Weymouth Holiday Cottages
British Travel Award Winners!
We are delighted to announce that we have been awarded 'Best UK Holiday Cottage/Self Catering Booking Company' at the British Travel Awards.
Your Weymouth, Dorset search returned 259 cottages
- Sleeps6
- Bedrooms4
- PetsNo
Spindrift is a characterful, home resting upon Brewers Quay Harbour in Dorset. Original features. Close to amenities, attractions and the harbour. Balcony. Dorchester 8.5 miles; West Lulworth 15.3 miles. (Ref. 1137640)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
for 7 nights
£672
- Sleeps2
- Bedrooms1
- PetsNo
A beautiful, second-floor apartment overlooking the harbour in Weymouth, Dorset. Romantic. Sea views. Close to beach. Close to local amenities. Dorchester 8.3 miles; Bridport 19.1 miles. (Ref. 1107011)
- Wi-fi
- Dishwasher
- Washing machine
for 7 nights
£475
Travel plans can change
Choose our 'Flexible' booking option and cancel by 12 noon on your check-in day to get a refund (exclusions apply).
- Sleeps2
- Bedrooms1
- PetsNo
A delightful, one-bedroom holiday home resting in Weymouth, Dorset. Contemporary. Private garden. Romantic. Close to amenities and beach. Near AONB. Open-plan. Dorchester 7 miles; Bridport 20.8 miles. (Ref. 1133982)
- Wi-fi
- Dishwasher
for 7 nights
£500
- Sleeps4
- Bedrooms2
- PetsNo
Two @ No36, a wonderful, first-floor apartment situated in the heart of Weymouth in Dorset, with the beach on your doorstep. Dorchester 7.8 miles; Bridport 19.1 miles. (Ref. 1162203)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
for 7 nights
£721
- Sleeps4
- Bedrooms2
- PetsNo
A contemporary, three-storey property resting by the harbour in Weymouth, Dorset. Gas Fire in Lounge, WiFi. Close to beach and amenities. Weymouth 1 mile; Dorchester 8.6 miles. (Ref. 1058500)
- Wi-fi
- Dishwasher
- Washing machine
for 7 nights
£696
- Sleeps4
- Bedrooms2
- PetsYes
A boutique, two-bedroom property situated in Brewers Quay Harbour, Weymouth, Dorset. Quality finish. Sea and harbour views. Enclosed garden. Raised elevation. Dorchester 8.5 miles; West Lulworth 15.5 miles. (Ref. 1096352)
- Wi-fi
- Dishwasher
- Washing machine
- Baby-friendly
for 7 nights
£903
- Sleeps6
- Bedrooms3
- PetsNo
A beautiful terraced fisherman’s cottage resting in the coastal town of Weymouth, Dorset. Close to a beach. Close to a pub. TV. Dorchester 8.4 miles; West Bay 18.1 miles, Lyme Regis 32.6 miles. (Ref. 1133009)
- Wi-fi
- Dishwasher
- Washing machine
- Baby-friendly
for 7 nights
£532
Travel plans can change
Choose our 'Flexible' booking option and cancel by 12 noon on your check-in day to get a refund (exclusions apply).
- Sleeps2
- Bedrooms1
- PetsNo
A stylish and contemporary apartment set in the town of Weymouth, Dorset. Seaside setting. Fantastic views. Off-road parking. Fortuneswell 5.8 miles; Dorchester 7.2 miles; Bridport 20.9 miles. (Ref. 1072234)
- Wi-fi
- Dishwasher
- Washing machine
-
£142 off - Mon 29th Dec 2025 to 6th Jan 2026
for 7 nights
£747
- Sleeps12
- Bedrooms6
- PetsNo
Elegant end of terrace Georgian Townhouse located in Weymouth. Close to amenities. Off-road parking. Pet-free. Courtyard with furniture. Dorchester 7.2 miles; Bridport 20.5 miles. (Ref. 1071940)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
for 7 nights
£1180
- Sleeps8
- Bedrooms3
- PetsNo
On Weymouth Harbourside this is an extraordinarily spacious apartment, sleeps 8, tastefully renovated, Large en-suite showers to all rooms, harbour views, WiFi. (Ref. 994463)
- Wi-fi
- Dishwasher
- Washing machine
- Baby-friendly
-
16% off - Thu 30th Oct 2025 to 5th Jan 2026
for 7 nights
£1024
- Sleeps4
- Bedrooms2
- PetsNo
Splash, a lovely, terrace cottage lies in the heart of Weymouth, a seaside town in Dorset. Near beach and pub. Smart TV. Near harbour. Dishwasher. Dorchester 8.6 miles; Bridport 19.4 miles. (Ref. 1154894)
- Wi-fi
- Off-road parking
- Dishwasher
-
£332 off - Mon 29th Dec 2025 to 5th Jan 2026
for 7 nights
£664
- Sleeps4
- Bedrooms2
- PetsNo
A superb first-floor apartment resting in Weymouth, Dorest. Stunning marina views. Allocated off-road parking. WiFi. Dorchester 8.4 miles; Bridport 20.5 miles. (Ref. 1059262)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
for 7 nights
£648
- Sleeps3
- Bedrooms2
- PetsYes
Traditional cute cottage, in the town centre side of Weymouth harbour. WIFI, Close to Shops, restaurants and bars. Perfect for a couples retreat. (Ref. 994240)
- Wi-fi
- Dishwasher
- Washing machine
- Baby-friendly
for 7 nights
£508
- Sleeps5
- Bedrooms3
- PetsNo
This stylish and neat holiday home rests in Brewers Quay Harbour in Weymouth, Dorset. Close to amenities and harbour. Pet-free. Garden. Dorchester 8.7 miles; West Lulworth 15.8 miles. (Ref. 1093760)
- Wi-fi
- Off-road parking
- Washing machine
for 7 nights
£677
Travel plans can change
Choose our 'Flexible' booking option and cancel by 12 noon on your check-in day to get a refund (exclusions apply).
