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Holiday Homes in Weymouth, Dorset

Self-Catering Holiday Cottages in Weymouth

Weymouth, located in Dorset, England, is a prime destination for self-catering escapes, offering vibrant beaches and scenic landscapes. Known for its rich maritime history, Weymouth draws tourists worldwide who relish its sailing facilities and historical attractions. Home to the Portland Sailing Academy, the town played a pivotal role in the 2012 Olympics sailing events. Visitors can delve into its past through attractions like Time-walk and Brewery Days. The Sea Life Park offers themed marine displays to explore the ocean's wonders. Weymouth boasts a lively nightlife and fabulous shopping, making it a vibrant hub for a dynamic holiday experience.

Booking your holiday accommodation in Weymouth early is recommended for the best choice of holiday rentals.

Rose Cottage
Tincleton, Dorset Around 10 miles from Weymouth
Rose Cottage, Dorset,  England Viewed 8 times in last week.
Sleeps 3 - 6, 3 Bedroom
Weekly price: £ 950 - £ 1895
Next Available: 19/12 to 23/12/2025
Living & Leisure Facilities: Open fire coffee machine Dishwasher Washing machine Tennis Garden BBQ
Type of Holiday: No dogs allowed
Tincleton Lodge
Tincleton, Dorset Around 10 miles from Weymouth
Tincleton Lodge, Dorset,  England Viewed 8 times in last week.
Sleeps 5 - 10, 5 Bedroom
Weekly price: £ 1395 - £ 2895
Next Available: 15/12 to 19/12/2025
Living & Leisure Facilities: Open fire Garden BBQ
Type of Holiday: No dogs allowed Group welcome
The Barn
Poole, Dorset Around 20 miles from Weymouth
The Barn, Dorset,  England Viewed 10 times in last week.
Sleeps 5 - 10, 4 Bedroom
Weekly price: £ 1580 - £ 5655
Next Available: 16/12 to 19/12/2025
Living & Leisure Facilities: Microwave Dishwasher Washing machine Indoor Hot Tub Garden free wifi
Type of Holiday: No dogs allowed
The Old Cart Shed
Blandford Forum, Dorset Around 19 miles from Weymouth
The Old Cart Shed, Dorset,  England Viewed 10 times in last week.
Sleeps 3 - 6, 3 Bedroom
Weekly price: £ 575 - £ 2173
Next Available: 05/01 to 14/02/2026
Living & Leisure Facilities:
Type of Holiday: 2 dogs welcome
Stonebank Annexe, Chickerell
Chickerell, Dorset Around 2 miles from Weymouth
Stonebank Annexe, Chickerell, Dorset,  England Viewed 8 times in last week.
Sleeps 2 - 4, 2 Bedroom
Weekly price: £ 420 - £ 660
Sorry this property has not provided detailed pricing information.
Living & Leisure Facilities: coffee machine Microwave Garden free wifi
Type of Holiday: 1 dogs welcome
The Fishing Lodge
Sydling St Nicholas, Dorset Around 10 miles from Weymouth
The Fishing Lodge, Dorset,  England Viewed 14 times in last week.
Sleeps 1 - 4, 2 Bedroom
Weekly price: £ 800 - £ 1800
Sorry this property has not provided detailed pricing information.
Living & Leisure Facilities: Open fire Microwave Dishwasher Washing machine Garden BBQ free wifi
Type of Holiday: No dogs allowed Special celebrations
Glenacres
Chideock , Dorset Around 18 miles from Weymouth
Glenacres, Dorset,  England Viewed 12 times in last week.
Sleeps 5 - 12, 5 Bedroom
Weekly price: £ 4900 - £ 6650
Sorry this property has not provided availability information.
Living & Leisure Facilities: woodburner Open fire coffee machine Microwave Dishwasher Washing machine Own swimming pool
Type of Holiday: No dogs allowed Special celebrations Group welcome
Langford Valley Barn
Dorchester, Dorset Around 10 miles from Weymouth
Langford Valley Barn, Dorset,  England Viewed 13 times in last week.
Sleeps 4 - 8, 4 Bedroom
Weekly price: £ 1200 - £ 3000
Sorry this property has not provided detailed pricing information.
Living & Leisure Facilities: woodburner coffee machine Microwave Dishwasher Washing machine Games room Garden
Type of Holiday: No dogs allowed Special celebrations Corporate events
Corner Dog-Friendly Barn
Winterborne Stickland, Dorset Around 19 miles from Weymouth
Corner Dog-Friendly Barn, Dorset,  England Viewed 9 times in last week.
Sleeps 1 - 4, 2 Bedroom
Weekly price: £ 478 - £ 1663
Next Available: 15/12 to 21/12/2025
Living & Leisure Facilities: woodburner Open fire Microwave Dishwasher Washing machine Games room Garden
Type of Holiday: 2 dogs welcome
New Barn
Blandford Forum, Dorset Around 19 miles from Weymouth
New Barn, Dorset,  England Viewed 13 times in last week.
Sleeps 2 - 4, 2 Bedroom
Weekly price: £ 501 - £ 1692
Next Available: 15/12 to 18/12/2025
Living & Leisure Facilities: Open fire Microwave Dishwasher Washing machine Games room Garden free wifi
Type of Holiday:  dogs welcome


Cottages, Apartments & Lodges in Weymouth, Dorset, England

CountryCottagesOnline.Net features holiday home(s) within or close to Weymouth, enjoy browsing through the available options. We hope you find the perfect holiday house for you in Weymouth, Dorset.


Explore Self-Catering Breaks in Weymouth

Weymouth is a port town and also a popular tourist location located in the county of Dorset in England. The development of the town can be attributed to the tourism sector that started flourishing here during the 19th century. It is because of the vibrant beaches and beautiful landscape found here, Weymouth receives much-deserved attention from people all around the world, who come here to enjoy self-catering holidays.

What Does Weymouth Offer for Cottage Breaks?

Weymouth is very popular among tourists for its sailing facilities, and the Portland Sailing Academy has been selected to host the main sailing events in the upcoming Olympics in 2012. You can see the enthusiasm of the event among the locals and visitors very clearly.

Discover Weymouth's Rich History and Attractions

The popular attractions present in the town include the Time-walk and Brewery Days that can take you back in time to explore the rich history of Weymouth. The golden period of Weymouth and Portland history spans up to 600 years, which interests many researchers. To explore the amazing sea life, Sea Life Park’s themed marine displays are an excellent option.

Enjoy Weymouth's Vibrant Nightlife and Shopping

The vibrant nightlife of the town can be enjoyed with fabulous shopping malls located in the region and popular calendar events for visitors to enjoy.

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