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Dorset Holiday Cottages

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Your Dorset search returned 1,018 cottages

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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A contemporary three-bedroom apartment resting in Swanage, Dorset. Near a beach. Sea views. Barbecue. Wareham 9.7 miles; Poole 19.6 miles. (Ref. 982989)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • 5% off - Fri 24th Jan to 31st Mar 2025

7 nights from £1258

  • Sleeps9
  • Bedrooms5
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

An impressive, contemporary-styled cottage resting on the outskirts of the coastal town of Swanage, on Dorset's Jurassic Coast. Woodburning stove and open fire. Spacious. Family-friendly. Games room. WiFi. Studland 2.5 miles; Bournemouth 11.2 miles. (Ref. 1039862)

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

7 nights from £1245

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A detached Mediterranean-style villa situated in Lyme Regis, Dorset. Sea views. Close to a beach. Welcome hamper. Charmouth 3.3 miles; Seaton 7.7 miles; Beer 9.4 miles. (Ref. 1105923)

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

7 nights from £841

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.4

    Good

  • Sykes rating

This fabulous three-bedroom abode resides in Weymouth, Dorset. Sea glimpses. Smart TV. Open-plan. Near an AONB. Dorchester 7 miles; Bridport 19.5 miles. (Ref. 1125198)

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

7 nights from £608

  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.8

    Outstanding

  • 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 £669

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A 16th century, Grade II listed, thatched property situated within Winterborne Whitechurch village. Woodburning stoves. Ample off-road parking. WiFi. Milborne St Andrew 3.5 miles; Bere Regis 6.3 miles; West Lulworth 15.1 miles. (Ref. 1062552)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • 5% off - Wed 5th Feb to 30th Jun 2025

7 nights from £1108

Last booked 2 days ago
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  • 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 £1478

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

This generous cottage is located in Ammerham near Winsham, Somerset. Enclosed garden. Woodburning stove. Off-road parking. Beautiful views. Chard 3.7 miles; Bridport 11.8 miles. (Ref. 1060710)

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

7 nights from £575

  • Sleeps8
  • Bedrooms4
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A lovely four-bedroom cottage resting in Corfe, Dorset. Woodburning stove. Off-road parking. Enclosed garden. Corfe Castle views. Wareham 5 miles; Swanage 5.7 miles; Bournemouth 21.2 miles. (Ref. 1099315)

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

7 nights from £1697

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A lodge sleeping four people, Bowleaze area of Weymouth. Dog friendly. Large garden. Parking for two cars. (Ref. 994500)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine
  • Baby-friendly
  • 10% off - Mon 10th Feb to 22nd Mar 2025

7 nights from £642

  • Sleeps4
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Backlands Farmhouse is a charming holiday cottage nestled in the seaside village of Charmouth, along the Jurassic Coast. Close to beach and amenities. Lyme Regis 3 miles; Axminster 5.6 miles; Bridport 6.8 miles. (Ref. 1149648)

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

7 nights from £615

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Beautiful coastal views. Off road parking for 3 cars. Beaches a short walk away. WiFi. Perfect for a group of friends for a getaway from the busy lifestyles. (Ref. 994051)

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

7 nights from £2244

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Single-storey pet-friendly barn conversion in an attractive lawned courtyard. En-suite, woodburning stove, shared games room. Perfect Winterborne Stickland cottage for families. Blandford Forum 4 miles. (Ref. 18978)

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

7 nights from £614

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

Excellent period apartment in Weymouth close to the esplanade. Two en-suite shower rooms and three bedrooms. WiFi. Enclosed patio area. Beach 1 min away. (Ref. 993988)

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

7 nights from £1037

Last booked 3 hours ago
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  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

This stylish and neat holiday home rests in Brewers Quay Harbour in Weymouth, Dorset. Close to amenities and harbour. Pet-free. Garden. Dorchester 8.7 miles; West Lulworth 15.8 miles. (Ref. 1093760)

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

7 nights from £627

  • 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 £1414

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A contemporary townhouse situated just a stone’s throw from Chesil Beach. Pet-friendly. Three floors. Beach views. Weymouth 4.5 miles. (Ref. 1084822)

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

7 nights from £577

  • 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

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

One @ No36 is a delightful duplex apartment with the beach on your doorstep, with the convenience of off-road parking, in Weymouth, Dorset. Dorchester 7.8 miles; Bridport 19.1 miles. (Ref. 1162201)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £681

Last booked yesterday
See more details
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Exceptional, spacious rural barn conversion. Very high standard of furnishings and equipment. Beamed ceilings. Woodburning stove. En-suite facilities. Lovely walks close by. Blandford Forum 4 miles. (Ref. 905897)

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

7 nights from £566

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!