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Chesil Beach Holiday Cottages

372 properties found

A stone cottage with a white door and windows a wooden gate and gravel driveway at Little Brook in Nottington near Weymouth

Little Brook

Nottington near Weymouth, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£552

A white house with a glass porch and wooden railings on a paved patio at Village View in Burton Bradstock

Village View

Burton Bradstock, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£529

A small stone patio with a round table and chairs next to a wooden bench outside a stone house at Tiddlers Cottage in Uploders near Bridport

Tiddlers Cottage

Uploders near Bridport, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£484

A patio with a round table and chairs under a green umbrella surrounded by potted plants and garden furniture at Sixpenny Cottage in Upwey

Sixpenny Cottage

Upwey, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£486

A house with a deck and garden at Little Retreat in Upwey

Little Retreat

Upwey, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£485

A window with champagne and glasses overlooking the sea at 123 On The Sea – The Eaves in Weymouth

123 On The Sea - The Eaves

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£445

A garden with flowering plants and shrubs in front of a stone building with a tiled roof at Middle Farm Annex in Long Bredy

Middle Farm Annex

Long Bredy, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£524

A single story white building with a grey roof and glass entrance surrounded by a wooden fence at Cliff Barn in Burton Bradstock

Cliff Barn

Burton Bradstock, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£560

Stone buildings covered with greenery along a street with a white gate at Market House in Abbotsbury

Market House

Abbotsbury, Dorset

6 Guests
3 Beds
No pets
Wifi

for 7 nights

From

£597

A garden with grass a wooden deck with a swing and a patio with chairs and a table at Blue Waters in Weymouth

Blue Waters

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£760

A living room with a grey sofa with colorful cushions a glass coffee table and a fireplace at Ocean Retreat in Weymouth
Offer

Ocean Retreat

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£773

A patio with a round table and two chairs with two mugs on the table overlooking a gravel area and green hills at Burton Bay in Burton Bradstock

Burton Bay

Burton Bradstock, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£523

An outside view of a small brick building with a red door and a window with plants and a green utility box at Fountain Cottage in Weymouth

Fountain Cottage

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£512

A living room with a sofa, chair, coffee table and television at 123 On The Sea – Victoria’s Place in Weymouth

123 On The Sea - Victoria’s Place

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£522

A small dining area with a round table set for four near a window with a view of the beach and ocean at 5 The Beaches Weymouth

5 The Beaches

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£511

A stone cottage with a path leading to the door and a grassy field with a tree and sea in the background at Washingpools in West Bexington

Washingpools

West Bexington, Dorset

2 Guests
1 Beds
Pet Friendly

for 7 nights

From

£439

A street view of terraced houses with white doors and windows at Angel Cottage in Weymouth

Angel Cottage

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£317

A white cottage with a garden and wooden archway surrounded by a fence at Willowbrook Cottage in Litton Cheney

Willowbrook Cottage

Litton Cheney, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£639

A brick house exterior with white framed windows a door a mailbox and a small outdoor table with a bench at Goliath in Brewers Quay Harbour
Offer

Goliath

Brewers Quay Harbour, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£525

A street view of brick buildings including Bay View Hotel and a pop-up pizza shop at The Loft @ No36 in Weymouth

The Loft @ No36

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£573

Our fantastic range of Chesil Beach holiday cottages will ensure your Dorset getaway will be one to remember. 

Why a Chesil Beach Holiday?

Chesil Beach is one of Dorset’s most iconic landmarks; an 18-mile long shingle beach stretching from West Bay to Portland. This wild and rugged beach is part of the Jurassic Coast World Heritage Site. Behind Chesil Beach lies the Fleet Lagoon; a large saline lake trapped between the pebble beach and the mainland. The lagoon is home to the Mute Swans of the Abbotsbury Swannery - the lagoon is the only place in the world where you can walk through a nesting colony. 

You can learn all about Chesil’s wildlife at the Chesil Beach Visitor Centre, where you can also enjoy a cuppa at the Taste Café or book a trip on the Fleet Explorer - a great way to explore the area. 

Places to Visit Near Chesil Beach

There are many places to explore during your Chesil Beach holiday, from the villages on the Isle of Portland like Easton and Southwell to West Bay and Bridport. The charming seaside town of Weymouth is one of the most popular towns along the South West Coast, with fun activities and attractions for all the family. Plus, the charming villages of Langton Herring and Osmington are just a short drive away. 

The iconic destinations of Corfe Castle, Durdle Door and Lulworth Cove are all just a short drive away too.

Types of Holiday 

From charming thatched cottages to harbourside apartments, we have an incredible range of holiday cottages available across Dorset. So whether you're looking to go on holiday with your dog or are looking for a cosy cottage with an open fire, then here at Dream Cottages we can make your holiday dreams a reality. Or why not whisk your other half away for Valentine's weekend for a romantic stay?

If you’re ready to book your Chesil Beach accommodation, then get in touch with one of our trusted travel experts today.

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