Your search returned 291 cottages.
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- Sleeps4
- Bedrooms2
- PetsYes
A traditional stone-built cottage situated in the quaint village of Upwey. Enclosed patio area. Quiet location. Close to pub and shop. Weymouth 4.2 miles. (Ref. 1052785)
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7 nights from £609
Book NowLast booked 2 days ago -
- Sleeps4
- Bedrooms2
- PetsNo
A beautiful, quaint cottage in the Dorset village of Maiden Newton. Woodburning stove. In the Dorset AONB. Close to the coast. Private courtyard. Homely interior. WiFi. Dorchester 8.5 miles; Weymouth 17.5 miles. (Ref. 1050038)
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7 nights from £342
Book NowLast booked yesterday -
- Sleeps6
- Bedrooms3
- PetsYes
A period three-storey terraced property resting in Weymouth, Dorset. In walking distance of amenities and beach. Pet-friendly. Woodburning stove. Isle of Portland 6.1 miles; Dorchester 8.7 miles. (Ref. 1055214)
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7 nights from £559
Book NowLast booked 4 hours ago -
- Sleeps5
- Bedrooms3
- PetsNo
Little Gull cottage is modern and comfortable holiday home close to Weymouth’s harbour. Wifi. Patio. Shop and pub 5 min. Beach 1 mile. Dorchester 8 miles. (Ref. 1048675)
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7 nights from £553
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- Sleeps8
- Bedrooms4
- PetsYes
A large, contemporary holiday house resting on the Isle of Portland in Fortuneswell. Enclosed garden with patio. Shop, pub and beach in walking distance. Pet-friendly. Weymouth 4.7 miles; Dorchester 12.3 miles. (Ref. 1043679)
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7 nights from £847
Book NowLast booked yesterday -
- Sleeps2
- Bedrooms1
- PetsNo
A third-floor apartment resting in the centre of Weymouth. Close to the beach. Smart TV. Permit parking. WiFi. Dorchester 7.8 miles. (Ref. 1050778)
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7 nights from £360
Book NowLast booked 2 days ago -
- Sleeps4
- Bedrooms2
- PetsNo
A second-floor apartment resting in Weymouth. Harbour views. WiFi. Garage parking. Dorchester 8.5 miles. (Ref. 1007302)
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7 nights from £506
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- Sleeps8
- Bedrooms4
- PetsYes
Detached chalet bungalow in West Bexington, Dorset. Large garden with sea views. Close to beach. WiFi. Abbotsbury 4.8 miles; Bridport 6.8 miles. (Ref. 1017936)
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7 nights from £960
Book NowLast booked yesterday -
- Sleeps6
- Bedrooms3
- PetsNo
A contemporary apartment resting in a central position within Weymouth. Stunning sea views. WiFi. Close to all amenities. Dorchester 7.6 miles. (Ref. 1049720)
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7 nights from £766
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- Sleeps4
- Bedrooms2
- PetsNo
A charming terrace cottage in the seaside town of Weymouth. WiFi. Open-plan living. Short walk to marina, harbour and shops. Dorchester 8.3 miles. (Ref. 1041378)
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7 nights from £411
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 Isle of Portland 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.
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.
If you’re ready to book your Chesil Beach accommodation, then get in touch with one of our trusted travel experts today.