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 shore line and the town with a magnificent esplanade backed by fine Georgian houses directly behind it. There are plenty of shops, restaurants, cafes and family attractions including a Sea Life Adventure Park and Tower lining the beach meaning that everything you need throughout the day is a short walk away so you really can spend your whole day relaxing in the sun and the sand. The beach itself hosts a variety of attractions from trampolines to some amazing sand sculptures which have attracted visitors from all corners of the globe.

23 cottages found 23 match all criteria.

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

Set on our stunning farm near the West Dorset Jurassic Coast and Chesil Beach, 3 Lower Farm is a 2 bedroom traditional Dorset coastal cottage full of character which sleeps up to 5 people. Open all year round, the cottage is perfect for couples and families looking for a peaceful, rural break.

It's a short stroll to Weymouth's impressive beach from Little Gem, a 1-bedroomed Dorset holiday apartment. This handy ground floor apartment lies in a quiet mews in the heart of the town. It's a lovely romantic bolthole for couples for cultural, cycling, walking and beach holidays all your round.

Situated on a beautiful farm overlooking the Jurassic Coast in West Dorset, The Swallows is one of 7 holiday cottages at Character Farm Cottages near Weymouth. 4-star rated by Visit England, it comfortably sleeps 4. It is extremely well appointed and open throughout the year. Pets welcome.

Rose Cottage in Weymouth is a splendid little family-friendly coastal cottage a short stroll from Newton's Cove, the beautiful Nothe Gardens and the harbourside in this classic English seaside resort. This Victorian holiday cottage comfortably sleeps 5 in 3 bedrooms.

Azure is a luxury seaside apartment close to the beach in the vibrant Dorset coastal resort of Weymouth. This very upmarket holiday property has its own parking space and is perfect for a small family or two couples seeking stylish self-catering accommodation with en-suite bathrooms.

Grade II-listed Elizabethan House stands just above Chesil Beach on the Jurassic coastline on the Isle of Portland near Weymouth. This imposing 4-bedroom, pet friendly Dorset holiday cottage with sea views, sleeps 7 in recently refurbished, homely surroundings.

Chestnut Cottage is a large Dorset holiday cottage with sea views that sleeps 9 amidst idyllic farmland on the Jurassic Coast. With the seaside town of Weymouth nearby and the Coastal Footpath running nearby it makes it a sought-after, family-friendly holiday home. Pets welcome.

In the heart of Weymouth, a short stroll to the beach, 3 Park Mews is a beautifully furnished, 4-Star Dorset holiday cottage house (with parking) sleeping 4 in 2 bedrooms. It's perfect for a traditional family seaside holiday or weekend break out of season.

Tucked away a short walk from Weymouth’s beaches is Nothe View, a large and spacious contemporary town house with views over Nothe Gardens. It offers family-friendly self-catering accommodation for 8 guests in 4 bedrooms. Perfect for a large family holiday in this popular Dorset seaside resort.

Located within the heart of Weymouth, within walking distance of a Blue Flag Beach and other superb attractions, Beachhaven is a large, spacious and well-equipped holiday cottage in Dorset sleeping 12 a short walk to the beach.

Whitehorse Vista is a delightful pet-friendly holiday cottage in Dorset just a few minutes drive Weymouth beach. With its open-plan living space and sun-drenched garden, the spacious cottage is ideal for a seaside family holiday or a group getaway, perfect for exploring the Jurassic Coast.

The Willows is a 1 bedroom Dorset cottage ideal for couples or solo travelers set on our working farm overlooking the Fleet Lagoon and the mighty Jurassic Coastline. Ideal for walkers, cyclists and people who just want to escape to the peace and tranquility of the Dorset countryside.

The Sycamores is a 2 bedroom Dorset holiday cottage situated on our stunning farm overlooking the West Dorset Coast and Chesil Beach. 5 miles to the West of Weymouth, the Sycamores offers the perfect countryside holiday accommodation for families or friends throughout the year. Pets welcome.

Merry Hill Barn is a delightful thatched roof conversion surrounded by rolling green hills near Portesham in Dorset. The pet-friendly luxury cottage boasts tradition, an open fire, ultra-modern appliances, plus access to the coast. The upside-down design captures beautiful rural views.

Relax in a large, contemporary 4-bedroom holiday cottage on the World Heritage Jurassic Coast near Weymouth in Dorset. This well-furnished and pet friendly property, lies a few-minutes from the coast. It offers sea views of Chesil Beach and Portland Harbour. Coastal walks from the end of the garden.

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.

Wildflower Cottage is a quaint Dorset countryside cottage in the pretty village of Sutton Pointz, two miles inland from the Jurassic Coast. It is surrounded by a sunny, well-established garden with shady trees and rose bushes, a short stroll from the village mill pond and an excellent pub.

Situated on our beautiful farm which runs down to the Fleet lagoon, Chesil Beach and the Jurassic Coastline, Chelsea Cottage is a large Dorset holiday cottage that sleeps up to 8 people. This pet-friendly coastal cottage in the countryside near Weymouth is just a mile from Chesil Beach.

Cormorant View is a family-friendly 4-bedroom townhouse offering self-catering holidays in Weymouth, a popular Dorset seaside resort. The house offers scenic views over the River Wey and Radipole Lake and is within walking distance of Weymouth's wide sandy beach, quayside and vibrant town centre..

Meadow View is a peaceful 3-bedroom, pet-friendly holiday cottage in Dorset, close to the Jurassic Heritage Coast in the Wyke Regis area between Weymouth and Portland. It has been recently renovated and tastefully decorated to create a welcoming holiday home at the eastern tip of Chesil Beach.

Just a few minutes stroll from Weymouth's promenade and beach, Whitestones is a 3-storey Victorian townhouse in Weymouth, the perfect coastal location for a family seaside holiday. This family-friendly Dorset holiday home sleeps 7 in 3 bedrooms and 2 bathrooms.

Boasting water frontage and urban chic is The Beach House, a sophisticated coastal cottage in Weymouth Harbour, Dorset. Multiple patios and balconies are spread across the five storeys and offer wonderful water views, while the cottage promises a games area and a short stroll to the beach.

Away from the beach, Weymouth offers plenty more attractions 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 at 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 in which you can participate or simply join in with the community and attend a town regatta to witness these popular races. There really is a wealth of wonderful opportunities and activities to make an awesome family holiday.