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Dorset Holiday Cottages

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Your Dorset search returned 1,054 cottages

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  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.8

    Sykes Rating

This pretty, detached cottage lies in Preston, Dorset. Smart TV. En-suite master bedroom. Close to amenities. Woodburning stove. Weymouth 3.6 mile. (Ref. 1119018)

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

7 nights from £706

  • Sleeps6
  • Bedrooms2
  • PetsNo

    5.0

    Sykes Rating

This stunning, two-bedroom abode is perched in Lytchett Matravers, Dorset. Off-road parking. Hot tub. En-suite bedrooms. Poole 5.9 miles; Bournemouth 11.4 miles; Dorchester 18.7 miles. (Ref. 1084628)

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

7 nights from £870

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

This attractive, one-bedroom cottage resides in Uploders near Bridport, Dorset. Enclosed garden. Romantic. In an AONB. Close to amenities. West Bay 5 miles; Lyme Regis 14.1 miles. (Ref. 1117867)

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

7 nights from £403

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

A romantic pied-a-terre in the bustling market town of Bridport. Close to the Jurassic Coast. Parking. WiFi. Open-plan living. (Ref. 1004940)

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

7 nights from £415

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Sykes Rating

Lovely apartment nestled in the thriving Dorest town of Swanage. Open-plan. WiFi. Designated parking space. Shop and pub 2 mins walk. Jurassic Coast. (Ref. 979371)

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

7 nights from £358

Last booked 2 days ago
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7 nights from £498

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    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 £613

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

A delightful, one-bedroom holiday home resting in Weymouth, Dorset. Contemporary. Private garden. Romantic. Close to amenities and beach. Near AONB. Open-plan. Dorchester 7 miles; Bridport 20.8 miles. (Ref. 1133982)

  • Wi-fi
  • Off-road parking

7 nights from £500

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Sykes Rating

A characterful one-bedroom property resting in Weymouth, Dorset. Close to amenities and a beach. Near an AONB. Couples retreat. Dorchester 6.8 miles; Bridport 18.3 miles. (Ref. 1125691)

  • Wi-fi

7 nights from £317

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

A charming reverse-level cottage in the village of Upwey, Dorset. Close to amenities. Woodburning stove. In an Area of Outstanding Natural Beauty. Romantic. Walkers & Cyclists. Weymouth 4.5 miles; Dorchester 4.6 miles. (Ref. 1072756)

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

7 nights from £919

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

A luxury detached property, set in the heart of Verwood in Dorset. Open plan accommodation. Double bedroom with en-suite. Garden with patio. Ringwood 5 miles. (Ref. 961904)

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

7 nights from £412

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

A beautiful, second-floor apartment overlooking the harbour in Weymouth, Dorset. Romantic. Sea views. Close to beach. Close to local amenities. Dorchester 8.3 miles; Bridport 19.1 miles. (Ref. 1107011)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £476

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

A contemporary second-floor apartment resting on the Weymouth Seafront, Dorset. Open-plan living. Sea views. Close to amenities and beach. Pet-free. Stylish. Dorchester 7.8 miles; Bridport 20.3 miles. (Ref. 1092706)

  • Wi-fi
  • Dishwasher

7 nights from £1242

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

A detached barn conversion set within the village of Long Bredy. Woodburning fire. WiFi. Weymouth 12 miles; Yeovil 20 miles. (Ref. 998739)

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

7 nights from £584

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

Contemporary barn conversion, close to the Dorset coast. Secluded garden. Solid oak flooring. Five minute drive to Weymouth. (Ref. 994207)

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

7 nights from £672

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Sykes Rating

Charming, modern barn located in the Dorset village of Bere Regis. WiFi. Close to shop and pub. Off-road parking. Courtyard garden. Wareham 6 miles. (Ref. 1000906)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • 10% off - Fri 11th Jul to 29th Aug 2025

7 nights from £526

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

A first-floor Georgian apartment settled in Lyme Regis, Dorset. Sea views. Close to a beach. Family-friendly. Charmouth 3.1 miles; Seaton 7.7 miles; Devon 37 miles. (Ref. 1106036)

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

7 nights from £654

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Sykes Rating

A semi-detached seaside cottage resting in Lyme Regis, Dorset. Sea view. Close to a beach. Close to the town centre. Charmouth 2.9 miles; Seaton 8 miles; Beer 9.7 miles. (Ref. 1105798)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £1022

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    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 £579

Last booked 2 days ago
See more details
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Sykes Rating

A superb first-floor apartment resting in Weymouth, Dorest. Stunning marina views. Allocated off-road parking. WiFi. Dorchester 8.4 miles; Bridport 20.5 miles. (Ref. 1059262)

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

7 nights from £666

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!