Holiday homes in Weymouth & Portland

A selection of holiday homes and cottages in Weymouth & Portland.

Weymouth holiday cottages

In the middle of the Jurassic Coast, lies the seaside towns of Weymouth and Portland.  This beautiful natural harbour was the home of the sailing 2012 Olympics and the waters are renowned for their quality and safety.  The beach at Weymouth would be more at home in the Caribbean with fine white sand and crystal blue waters.   The Isle of Portland is joined to Weymouth by Chesil Beach, and is home to the world famous Portland Bill Lighthouse.

Choose from our independently graded holiday cottages in the seaside town of Weymouth and on the Isle Of Portland.  Our self catering holiday cottages are hand picked to offer luxury, affordable accommodation.  Choose from a variety of cottages for families, couples or large parties.

Choose your Holiday Accommodation in Weymouth

Weymouth & West Dorset 1 bedroom cottages



 Pixies Cottage
Tolpuddle nr Dorchester [Cosy thatched cottage]A lovely, cosy cottage for two with an open fire.

Holiday cottage in Weymouth and West Dorset with 2 bedroom cottages

 Elizabeth Cottage
Lulworth Cove [thatched holiday cottage]A historic cottage, formerly a toll house owned by the Boleyn family.
 Cytringham Holiday Home In Portland Dorset External ViewCytringham Cottage,
Portland, Nr Weymouth  [dorset holiday cottage Portland]A modern, family holiday cottage within walking distance of Portland Bill.
Homeground Holiday Home In Lulworth Cove External View Homeground
Lulworth Cove [holiday cottage in Lulworth]One of our most popular cottages, within walking distance of Lulworth Cove.
short break in the country Cheesemans Cottage
Muckleford [country retreat in Dorset]Pet friendly, thatched cottage, close to the County town of Dorchester


Weymouth & West Dorset 3 bedroom cottages

weymouth short breaksHenniker House,
Weymouth [Family holiday home]Ideal for those that love the seaside.  A good quality, spacious home, highly recommended for families.


west dorset short breaks Lavender Cottage, 
Osmington Village [self catering holiday in Dorset]A period property in a beautiful Dorset village, within a few miles of Weymouth town.
relaxing mini break Exofficio
Chaldon Herring [walking holidays in Dorset]A lovely four star holiday cottage, highly recommended for walkers.
seaside mini break Lulwind
Lulworth Cove [self catering cottage in Lulworth]A stylish cottage for small families, within walking distance of Lulworth Cove.




Weymouth & West Dorset 4 bedroom cottages


Weymouth & West Dorset 5 bedroom cottages

Holiday Homes in Portland

Portland, famous for its lovely stone is also the home of the Sailing Academy. An ideal spot for sunbathing and water sports, which culminated in being the best choice for the 2012 Olympic sailing events.  The Isle (only connected to the mainland by a road) is really special, with some excellent olde pubs to enjoy.

A wealth of local attractions nearby include the Sealife Centre, Lodmoor Nature Reserve, Nothe Fort, Brewers Quay and Abbotsbury Swannery to name but a few.

If you want to know more about this area visit our Weymouth & Portland area page.

Cytringham Cottage
Portland, Nr Weymouth  [dorset holiday cottage Portland]A modern, family holiday cottage within walking distance of Portland Bill.


Why Book A Holiday Cottage in Weymouth and Discover West Dorset

holiday cottage to rent in weymouthDiscover Weymouth, its temperate climate coupled with its World Heritage Jurassic Coast.  Weymouth has a unique history, natural environment, award winning sandy beaches and picturesque traditional harbour.

Weymouth is situated on a sheltered bay at the mouth of the River Wey. The esplanade is composed of Georgian terraces, which overlook the long sandy beach. The harbour is home to a traditional fishing fleet, cross channel ferries as well as a large number of pleasure boats.  You can enjoy lots of local seafood or stroll through the large shopping area.





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