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Dorset Holiday Cottages

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Your Dorset search returned 1,010 cottages

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  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A superb four-bedroom barn conversion resting in Hummer, Somerset. Pet-friendly. Hot tub. Off-road parking. Woodburning stove. Sherborne 4.6 miles; Shaftesbury 20.3 miles; West Bay 23.9 miles. (Ref. 1086608)

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

7 nights from £1321

  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Old Post Office is a contemporary, four-bedroom home resting rurally in Glanvilles Wootton near Sherborne, Dorset. Pet-friendly. Hot tub. Rural views. Buckland Newton 2.8 miles; Cerne Abbas 5.7 miles; Sherborne 7.1 miles; Dorcesher 12.2 miles. (Ref. 1129395)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £1425

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A superb Grade II listed cottage in the centre of Lyme Regis in Dorset. Traditional features. Great location. Attractive gardens. WiFi. Lyme Regis 0.1 miles; Charmouth 3.1 miles; Seaton 8 miles. (Ref. 1106462)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £1268

Last booked yesterday
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  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.4

    Good

  • Sykes rating

Beautiful holiday cottage over three floors beside Old Harbour in Weymouth. Harbour views. Patio with furniture. Pubs and shop 5 mins. Beach 10 mins. Bridport 22 miles. (Ref. 994256)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room
  • 5% off - Fri 27th Dec 2024 to 3rd Jan 2025

7 nights from £1326

  • Sleeps12
  • Bedrooms6
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

An outstanding, extensive cottage in Burton Bradstock in Dorset. Spacious. Family-friendly. Walled gardens. WiFi. Burton Bradstock 0.2 miles; Abbotsbury 6.6 miles; Lyme Regis 12.3 miles; Seaton 20.2 miles. (Ref. 1106219)

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

7 nights from £2501

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Malabar House is a double-fronted, Grade II listed townhouse situated in Lyme Regis, Dorset. Historic building with period features and fireplaces. Close to amenities and 75 metres from sea front. Enclosed garden. Charmouth 3.4 miles; Bridport 10.2 miles. (Ref. 1142151)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £1492

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

An immaculate penthouse apartment resting in the centre of Weymouth, Dorset. WiFi. Views over the marina. Off-road parking. Dorchester 8.4 miles; Bridport 20.5 miles. (Ref. 1059266)

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

7 nights from £601

  • Sleeps13
  • Bedrooms6
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Lovingly renovated Seasides offers, beach, sea and harbour views, suitable for large family gatherings close to shops and amenities. (Ref. 1056791)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room
  • Sky TV

7 nights from £1867

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A semi detached holiday house situated in Lyme Regis, Dorset. Charmouth 3 miles; Seaton 12 miles; Devon 38 miles. (Ref. 1106081)

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

7 nights from £1556

  • Sleeps9
  • Bedrooms4
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Bay Cottage is a well-presented, three-storey detached house situated in the resort of Weymouth, Dorset. Smart TV. Decking with furniture. Near a beach. Dorchester 8.4 miles; Bridport 20.3 miles. (Ref. 1139723)

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

7 nights from £1010

Last booked 2 days ago
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  • Sleeps12
  • Bedrooms6
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Elegant end of terrace Georgian Townhouse located in Weymouth. Close to amenities. Off-road parking. Pet-free. Courtyard with furniture. Dorchester 7.2 miles; Bridport 20.5 miles. (Ref. 1071940)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • £1075 off - Fri 3rd Jan to 10th Jan 2025

7 nights from £1295

  • 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

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

16 Wakeling Island is a stylish, detached home resting in Crossways, Dorset. On-site facilities. Family-friendly. Lakeside views. Woodburning stove. Puddletown 5.3 miles; Dorchester 5.6 miles; Weymouth 10 miles. (Ref. 1138508)

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

7 nights from £747

Last booked 2 days ago
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  • Sleeps14
  • Bedrooms7
  • PetsNo
  • Sykes rating

Royal Oak House is a striking detached house with a heated swimming pool, barbecue, and 2-acre garden, located in the village of Motcombe in Dorset. Shaftesbury 3.3 miles; Stonehenge 22.9 miles; Salisbury 23.5 miles. (Ref. 1060629)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Dishwasher
  • Washing machine
  • Games room

7 nights from £2094

Last booked 2 days ago
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  • Sleeps12
  • Bedrooms6
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Beautiful converted farmhouse. Pet friendly. Games room. Parking, WiFi. Bridport 3 miles. (Ref. 976544)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from £1493

  • Sleeps18
  • Bedrooms9
  • PetsNo

    5.0

    Perfect

  • Sykes rating

The Esplanade is a stunning, nine-bedroom holiday dwelling residing in Weymouth, Dorset. Sea views. En-suite bedrooms. Close to amenities and a beach. Parking. Dorchester 7.2 miles; Bridport 18.7 miles. (Ref. 1123341)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £2570

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A detached seaside house resting in Lyme Regis, Dorset. Sea view. Close to a beach. Close to the town centre. Pet-friendly. Charmouth 3.3 miles; Seaton 7.8 miles; Beer 9.5 miles. (Ref. 1106309)

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

7 nights from £905

  • Sleeps10
  • Bedrooms4
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A beautifully-presented, single-storey abode residing in Lytchett Matravers, Dorset. Near an AONB. Off-road parking. Hot tub. En-suite bedrooms. Poole 5.9 miles; Bournemouth 11.4 miles; Dorchester 18.7 miles. (Ref. 1084629)

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

7 nights from £1355

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A fabulous three-bedroom holiday home in Wyke Regis, Dorset. Pet-friendly. Sea views. Close to beach and amenities. Open-plan. Contemporary. Weymouth 2.2 miles; Dorchester 9.6 miles. (Ref. 1103441)

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

7 nights from £692

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A contemporary property situated in the seaside town of Lyme Regis, West Dorset. Open-plan living space. Smart TV. WiFi. Off-road parking. Seaton 7 miles; Bridport 10.7 miles. (Ref. 1112737)

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

7 nights from £616

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!