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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.

Cheesemans Cottage, Dorset, England
Viewed 19× this week

Cheesemans Cottage

Muckleford, Dorset ~9 miles from Weymouth
Sleeps 2–5 2 Bedrooms 🐾 3 Dogs
Next Available 04/08 to 07/08/2026
Facilities
WiFi Open fire Microwave Dishwasher Washing machine Garden Parking
Type of Holiday
3 dogs welcome
Weekly from £415 – £1,024
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Snowdrop Cottage, Dorset, England
Viewed 15× this week

Snowdrop Cottage

Dorchester, Dorset ~8 miles from Weymouth
Sleeps 4–9 4 Bedrooms 🐾 1 Dog
Next Available 29/08 to 04/09/2026
Facilities
WiFi Dishwasher Washing machine Games room Tennis Garden EV Charging Parking
Type of Holiday
1 dogs welcome
Weekly from £1,500 – £4,015
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Silvermere, Dorset, England
Viewed 17× this week

Silvermere

Higher Woodsford, Dorset ~7 miles from Weymouth
Sleeps 4–10 4 Bedrooms 🚫 No Dogs
Next Available 04/08 to 07/08/2026
Facilities
WiFi Open fire Coffee machine Microwave Dishwasher Washing machine Pool Sauna
Type of Holiday
No dogs allowed
Weekly from £1,500 – £4,075
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The Lookout, Dorset, England
Viewed 15× this week

The Lookout

Abbotsbury, Dorset ~7 miles from Weymouth
Sleeps 4–8 4 Bedrooms 🚫 No Dogs
Next Available 01/09 to 18/09/2026
Facilities
WiFi Open fire Microwave Dishwasher Washing machine Tennis EV Charging Parking
Type of Holiday
No dogs allowed
Weekly from £1,530 – £4,300
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Bucknowle Lodge, Dorset, England
Viewed 14× this week

Bucknowle Lodge

Church Knowle, Dorset ~17 miles from Weymouth
Sleeps 4–8 4 Bedrooms 🐾 2 Dogs
Next Available 24/08 to 28/08/2026
Facilities
WiFi Open fire Coffee machine Microwave Dishwasher Washing machine Parking
Type of Holiday
2 dogs welcome
Weekly from £1,100 – £2,995
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Kings House, Dorset, England
Viewed 19× this week

Kings House

Minterne Parva, Dorset ~15 miles from Weymouth
Sleeps 2–4 2 Bedrooms 🐾 2 Dogs
Next Available 01/09 to 30/09/2026
Facilities
Microwave Dishwasher Pool Tennis Garden BBQ Parking
Type of Holiday
2 dogs welcome
Weekly from £850 – £1,495
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Churchill House, Dorset, England
Viewed 16× this week

Churchill House

Minterne Magna, Dorset ~15 miles from Weymouth
Sleeps 8–17 8 Bedrooms 🐾 4 Dogs 🎉 Celebrations
Next Available 07/11 to 13/11/2026
Facilities
WiFi Microwave Dishwasher Washing machine BBQ Parking
Type of Holiday
4 dogs welcome Special celebrations Group welcome
Weekly from £3,100 – £7,200
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Glenacres, Dorset, England
Viewed 17× this week

Glenacres

Chideock , Dorset ~18 miles from Weymouth
Sleeps 5–12 5 Bedrooms 🚫 No Dogs 🎉 Celebrations
Next Available 29/08 to 17/09/2026
Facilities
WiFi Woodburner Open fire Coffee machine Microwave Dishwasher Washing machine Pool
Type of Holiday
No dogs allowed Special celebrations Group welcome
Weekly from £4,900 – £6,650
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Langford Valley Barn, Dorset, England
Viewed 15× this week

Langford Valley Barn

Dorchester, Dorset ~10 miles from Weymouth
Sleeps 4–8 4 Bedrooms 🚫 No Dogs 🎉 Celebrations
Next Available 04/08 to 07/08/2026
Facilities
WiFi Woodburner Coffee machine Microwave Dishwasher Washing machine Games room Garden
Type of Holiday
No dogs allowed Special celebrations Corporate events
Weekly from £1,200 – £3,000
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The Fishing Lodge, Dorset, England
Viewed 26× this week

The Fishing Lodge

Sydling St Nicholas, Dorset ~10 miles from Weymouth
Sleeps 1–4 2 Bedrooms 🚫 No Dogs 🎉 Celebrations
Next Available 04/08 to 14/08/2026
Facilities
WiFi Open fire Microwave Dishwasher Washing machine Garden BBQ Parking
Type of Holiday
No dogs allowed Special celebrations
Weekly from £800 – £1,800
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Private Rural Lodge, Wrackleford Estate, Dorset, England
Viewed 14× this week

Private Rural Lodge, Wrackleford Estate

Stratton, Dorset ~9 miles from Weymouth
Sleeps 4–8 4 Bedrooms 🚫 No Dogs 🎉 Celebrations
Next Available 04/08 to 07/08/2026
Facilities
WiFi Woodburner Open fire Coffee machine Microwave Dishwasher Washing machine Games room
Type of Holiday
No dogs allowed Special celebrations Corporate events
Weekly from £1,100 – £4,000
View


Cottages, Apartments & Lodges in Weymouth, Dorset, England

RuralHomeStays.Com 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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