- Sleeps13
- Bedrooms6
- PetsNo
Lovingly renovated Seasides offers, beach, sea and harbour views, suitable for large family gatherings close to shops and amenities. (Ref. 1056791)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
- Games room
- Sky TV
for 7 nights
£2017
- Sleeps4
- Bedrooms2
- PetsNo
Sleeping 4 cosy cottage in Weymouth. Close to harbour and all amenities. Gated development. (Ref. 994605)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
for 7 nights
£611
- Sleeps4
- Bedrooms2
- PetsNo
A stylish property resting in the resort of Weymouth, Dorset. Enclosed garden. Pet free. Beach nearby. Dorchester 10.1 miles; Bridport 18.8 miles. (Ref. 1100742)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
-
£183 off - Fri 2nd Jan to 9th Jan 2026
for 7 nights
£625
- Sleeps4
- Bedrooms2
- PetsYes
The Nightingale is a stylish, semi-detached holiday home resting in Weymouth, Dorset. Designated parking. Close to a beach and amenities. Enclosed garden. Dorchester 8.8 miles; Bridport 19.6 miles. (Ref. 1133998)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
for 7 nights
£663
- Sleeps4
- Bedrooms2
- PetsNo
A beautiful and contemporary first-floor apartment overlooking the harbour in Weymouth, Dorset. Balcony with harbour views. Master with en-suite. Allocated parking space. Dorchester 8.4 miles; Bridport 20.5 miles. (Ref. 1059263)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
for 7 nights
£657
- Sleeps6
- Bedrooms3
- PetsYes
An enticing, semi-detached house sitting in Wyke Regis, Dorset. Sea views. Near the beach and coast. Balcony. Weymouth 3.3 miles; Isle of Portland 3.8 miles; Dorchester 10.3 miles. (Ref. 1097679)
- Wi-fi
- Off-road parking
for 7 nights
£775
Known for being a picturesque seaside town on the Dorset coast, booking one of these properties for your Weymouth holiday will put you right on the doorstep of the town’s stunning beaches and breath-taking coastline, guaranteed to provide you with an unforgettable staycation experience! So, no matter what you’re hoping to get up to on your next break, one of these holiday cottages in Weymouth will be sure to tick all of the boxes for you.
Why Weymouth Holiday Cottages?
Perfect for groups of all ages and with plenty to offer visitors all year-round, there are tonnes of reasons why Weymouth holidays are so popular! Home to a selection of exceptional sandy beaches popular with water sports enthusiasts, here you can easily spend an entire afternoon taking part in some adrenaline-pumping action trying out water sports like surfing or paddleboarding.
Alternatively, those who want to relax and kick back on a sunny afternoon and watch the kids make sandcastles. Coastal walks are a major attraction in Dorset, including the world-famous South West Coast Path, and the subtropical climate makes it a great place to get out and explore.
Weymouth also has a beautiful esplanade that looks out over the sandy beach and provides spectacular views of the coast. Make sure to keep an eye out for the seals and dolphins that occasionally swim into the harbour, too! The shoreline around the town is arguably of the most beautiful in England too, since the beach is located in the heart of the Jurassic Coast, a UNESCO World Heritage Site and wildlife sanctuary that’s well worth visiting during Weymouth holidays.
For more ideas and inspiration on what to get up to here, be sure to check out our comprehensive Weymouth Travel Guide.
Places to visit near Weymouth Accommodation
When it comes to getting out and about to explore the region around you, you’ll have no issues finding plenty of exciting things to do when you book one of these cottages in Weymouth!
For example, one of the most popular tourist towns on the coast is Lyme Regis, situated a short drive from these holiday cottages in Weymouth. Home to two wonderful beaches and a quaint harbour that sits between them, it’s also home to a handful of great seafood restaurants and historic pubs where you can stop off for a pint of local tipple and some freshly caught produce! Not only that, but also here you’ll find the Dinosaurland Fossil Museum, showcasing some of the most interesting relics found on the Jurassic Coast where this town lies.
On the other hand, heading along the coast will bring you to Swanage, another bustling seaside resort town that’s home to a Victorian pier, a large seafront beach and a host of great attractions around the town centre, such as the popular Swanage Railway heritage line and the Santa-Fe Fun Park that sits just behind the promenade. Not only that, but being right by the coast, it’s also home to some wonderful seafood restaurants that are well worth stopping off at if you’re a big fan of this cuisine.
Other places to visit from Weymouth cottages:
Types of Weymouth Holidays
Whilst we hope that these Weymouth holiday cottages have presented you with the perfect property to book, there’s still plenty more for you to discover including lots of dog-friendly cottages in Weymouth, large cottages in Weymouth and even plenty of opportunities to book short breaks in Weymouth and last-minute Weymouth holidays too!
If you still haven’t found what you’re looking for check out this full list of Dorset holiday cottages.