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Dorset Holiday Cottages

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Your Dorset search returned 1,004 cottages

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  • Sleeps3
  • Bedrooms2
  • PetsYes

    3.9

    Good

  • Sykes rating

A charming thatched roof character cottage resting in the village of Osmington, Dorset. Off-road parking. Open-plan living. WiFi. Close to pub. Weymouth 4.4 miles; Dorchester 5.4 miles. (Ref. 1064960)

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

7 nights from £456

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A detached seaside house resting in Lyme Regis, Dorset. Sea view. Close to a beach. Close to the town centre. Charmouth 3.4 miles; Seaton 8 miles; Beer 9.7 miles. (Ref. 1106173)

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

7 nights from £1214

  • Sleeps9
  • Bedrooms4
  • PetsNo
  • Sykes rating

A stunning beachfront house resting in the bustling town of Lyme Regis, Dorset. Close to a beach. Close to a pub. Sea views. Charmouth 3 miles; Axminster 5.5 miles; West Bay 11.4 miles. (Ref. 1135522)

  • Wi-fi
  • Dishwasher

7 nights from £1575

  • 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 £2319

Last booked yesterday
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  • Sleeps8
  • Bedrooms5
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Glyde House is a detached property situated in Dorchester, Dorset. Close to a shop and a pub. Off-road parking. Garden. Near Dorset AONB. Weymouth 8.6 miles; Isle of Portland 14.7 miles. (Ref. 1150284)

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

7 nights from £1062

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.0

    Good

  • Sykes rating

A second-floor apartment settled in Lyme Regis, Dorset. Family-friendly. Sea views. Walking distance to a beach. Charmouth 2.9 miles; Seaton 8 miles; Devon 30.1 miles. (Ref. 1105842)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £520

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

This beautiful three-bedroom property resides in West Lulworth, Dorset. Off-road parking. In an AONB. En-suite bedrooms. Close to amenities and a beach. Wareham 8.8 miles; Weymouth 15.3 miles. (Ref. 1126738)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • £750 off - Fri 20th Dec to 28th Dec 2024

7 nights from £810

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Charming, detached single storey barn conversion. Lovely Dorset cottage in rural location. Open plan accommodation. Use of swimming pond. Sturminster Newton 4 miles. (Ref. 20119)

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

7 nights from £360

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

An attractive, character cottage within walking distance of Lyme Regis in Dorset. Sea views. Dog-friendly. Family-friendly. Open-plan. Lyme Regis 0.3 miles; Charmouth 3.3 miles; Seaton 7.9 miles; Sidmouth 16.2 miles. (Ref. 1105838)

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

7 nights from £811

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.1

    Good

  • Sykes rating

Sunset View is a perfectly-positioned, fifth-floor apartment residing in Castletown, Dorset. Sea views. Close to amenities and the beach. Private balcony. Portland 2.1 miles; Weymouth 5 miles; Dorchester 12.4 miles. (Ref. 1141111)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

7 nights from £495

  • 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
  • 20% off - Mon 18th Nov to 21st Dec 2024

  • 20% off - Fri 3rd Jan to 1st Feb 2025

7 nights from £985

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

Cosy, compact, detached barn conversion in the pretty East Dorset village of Sturminster Marshall. En-suite facilities. Woodburning stove. Lovely walks nearby. Superb touring base. Wimborne Minster 5.5 miles. (Ref. 931943)

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

7 nights from £308

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A contemporary first-floor barn conversion resting in Sturminster Newton, Dorset. Open-plan. Balcony. Views. Blandford Forum 9.6 miles. (Ref. 923041)

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

7 nights from £418

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A beautiful stone cottage, complete with garden on the quieter end of Portland, however situated on the main bus route to Weymouth and beyond. (Ref. 994021)

  • Wi-fi
  • Washing machine

7 nights from £499

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Sleeping 4 cosy cottage in Weymouth. Close to harbour and all amenities. Gated development. (Ref. 994605)

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

7 nights from £595

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A contemporary detached house resting in Lyme Regis, Dorset. Sea views. Family-friendly. Welcome hamper. Charmouth 3.2 miles; Beer 9.54 miles; West Bay 11.4 miles. (Ref. 1105796)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • 25% off - Fri 3rd Jan to 28th Feb 2025

7 nights from £794

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.3

    Good

  • Sykes rating

A traditional cottage resting in Lyme Regis, Dorset. Town centre location. Family-friendly. Close to a beach. Charmouth 2.8 miles; Seaton 8.1 miles; Devon 38 miles. (Ref. 1105854)

  • Wi-fi
  • Washing machine
  • 10% off - Fri 1st Nov to 30th Nov 2024

  • 5% off - Sun 1st Dec to 21st Dec 2024

7 nights from £596

  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.4

    Good

  • Sykes rating

Lovely 4 bedroom house in gated area. Close to Weymouth harbour. Secure gated parking for one car. Welcomes two dogs. WiFi. (Ref. 994213)

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

7 nights from £769

  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.4

    Good

  • Sykes rating

Modern, beautiful thatched cottage. Inglenook fireplace. Local activities only a short drive away. Nearby pubs and restaurants. Ensuite bedrooms. (Ref. 994342)

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

7 nights from £626

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A pretty thatched cottage located just a short walk from the beach at Lulworth Cove in Dorset. Sea-views. Woodburning stove. Parking. Wi-Fi. Dorchester 13 miles. (Ref. 1095869)

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

7 nights from £737

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!