Filter Results
Independent Cottages Logo

No Booking Fees

Verified Owners

Unique Offers

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. The town 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.

Please note: The map is currently displaying results 1 to 9 of 9 properties
Close
Key Search Criteria
Reset Search Values
Availability Search
Essential Options
Group Bookings
Property Facilities
Local Amenities
Holiday Type
Reset Search Values
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. Sitting on the Isle of Purbeck, the Jurassic Coast, Poole and Wareham are all within easy reach.

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

50.660329, -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.

Weekly guide price:
£450 to £825
Short breaks from £99 per night

2  |   1  |   No  |   Enquire  |   Yes

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

Preferred arrival day: Friday

50.649033, -2.297198

Full of historic charm, this delightful thatched holiday cottage offers everything you would hope for in a self-catering retreat and is perfect for family get togethers. An excellent position just two miles from Lulworth Cove and Durdle Door, a very good village pub a short stroll away, access onto the South West Coastal Path, log burner, hot tub, beaches for lazy days and attractions for adventure days.

Weekly guide price:
£2150 to £2800
Short breaks from £465 per night

12  |   6  |   3+  |   Yes  |   Yes

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

Preferred arrival day: Friday

50.561666, -2.446719

Perfect for families and friends wanting to explore the Jurassic Coast, Sea View Cottage is a charming stone holiday home located on the Isle of Portland, just a few miles from the seaside town of Weymouth. Dating back 300 years this stone cottage has retained it's original character, whilst modern renovations, a cosy wood burning stove and sunny terraced garden makes it an ideal self-catering holiday cottage by the sea. Sleeping four guests in two bedrooms and walking distance to the beach, shops and restaurants, you can either enjoy lazy days on the beach, wonderful walks from the front door or the numerous watersports activities on offer close by. 

Weekly guide price:
£778 to £1257
Short breaks from £97 per night

4  |   2  |   2  |   Yes  |   Yes

Min nights: 2 (off peak) | 7 (peak)

Preferred arrival day: Flexible

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:
£445 to £675

2+2  |   1  |   No  |   Yes  |   Yes

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

Preferred arrival day: Saturday | 3 Star

50.573180, -2.451796

Yachties and water babies won't want to miss the opportunity to stay on this luxury speed yacht moored at Osprey Marina in Portland. You'll enjoy some of the finest views on the Jurassic Coast from the Wheel House and Stern sundeck, retreating downstairs to the spacious saloon and galley when the sun sets. The three-bedroom holiday rental sleeps six people and suits self-catering holidays with families or friends. Short breaks and week-long stays are possible, and there is plenty to see and do in all seasons, including sailing and walking along the South West Coast Path. 

Weekly price:
Please enquire with owner
Short breaks from £200 per night

6  |   3  |   1  |   Enquire  |   Yes

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

Preferred arrival day: Mon/Fri

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.

Weekly guide price:
£3500 to £6750
Short breaks from £656 per night

16  |   8  |   No  |   Yes  |   Yes

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

Preferred arrival day: Flexible

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:
£770 to £910
Short breaks from £110 per night

4  |   2  |   Enquire  |   Enquire  |   Yes

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

Preferred arrival day: Friday

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:
£1400 to £2600
Short breaks from £350 per night

12  |   5  |   No  |   Yes  |   Yes

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

Preferred arrival day: Friday

Need more inspiration?

Popular towns in and around Dorset:

BridportDorchesterLyme RegisSwanageWeymouth

Some local suggestions:

Dog friendly Dorset cottagesDorset cottages by the sea

Or search further afield:

Search within South West England

CornwallDevonSomersetWiltshireDartmoorExmoor