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2,631 Holiday Cottages in Dorset, the South West of England

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Baytree Lodge

Baytree Lodge

Osmington, Dorset

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
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
Honey House

Honey House

Dorchester, Dorset

10

Escape to the tranquility of Honey House, a stunning lakeside retreat nestled within the picturesque Lakeshore Resort in Dorset. With its spacious, minimalist design featuring five bedrooms, this luxurious holiday house effortlessly accommodates up to ten guests, promising a…

  • Hot Tub / Jacuzzi
  • Internet
Weekly from £2744
Moonbeam Cottage

Moonbeam Cottage

Dorchester, Dorset

10

A striking wood cladded waterfront property with floor to ceiling windows that provide a light and airy living space with fantastic lake views. Glide off the water onto a private jetty and be reclining on the comfortable sofas of your own private decking in just a few strides.…

  • Hot Tub / Jacuzzi
  • Internet
Weekly from £2701
The Headlands

The Headlands

Weymouth, Dorset

6

A true coastal retreat situated on the stunning World Heritage Coastline between Chesil Beach and the Fleet nature Reserve, this well-designed property gives many opportunities to soak up the coastal views in comfort.   Up to six guests can enjoy the delights this…

  • Hot Tub / Jacuzzi
  • Internet
Weekly from £2652
Little Picket

Little Picket

Ringwood, Dorset

12

Ringwood 3 miles. Nestled within the New Forest National Park, on the outskirts of Ringwood in Hampshire is Little Picket, a fabulous, five-bedroom home. With an expansive garden, featuring a hot tub with swim spa, a private tennis court, and a bar, Little Picket also offers…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Open Fire
Weekly from £2646
Langton Barn

Langton Barn

Weymouth, Dorset

10

Nestled in the idyllic Dorset countryside, close to the seaside town of Weymouth, Langton Barn offers all the space and airy openness you’d expect from a lovely barn conversion! You’re surrounded by huge, open fields and the sea in the distance, and the interiors are…

  • Hot Tub / Jacuzzi
  • Internet
Weekly from £2606
The Esplanade

The Esplanade

Weymouth, Dorset

18

The Esplanade is a stunning Georgian, Grade II listed, nine-bedroom holiday dwelling located in the beautiful seaside town of Weymouth, Dorset. Enjoy breathtaking sea views from the comfort of this spacious home, complete with a collection of en-suite bedrooms, free off-road…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £2540
Number Twelve

Number Twelve

Poole, Dorset

8

Fabulous four bedroom, detached home located in Lilliput near Sandbanks overlooking Poole Harbour. The entire house is furnished to a very high standard, with carefully chosen pieces thoughtfully maintained by the owners. The kitchen is very well-equipped, with modern…

  • Pets Allowed
  • Hot Tub / Jacuzzi
  • Internet
  • Open Fire
Weekly from £2509
Beach View

Beach View

Poole, Dorset

8

We are delighted to add this wonderful, beach fronting home to our portfolio for 2023. Located in an elevated position above the beach and offers wonderful panoramic views across the bay stretching from the Isle of Wight to Old Harry Rocks on the Purbecks. With direct access to…

  • Internet
  • Pub Nearby
Weekly from £2509
Allure

Allure

Poole, Dorset

10

Located in the peaceful centre of Sandbanks peninsula, Allure is a bright, spacious and luxurious detached holiday home sleeping up to ten guests in five stunning bedrooms. The house is just a short walk from the famous blue flag beach that stretches eight miles along our…

  • Pets Allowed
  • Internet
  • Pub Nearby
Weekly from £2476
The Orchard Country House

The Orchard Country House

Rousdon, Dorset

26

Nestling in gardens complete with an impressive orchard, is this outstanding holiday home, The Orchard Country House in Rousdon, just outside Lyme Regis on the Devon/Dorset border. Perfect for large gatherings, The Orchard Country House is set within a former boutique hotel and…

  • Internet
  • Pub Nearby
  • Open Fire
Weekly from £2388
Panorama 39

Panorama 39

Poole, Dorset

8

Wake up to a beautiful harbour view in this luxurious, contemporary holiday home. Situated on Sandbanks Peninsula and just a short walk away from the world famous Blue Flag Sandbanks beach, Rick Stein's Restaurant and the yacht clubs. Panorama 39 has been extensively and…

  • Pets Allowed
  • Swimming Pool
  • Hot Tub / Jacuzzi
  • Internet
  • Pub Nearby
Weekly from £2349
Coastguards

Coastguards

Poole, Dorset

6

Frontline property with direct access to a private beach and Poole Harbour This wonderful home is tucked away on Sandbanks in the most historic part of the Dorset coastline. Old Coastguards Road is one of the most historic parts of the peninsula which was well known to seafarers…

  • Internet
  • Pub Nearby
Weekly from £2349
Nautiques

Nautiques

Poole, Dorset

10

Set in the leafy village of Canford Cliffs, just along from Sandbanks Peninsula, this gorgeous five-bedroom house sits beautifully in a tranquil location within walking distance of the village high street. Just a short stroll away you will find…

  • Pets Allowed
  • Internet
  • Pub Nearby
Weekly from £2349
Royal Oak House

Royal Oak House

Motcombe, Dorset

14

Royal Oak House is an incredible high-end property, meticulously converted from a former pub to an exceptional standard. Situated on two acres on the picturesque Dorset-Wiltshire border in Motcombe, Dorset, this period property dates back to 1875. With off-road parking, this…

  • Swimming Pool
  • Internet
  • Pub Nearby
Weekly from £2319
Sanibel

Sanibel

Christchurch, Dorset

10

Nestled in the coastal town of Mudeford, Christchurch, is this beautiful, detached holiday home, Sanibel. Enjoying a superb location just moments away from Avon Beach and local amenities, Sanibel is a fantastic family-friendly choice for a group or family of 10 and their canine…

  • Pets Allowed
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £2230
Grasmere Beach House

Grasmere Beach House

Poole, Dorset

8

Sleeps up to 16 guests with additional bunk beds Located in a private and quiet setting in the heart of the Penisula and just a stone's throw away from eight miles of Blue Flag sandy beaches and the vibrant Poole harbour, this beautiful home is the perfect place for relaxing and…

  • Pets Allowed
  • Internet
  • Pub Nearby
Weekly from £2230
Sweetheart House

Sweetheart House

Dorchester, Dorset

12

This three-storey home allows guests to live in lakeside luxury incorporating flawless design, floor to ceiling windows and stunning views.  Perched on the water’s edge you and your guests can head straight off the lake from your private jetty and into the hot tub to warm…

  • Hot Tub / Jacuzzi
  • Internet
Weekly from £2224
Upside Down House

Upside Down House

Poole, Dorset

10

The Upside Down House is a unique, harbour fronting, Scandinavian, detached house. To the rear there is a lawned garden with gentle steps down to a gate which leads directly onto the harbour beach, making it ideal for paddle boarding and kayaking, perfect for a family holiday by…

  • Internet
  • Pub Nearby
  • Open Fire
Weekly from £2223

We've found 2,631 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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