Self Catering in Weymouth

There is plenty of choice when it comes to self catering holiday accommodation in Weymouth, Dorset, UK.

Self catering cottages and apartments are now rated on a star system from 1 to 5 to indicate increasing levels of quality. There are two different organisations able to conduct ratings inspections in England, namely VisitEngland (VE) and the AA.

Please note that this list of self catering accommodation in Weymouth is not exhaustive and the Weymouth self catering holiday cottages and flats listed were randomly selected for inclusion. The inclusion of any self catering holidays in Weymouth should not be taken as any sort of endorsement or recommendation by us. Whilst all reasonable care was taken in the compilation and preparation of this list, we cannot guarantee its accuracy. It is provided without liability in its application and use. We disclaim any loss or inconvenience, howsoever caused, arising directly or indirectly from dealing with any of the companies listed.

5 Lennox Street, Weymouth, Dorset DT4 7HB

VE **** Gold Award

Seaside House is a large, elegant, Georgian townhouse just a few minute’s walk from Weymouth’s seafront.  The holiday home has been carefully renovated by the current owners and boasts a cutting-edge kitchen with high specification appliances.  The property benefits from six bath/shower rooms and three reception rooms.  Rooms on the first three floors are spacious with high ceilings, giving an air of Georgian splendour.

46 Park Street, Weymouth, Dorset DT4 7DF

VE ***

Queensway self catering flat is pleasantly decorated, clean and comfortably furnished and carpeted throughout.

It caters for families with children, and cots and highchairs are available to hire.

The holiday let is ideally situated close to Weymouth’s beach and town centre.

14 Hope Street, Weymouth, Dorset DT4 8TU

VE ***

A Grade II listed self-catering cottage situated on Weymouth’s Old Harbour. The holiday cottage overlooks the outer harbour, directly opposite the Harbour Master’s premises. The holiday cottage was originally built in the 18th century as a fisherman’s cottage. It has been upgraded over the years but still retains original features and character, incorporating the former boat shed, attached at the rear, as part of the cottage.

The cottage is now divided into 2 self-contained, self-catering apartments/flats with their own front entrance doors from a shared entrance hall. The upper apartment is on the first and second floors, and the lower is on the ground floor with the bedrooms at the rear on the ground and first floors.

23A Elwell Street, Upwey, Weymouth, Dorset DT3 5QF

Awaiting grading

Little Retreat Weymouth is a one bedroom self-catering property sleeping 2. It has a large deck and use of pretty gardens. It also has off road parking close to good walks, pubs and buses.

21 Greenhill, Weymouth, Dorset DT4 7SW

VE ***

The tastefully decorated and well kept, fully self contained accommodation boasts a large Art Deco curved ‘sun rrap’ window in the roomy, sea facing lounge, from which residents can marvel at the views from the comfort of an armchair. Furnishings include a 42″ flat screen television. The bedroom comfortably sleeps up to three people and, on special request, a double convertible sofa is available in the lounge. Bed linen is provided.

71a Avalanche Road, Portland, Dorset DT5 2DL

VE ****

Quarries Reach is a self-catering cottage on the Isle of Portland with spectacular sea views. It has 4 bedrooms and 2 bathrooms, and sleeps 10.

Yellow Clays, 53 Coombe Valley Road, Preston, Weymouth, Dorset DT3 6NL

VE ***/****

The Old Boathouse – 1A Lower St Edmund Street, Weymouth, Dorset
This harbourside first floor flat has been tastefully renovated whilst retaining many original features.

Randall’s “Net Loft” and “Tarps” – 53 Commercial Road, Weymouth, Dorset
Situated directly on the harbourside, these first and second floor flats have commanding views of the inner harbour.

Cove Row Houses – 1A Mutiny House & 1B Buccaneer Cottage, Weymouth, Dorset
Originally an 18th century inn this property was a winner of a Civic Society award for its conversion into two houses.

5 East Street, Portland, Dorset DT5 1NF

VE ***

Parkers Cottage is a traditional Portland stone cottage situated in the village of Fortuneswell on the Isle of Portland. The holiday cottage can sleep up to 5/6 people. Centrally heated throughout.

Bowleaze Coveway, Weymouth, Dorset DT3 6RY

Two bedroom chalet-style beach-front property conveniently located for Weymouth town centre and the Dorset countryside. No smoking and pet-free property.

Weymouth Harbourside, Dorset

VE ****

Oyster cottage is a holiday cottage on Weymouth’s beautiful and vibrant harbourside.

1 South Parade, Weymouth, Dorset DT4 8DU

Old Harbour Holiday Flats is a large character cottage situated adjoining Weymouth’s Esplanade, Old Harbour and town centre.

There are 3 flats and each is furnished and fully equipped with an electric cooker, £1 coin meter, electric fire, fridge, microwave and colour television.

Sherborne Terrace, 24 Chapelhay Street, Weymouth, Dorset DT4 8JJ


Marina Vista Weymouth is beautifully decorated and furnished to a high standard with original wooden flooring throughout.

The ground floor accommodation comprises an open plan sitting room/dining room with sofas, television (freeview) and DVD player, CD player/radio and iPod docking station.  There is a wide range of books and board games to suit all ages. The dining room has a large pine table and seating for 6 people.

The fully fitted kitchen has a fridge freezer, cooker, dishwasher, washing machine, microwave and plenty of cutlery and crockery, including special sets for children.  There is also a hand blender, toasted sandwich maker and hand held electric food mixer.

There is a downstairs toilet.

Outside there is a small rear garden and raised patio area with a bench.

The 1st floor has two bedrooms: a kingsize and a twin.

The bathroom has a basin, bath with shower and a shaving point.  There is a separate toilet.

Wooden stairs lead up to the 2nd floor double bedroom, again with fabulous views.

28 Alexandra Road, Lodmoor, Weymouth, Dorset DT4 7QQ

Kenmuire Holiday Flats in Weymouth are situated in a quiet residential area only a few minutes walk from the Esplanade, beach and Greenhill Gardens.

There are four holiday flats, each sleeping from two to four persons, located in a Victorian building. Each flat is comfortably furnished, fully equipped and self contained. Bed linen and duvets are provided without charge.

2 Jubilee View, 1 King Street, Weymouth, Dorset DT4 7BQ

VE ***

Jubilee View Apartment in Weymouth is on the corner of The Esplanade and King Street overlooking the Jubilee Clock Tower. It is a modern, second floor apartment in a historic building with a communal lift to all floors. There is a sea view from the lounge window. The holiday flat sleeps 4 + 1.

33 Walpole Street, Weymouth, Dorset DT4 7HQ

VE ***

Howard Cottage in Weymouth has been very recently renovated and fully refurbished to a high standard. It provides cosy and very comfortable accommodation 200 yards from the sea and beach.