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Dorset Holiday Cottages

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Your Dorset search returned 1,008 cottages

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  • Sleeps5
  • Bedrooms3
  • PetsNo
  • Sykes rating

Sea Haven, a pleasant semi-detached house resting in the town of Swanage in Dorset. Smart TV. Enclosed garden. Open plan. Within Dorset National Landscape. Wareham 9.1 miles; Poole 19 miles. (Ref. 1152055)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £589

  • Sleeps8
  • Bedrooms4
  • PetsYes

    3.6

    Good

  • Sykes rating

2 Heath Cottages is a charming, four-bedroom cottage resting in Sanford, Dorset. Woodburning stove. Pet-friendly. Bedrooms with en-suites. Wareham 2.1 miles; Poole 7.2 miles; Dorset 14.2 miles. (Ref. 1143844)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher

7 nights from £916

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Garibaldi Cottage is a lovely, coastal home resting in the town of Weymouth in Dorset, enjoying close proximity to a nearby shop, beach, and pub. Dorchester 8.2 miles; Bridport 20.1 miles. (Ref. 1156408)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £526

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

A well-presented property nestled in the heart of Weymouth, Dorset. Roadside parking. Enclosed patio. Dorchester 8.5 miles; Bridport 19.2 miles. (Ref. 1134491)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £631

  • Sleeps3
  • Bedrooms2
  • PetsNo

    3.8

    Good

  • Sykes rating

A lovely, single-storey lodge overlooking the Jurassic coastline in Charmouth, Dorset. Sea views. Open-plan living. Romantic. Close to amenities and the beach. Lyme Regis 3.1 miles; Axminster 5.6 miles; Bridport 7.2 miles. (Ref. 1131823)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £596

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A lovely two-bedroom house resting in Weymouth, Dorset. Family-friendly. Enclosed garden. Near a beach. Pet-friendly. Dorchester 6.7 miles; Bridport 19.6 miles. (Ref. 1120462)

  • Wi-fi
  • Washing machine

7 nights from £431

  • Sleeps3
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A delightful studio apartment near to Lyme Regis in Dorset. Sea views. Parking. Great location. Well-presented. Lyme Regis 0.3 miles; Charmouth 3.1 miles; Seaton 7.7 miles; Weymouth 28.8 miles. (Ref. 1105809)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £492

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A delightful, two-bedroom barn conversion resting in Notton, Dorset. Disabled-friendly. Dog-friendly. Eco-friendly. Enclosed garden. West Bay 15 miles; Weymouth 16.2 miles; Lyme Regis 24 miles. (Ref. 1096950)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £719

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A welcoming, mid-terrace cottage rests in Poole, Dorset. private parking. Near the coast. Open-plan. Enclosed courtyard. Sandbanks 4.5 miles; Bournemouth 6.5 miles. (Ref. 1102863)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £492

  • Sleeps3
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Gold Gems Award Winner for Best on the South Coast 2023. A picturesque, reverse level Coach House settled in White Lackington near Piddletrenthide, Dorset. Private parking. Enclosed garden. Woodburning stove. Pet-free. Dorchester 6.7 miles. (Ref. 1087048)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £629

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Lodge 15 is a superb single-storey holiday home on the outskirts of Corfe Castle, Dorset. Woodburning stove. Hot tub. Open-plan. Luxury. Off-road parking. Swanage 5.1 miles; Wareham 6.8 miles; Bournemouth 22.6 miles. (Ref. 1124146)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Baby-friendly

7 nights from £1100

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A pleasant two-bedroom property based in West Lulworth, Dorset. Enclosed garden. Close to amenities and beach. In an AONB. Wareham 8.5 miles; Weymouth 15.4 miles (Ref. 1117992)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £495

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

This quirky, converted bunker rests in Ringstead near Preston, Dorset. Open fire. In an AONB. Smart TV. Off-road parking. Weymouth 7.6 mile. (Ref. 1131689)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher

7 nights from £778

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A charming, detached holiday home resting in Ferndown, Dorset. Close to a pub. Couple’s retreat. Fire pit. Bournemouth 6.6 miles; Poole 8.2 miles; Weymouth 35.4 miles. (Ref. 1135600)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom

7 nights from £602

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A fantastic, three-bedroom cottage situated in Upton near Preston, Dorset. Pet-friendly. Close to amenities and a beach. Woodburning stove. Original features. Weymouth 7 miles. (Ref. 1125289)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £1383

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

33 High Street is a well-positioned, three-bedroom home resting in Fortuneswell, Dorset. Near amenities and the beach. Contemporary. Pet-friendly. Enclosed garden. Near AONB. Weymouth 4.9 miles. (Ref. 1138399)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £600

