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.

22 cottages found 22 match all criteria.

Cormorant View is a contemporary 4-bedroom town house offering self-catering holidays in Weymouth, a popular Dorset seaside resort. The house offers scenic views over the River Wey and Radipole Lake ? a great place for wildlife spotting and within walking distance of Weymouth?s wide sandy beach, qu...

  • Sleeps 7
  • Bedrooms 4
  • Bathrooms 2

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

  • Sleeps 5
  • Bedrooms 3
  • Bathrooms 1

Just a few minute 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 holiday home sleeps 7 in 3 bedrooms and 2 bathrooms.

  • Sleeps 7
  • Bedrooms 3
  • Bathrooms 2

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.

  • Sleeps 2
  • Bedrooms 1
  • Bathrooms 1

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.

  • Sleeps 5
  • Bedrooms 2
  • Bathrooms 1

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.

  • Sleeps 2
  • Bedrooms 1
  • Bathrooms 1

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.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1

A large, luxury seaside apartment in Pennsylvania Castle on the Isle of Portland in Weymouth. With 7 bedrooms and 7 bathrooms. It is perfect for large families of groups of friends at any time of year. And, between March and October, this 5-star Castle has a covered swimming pool!

  • Sleeps 14
  • Bedrooms 7
  • Bathrooms 7

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.

  • Sleeps 5
  • Bedrooms 3
  • Bathrooms 1

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.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1

With the word 'lookout' in the name, you know a cottage has something special to offer as a view and Coastguard Lookout is no exception, being a coastal cottage with beautiful rural and sea views just outside Weymouth in Dorset. The beautifully furnished holiday cottage sleeps 4 in 2 bedrooms.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1

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.

  • Sleeps 7
  • Bedrooms 4
  • Bathrooms 2

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.

  • Sleeps 9
  • Bedrooms 5
  • Bathrooms 3

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.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1

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.

  • Sleeps 8
  • Bedrooms 4
  • Bathrooms 3

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.

  • Sleeps 2
  • Bedrooms 1
  • Bathrooms 1

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.

  • Sleeps 5
  • Bedrooms 2
  • Bathrooms 1

Sea Shell Cottage is a beautifully furnished holiday cottage in the heart of the highly desirable Brewers Quay area of Weymouth. just 30m inland from the sea and a few steps more to a choice of desirable restaurants and bistros. Pet friendly Sea Shell Cottage sleeps 6-7 visitors in 3 bedrooms.

  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 1

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.

  • Sleeps 8
  • Bedrooms 4
  • Bathrooms 2

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.

  • Sleeps 6
  • Bedrooms 3

A beautifully furnished and presented, oak-beamed character holiday cottage in Sutton Poyntz, Dorset. Pet friendly Millstream Cottage sleeps 7 in 4 bedrooms, just a short drive from Weymouth and beaches along the striking Jurassic World Heritage Coast.

  • Sleeps 7
  • Bedrooms 4
  • Bathrooms 2

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.

  • Sleeps 8
  • Bedrooms 4
  • Bathrooms 2

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.