Find My Favourite Holiday Cottages in Weymouth

Surrounded by magnificent cliffs, cosy harbours and a beautiful promenade, the Regency seaside resort of Weymouth’s coast is one to be admired. It certainly does make for a picturesque holiday in the sun. Weymouth hosts a clean and family-friendly beach which gently arcs between the shoreline and the town with a magnificent esplanade backed by fine Georgian houses directly behind it. The beach hosts various attractions, from trampolines to some unique sand sculptures, which have attracted visitors from all corners of the globe. There are plenty of shops, restaurants, cafes and family attractions, including a Sea Life Adventure Park and Tower overlooking the beach. Everything you need throughout the day is a short walk away.

Exterior of a contemporary house with  a built-iin garage, smal front garden and a palm treein Weymouth
Sleeps
6
Bedrooms
3

Sea Pebbles is a beautifully presented house only a few steps away from the front door to breathtaking sea views and the coastal path in Weymouth. Whatever you decide to do on your Dorset holiday, Sea Pebbles offers the perfect base from which to explore the Jurassic coast.

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Stone-built, single storey barn conversion overlooking open countryside.
Sleeps
2
Bedrooms
1

The Willows is a one-bedroom Weymouth holiday cottage ideal for couples or solo travellers. It is set on our working farm in Dorset overlooking the Fleet Lagoon and the mighty Jurassic Coastline. It is also ideal for walkers, cyclists, and people who just want to escape to the peace and tranquillity of the Dorset countryside.

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Sleeps
4
Bedrooms
2

Situated on a beautiful farm overlooking the Jurassic Coast in West Dorset, The Swallows is one of seven-holiday cottages at Character Farm Cottages near Weymouth. 4-star rated by Visit England, it comfortably sleeps four. It is exceptionally well-appointed and open throughout the year. Pets welcome.

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Exteerio of a beachfront chalet bungalow overlooking a sea wall.
Sleeps
12
Bedrooms
6

This lovely three-storey beachfront holiday cottage in Weymouth, Dorset, can sleep twelve people in six bedrooms.

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4-storey exterior of contemporary harbourside apartments in Weymouth.
Sleeps
4
Bedrooms
2

Harbourside Haven Apartment 3 is a luxurious Dorset seaside apartment perched above Weymouth Marina. Enjoying beautiful views and a soft sea breeze from its balcony and open-plan living area, the sophisticated property places guests in the centre of the coastal resort and the coastline.

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Sleeps
2
Bedrooms
1

The Brambles is a single-bedroom holiday cottage in Dorset, ideal for couples or lone travellers. It is situated between the seaside town of Weymouth and Abbotsbury, famous for its swans. It is set in stunning farmland which overlooks the Dorset Coast and the Chesil Beach. Fantastic walks straight from the door of the cottage.

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Exterior of a stone-built terraced cottage with a picket fence around the front garden.
Sleeps
5
Bedrooms
2

The Sycamores is a two-bedroom Dorset holiday cottage situated on our stunning farm overlooking the West Dorset Coast and Chesil Beach. Five miles West of Weymouth, it offers the perfect countryside holiday accommodation for families or friends throughout the year. Your Pets are welcome.

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  • Short Breaks
  • Walking Holidays

Weymouth offers plenty more attractions away from the beach, such as walking around the fabulous Jurassic coastline and even abseiling down its limestone cliffs. There are stunning views of the coastline from the Northe Fort, a Victorian structure with underground passages with displays, cannons and films showing its history. There are also superb facilities for water sports in Portland, such as windsurfing and sailing, which is the town’s main sport, providing a brilliant location for the London 2012 Olympic Sailing. There is also a large gig racing culture where you can participate or join in with the community and attend a town regatta to witness these popular races.