  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

Standby Generator Bunker, an impressive abode, rests in rural Ringstead in Dorset, enjoying sea views, a pet-friendly policy, and a woodburning stove. Dorchester 8.3 miles; Bridport 23.1 miles. (Ref. 1137374)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • 20% off - Fri 3rd Jan to 1st Feb 2025

7 nights from £1001

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A bright and airy lodge resting in Osmington near Preston, Dorset. Open-plan. Close to beach. Pet-friendly. Weymouth 5.4 miles; Poole 23.4 miles; Bournemouth 29.1 miles. (Ref. 1093891)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £670

Last booked yesterday
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  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A large, contemporary holiday house resting on the Isle of Portland in Fortuneswell. Four stories. Enclosed garden with patio. Amenities and beach in walking distance. Weymouth 4.7 miles; Dorchester 12.3 miles. (Ref. 1043679)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £979

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

This detached lodge rests on the outskirts of Wimborne Minster, Dorset. Hot tub. En-suite. Rural location. Wimborne Minster 1.1 miles; Sandbanks 7.4 miles. (Ref. 1038027)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub

7 nights from £805

Last booked 2 days ago
See more details

Found on England’s stunning South Coast, these holiday cottages in Dorset make for wonderful places to consider spending your next staycation. Offering visitors the very best of the coast and countryside and boasting tonnes of awesome landmarks and attractions, you’re bound to have a fantastic break staying at one of these Dorset cottages! 

Why Dorset Holiday Cottages? 

Without a doubt, choosing to stay in one of these Dorset holiday cottages is a fantastic idea to consider for your next break, regardless of what you’re hoping to get up to!  

Home to the famous Jurassic Coast, a UNESCO World Heritage Site, as well as miles of beautiful countryside and rolling hills, it should come as no surprise to hear that this county is a magnet for tourists and holidaymakers!  

So, whether you’re planning on exploring the dramatic coastal cliffs, wandering across the vast countryside or exploring its historic towns, you and your guests are bound to have a wonderful staycation at one of these Dorset cottages! 

For more ideas on what to get up to here, check out our fantastic Dorset Travel Guide.  

Places to visit from Cottages in Dorset 

Being home to a world-renowned coastline and miles of beautiful countryside all waiting for you to explore and enjoy, there’s no limit when it comes to places to visit from your Dorset self-catering cottage.  

For example, if spending time at the beach is a must-do, then venture out from your Dorset cottage to the lovely resort town of Bournemouth! Home to a bustling town centre with streets nestled between beautiful parks and gardens, you can quite easily spend a full day here exploring its many fantastic places to eat, drink and shop! Not only that, but it’s also home to some of the best beaches in the country and is situated just a short drive away from the famous Sandbanks Beach too. 

Other popular coastal towns near these cottages in Dorset include Lyme Regis where you can step back in time by hunting for fossils on Lyme Regis Fossil Beach, marvel at marine life at Lyme Regis Aquarium or see Dorset’s coast from the sea with a Jurassic boat trip. Or Weymouth where you can bask on the golden shores of Weymouth Beach or enjoy walks along the iconic Chesil Beach. 

On the other hand, further inland you’ll find the county town of Dorchester, nestled right in the heart of the county’s vast countryside. It is best known for its rich history and association with the Puritans that left for the New World in the 17th century. With a bustling city centre to explore that’s packed full of great restaurants, shops, pubs and bars, it’s also where you’ll find Poundbury, arguably one of the most unique towns in the country and well worth exploring if you have the time! 

Other Popular Destinations to visit from Dorset Cottages: 

Blandford Forum 

Bridport 

Lulworth Cove 

Poole 

Purbeck 

Sherborne 

Swanage 

Wareham 

West Bay 

You can also check out more Dorset Destinations here. 

Types of Dorset Holidays 

Don’t wait, book your next getaway to one of these Dorset holiday cottages today! 

If you’re planning a Dorset holiday with your pooch, then be sure to check out these  dog-friendly cottages in Dorset or guarantee your position by the sea with the help of these coastal cottages in Dorset. If you’d prefer to stay in then the these country cottages in Dorset have you covered! 

You can also bring the whole family along on your next Dorset holiday by booking one of these Dorset cottages for families or these large Dorset cottages and if you appreciate the finer things in life, these luxury Dorset cottages are sure to impress! 

Why not book something different like Dorset lodges and log cabins, Dorset cottages with hot tubs, Dorset cottages with swimming pools, glamping pods in Dorset or accommodation on holiday parks in Dorset

If you’re planning a spontaneous getaway then be sure to check out these cottages for short breaks in Dorset and cottages for last-minute Dorset holidays too! Don’t worry if you still haven’t found what you’re looking for as there are plenty of other cottages in the South West of England to choose from!