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The stunning Weymouth harbour, Dorset
The stunning Weymouth harbour, Dorset

Self Catering Holiday Cottages in Weymouth

One of the most popular towns on the south coast of Dorset is Weymouth, which has long been a favourite seaside resort for holiday makers across Britain since the Georgian era. Smaller than nearby Bournemouth, Dorset is frequently rated as one of the top beach destinations in Europe thanks to the cleanliness of the water, beautiful expanse of sand and picturesque harbour, and experienced a revival in popularity after it was used as the official location for sailing at the London 2012 Olympic Games. The natural scenery around the town is ideal for exploring on foot, by bike or even on horseback, there are all kinds of shops and restaurants along the seafront, and there’s a lively events calendar that runs throughout the year and ensures that visitors to Weymouth are never short of things to do when throughout their stay.

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50.661323, -2.601871

A 17th Century character holiday cottage located in a lovely elevated position within the village of Abbotsbury amongst Dorset's coastal hills. Excellent amenities including pubs, tea rooms and craft shops a short stroll away and within walking distance of Chesil Beach (just twenty minutes) makes this a perfect choice for a seaside holiday. Tourist board rating: 3 Star

Weekly guide price:
£470 to £745

2+2  |   1  |   No  |   Yes  |   Yes

Min nights: 7 (off peak) | 7 (peak)

Preferred arrival day: Saturday | 3 Star

50.660824, -2.569231

Within easy reach of the spectacular World Heritage Coast, this historic Grade II listed holiday home sits in the wing of a farmhouse and affords excellent facilities including the use of a hot tub and swimming pool. A remote picturesque position only two miles from Abbotsbury and perfect for discovering the natural beauty of Dorset.

Weekly guide price:
£650 to £800

2  |   1  |   No  |   No  |   Yes

Min nights: 7 (off peak) | 7 (peak)

Preferred arrival day: Friday

50.696991, -2.662457

Upper Westfield is a modern, spacious first-floor holiday apartment in Puncknowle village, a few minutes' stroll from the pub and around a mile (or a 15-minute walk) from the beach. It's ideal for a self-catering holiday with your partner or friends, as it sleeps four people in two bedrooms and has two bathrooms. The holiday home is wonderfully peaceful, benefitting from panoramic views over Bride's Valley, off-street parking, and a garden. The UNESCO Jurassic Coast is nearby. Potential day trips can also include Dorchester, Weymouth, Durdle Door and Lulworth Cove. 

Weekly guide price:
£675 to £850
Short breaks from £100 per night

4  |   2  |   Enquire  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Flexible

50.624706, -2.452870

This elegant holiday home has five bedrooms and can accommodate up to 12 people with ease, providing a quiet base that is within walking distance of the beach, shops, pubs and attractions in Weymouth. It's a fantastic choice for families or friends who love not only its convenient location but also its huge garden with a deck for entertaining, original features that include an open fireplace, and high quality of furnishings that make it feel like a welcoming second home.

Weekly guide price:
£2000 to £3300
Short breaks from £400 per night

12  |   5  |   No  |   Yes  |   Yes

Min nights: 2 (off peak) | 3 (peak)

Preferred arrival day: Friday

50.660329, -2.112144

The perfect retreat just for two within easy reach of Lulworth Cove and Durdle Door on Dorset's World Heritage Jurassic Coastline. Right in the heart of Purbeck, this stylish holiday home provides all the right ingredients for a relaxing break and a great self-catering base for exploring the areas many attractions.  The RSPB Nature Reserve at Arne, from where the BBC Springwatch is broadcast, is very close by.

Weekly guide price:
£520 to £1050
Short breaks from £75 per night

2  |   1  |   2  |   Enquire  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Friday

50.660329, -2.112144

With world class attractions like Lulworth Cove and Durdle Door just a few miles away and incredible walking on the doorstep, this stylish contemporary holiday apartment just for two provides a superb base for relaxing and exploring. Located on the Isle of Purbeck, the Jurassic Coast, Poole and Wareham are all within easy reach.  The RSPB Nature Reserve at Arne, from where the BBC Springwatch is broadcast, is very close by.

Weekly guide price:
£450 to £795
Short breaks from £65 per night

2  |   1  |   1  |   Enquire  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Friday

50.642401, -2.462129

Lorton House is an elegant Victorian country house with loads of space for up to 16 people, multiple reception rooms and 16 private acres of grounds. It's a luxurious self-catering property for big groups in Weymouth, just three miles from the beach, harbour and town centre, and ideal whether you are getting together with friends to celebrate a milestone event or catching up with your extended family. There is a pub less than two miles away, and you don't have to leave the grounds to enjoy a leisurely walk through woods and parkland. Durdle Door, the SEA LIFE Adventure Park and Portland Bill lighthouse are all nearby, as is the Jurassic Coast and places like Dorchester and Lyme Regis. A self contained annex is also available at an extra cost of £100 per night bringing the total number of guests to 18.

Weekly guide price:
£2750 to £6850
Short breaks from £565 per night

16  |   8  |   2  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Mon/Fri

50.663303, -2.478045

Celebrate life's milestones and catch up with your family and friends at Upwey House. This big yet cosy self-catering holiday home is a Grade II listed Manor House in Upwey and is a short walk from two pubs and just a couple of miles from Weymouth and the stunning Dorset coast. It sits on 23 private acres of landscaped grounds and can sleep 18 people in nine, lovingly decorated bedrooms, with a capacity for up to 24 guests if required. Guests rave about the high standard of accommodation, fantastic location, incredible views, and the care and attention the owners give to the comfort of their guests. Dogs are very welcome.

Weekly guide price:
£4100 to £8250
Short breaks from £635 per night

18+6  |   9  |   3+  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Flexible