Secure your stay for £20 T&Cs apply

Chesil Beach Holiday Cottages

372 properties found

A living room with a sofa and television at Ocean Breeze in Weymouth
New

Ocean Breeze

Weymouth, Dorset

5 Guests
3 Beds
Pet Friendly
Wifi

for 7 nights

From

£534

An outdoor view of a cottage with a thatched roof and stone wall at Bracken Cottage in

Bracken Cottage

Osmington, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£457

A stone cottage with a thatched roof near the coast with grass and gravel paths at Pitt Cottage Ringstead
Offer

Pitt Cottage

Ringstead, Dorset

6 Guests
3 Beds
Pet Friendly
Wifi

for 7 nights

From

£852

A row of yellow terraced houses with street lamps and paved walkways at Olympic Cottage in Portland

Olympic Cottage

Portland, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£638

A living room with sofas a coffee table a fireplace a television and wall art at Victorian Town House in Weymouth

Victorian Town House

Weymouth, Dorset

8 Guests
5 Beds
Pet Friendly
Wifi

for 7 nights

From

£692

A blue building with bay windows and two white doors behind a black metal fence at Brewers Quay Harbour

Harbour Watch Apartment 6

Brewers Quay Harbour, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£660

A house with a blue front door and stone exterior at Corner Cottage Preston

Ash Corner Cottage

Weymouth, Dorset

5 Guests
3 Beds
No pets
Wifi

for 7 nights

From

£737

A street view showing the old boathouse and new boathouse buildings with the inner harbour and boats in the background at New Boathouse in Weymouth

New Boathouse

Weymouth, Dorset

7 Guests
4 Beds
No pets
Wifi

for 7 nights

From

£837

A stone building with a conical roof and blue chimney pipes next to brick and blue wooden sections at The Oast House in Brewers Quay Harbour

The Oast House

Brewers Quay Harbour, Dorset

10 Guests
4 Beds
No pets
Wifi

for 7 nights

From

£1318

A narrow street with houses and a view of the water at Blanche Cottage Brewers Quay Harbour

Blanche Cottage

Brewers Quay Harbour, Dorset

5 Guests
3 Beds
No pets
Wifi

for 7 nights

From

£696

A garden with grass and flowerbeds in front of a blue bungalow with a veranda and outdoor chairs at Harbour View Bungalow in Weymouth

Harbour View Bungalow

Weymouth, Dorset

6 Guests
3 Beds
No pets
Wifi

for 7 nights

From

£1080

A stone cottage with a thatched roof and a wooden table and benches outside at Magnolia Cottage Osmington

Magnolia Cottage Osmington

Osmington, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£608

A living room with a small wooden dining table and chairs a round wooden coffee table a fireplace with a mirror above a television on a stand and beige sofas at Seagulls Nest in West Bay

Seagulls Nest

West Bay, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£482

A blue painted two storey building with bay windows and white doors with black railings in front at Harbour Watch Apartment 1 Brewers Quay Harbour

Harbour Watch Apartment 1

Brewers Quay Harbour, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£610

Stone cottage house with white door and windows surrounded by bushes at The Old Reading Room in Langton Herring

The Old Reading Room

Langton Herring, Dorset

5 Guests
3 Beds
Pet Friendly
Wifi

for 7 nights

From

£743

A living room with sofas a patterned rug a TV and a fireplace at Brewers House in Weymouth

Brewers House

Weymouth, Dorset

7 Guests
4 Beds
No pets
Wifi

for 7 nights

From

£849

Stone cottage with thatched roof and white door with windows at Laurel Cottage in Osmington

Laurel Cottage

Osmington, Dorset

3 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£494

Exterior view of a row of houses with bay windows a blue door and a plant in a pot at The Shambles in Fortuneswell

The Shambles

Fortuneswell, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£620

An old stone building with multiple gables and windows behind a stone wall at The Old Portland Courthouse in Portland

The Old Portland Courthouse

Portland, Dorset

8 Guests
4 Beds
No pets
Wifi

for 7 nights

From

£1210

An outdoor seating area with a table and couch at 30 Southdown Avenue Weymouth
New

30 Southdown Avenue

Weymouth, Dorset

8 Guests
4 Beds
No pets
Wifi

for 7 nights

From

£1378

Manage Your Cookie Preferences

We use cookies to enhance your browsing experience, analyse our traffic, personalise content and for marketing purposes including the personalisation of ads on the internet. We also set cookies that are necessary for our website to work. You can accept, decline, or manage your cookie preferences by clicking the appropriate button. More information about Google ads can be found in our cookie policy.