3117
Beach Side

Beach Side

Poole, Dorset

4
8

Welcome to Beach Side, a haven of tranquility with panoramic ocean views. Beach Side has been is an adored family home, owned by the same family for over 70 years. It has become a home away from home for not only them but guests that have been fortunate enough to stay. A perfect…

  • Pets Allowed
  • Internet
  • Pub Nearby
Weekly from £2927
Baytree Lodge

Baytree Lodge

Osmington, Dorset

5
10

This exquisite holiday home, tucked away in the village of Osmington (less than a mile from the sea) and backing onto countryside, ticks all the boxes for a perfect memorable family holiday. From the moment you walk into this modern spacious property you will be wowed with its…

  • Swimming Pool
  • Internet
  • Pub Nearby
Weekly from £2920
Sherborne Cottage

Sherborne Cottage

Sherborne, Dorset

3
6

Sherborne Cottage holds a wonderful location in the heart of the popular Dorset town of Sherborne, where a variety of excellent pubs and restaurants as well as helpful supermarkets can be found within walking distance. The cottage is owned by the neighbouring hotel and so guests…

  • Hot Tub / Jacuzzi
  • Internet
  • Open Fire
Weekly from £2903
Cottage in Highcliffe, Dorset

Cottage In Highcliffe, Dorset

Highcliffe, Dorset

12

Highcliffe is a small coastal town boasting both beautiful beaches and superb views. Take a walk through the nature reserve, where wildlife abounds, or visit the historic clifftop castle, which overlooks the beach. You will find a good variety of shops, cafes, and restaurants in…

  • Swimming Pool
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £2767

We've found 2,694 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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