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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

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Braiders Rest is a charming cottage located in the centre of Bridport, a market town in Dorset, with a lovely open-plan layout and short walk to a pub. Lyme Regis 9.4 miles; West Bay 2.3 miles. (Ref. 1136101)

  • Wi-fi

7 nights from £574

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Moonbeam View is a wonderfully presented ground-floor apartment situated in Lyme Regis, Dorset near local amenities, the beach and with en-suites. Charmouth 3.3 miles; Axminster 5 miles; Bridport 10 miles; Sidmouth 15.5 miles. (Ref. 1119814)

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

7 nights from £528

  • Sleeps2
  • Bedrooms1
  • PetsYes
  • Sykes rating

The Bungalow is a single-storey property with a toasty woodburning stove, a short distance from the beach in the coastal town of Lyme Regis, Dorset. Charmouth 3.4 miles; Axminster 4.9 miles; Bridport 10.1 miles; Sidmouth 15.5 miles. (Ref. 1122777)

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

7 nights from £599

Last booked within the hour
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  • Sleeps10
  • Bedrooms5
  • PetsYes
  • Sykes rating

The Cheesehouse is an exceptional, pet-friendly five bedroom holiday home resting in Litton Cheney, Dorset with a games room with pool, darts and bar area. Dorchester 9.9 miles; Yeovil 20.9 miles. (Ref. 1161994)

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

7 nights from £1212

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

18 Chamberlaine Road is a lovely and welcoming abode, near a beach, situated in the heart of Weymouth, Dorset, only a short walk to a local shop and pub. Dorchester 9.3 miles; Bridport 17.8 miles. (Ref. 1161457)

  • Wi-fi
  • Washing machine

7 nights from £472

  • Sleeps15
  • Bedrooms6
  • PetsYes
  • Sykes rating

Anchor House is a stunning, pet-friendly townhouse with a private hot tub in the heart of Weymouth, Dorset, close to local amenities and the beach. Dorchester 7.8 miles; Bridport 19.9 miles. (Ref. 1105510)

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

7 nights from £1498

  • Sleeps8
  • Bedrooms3
  • PetsYes
  • Sykes rating

A well-positioned, three-bedroom cottage resting in Southbourne, Dorset. Sea glimpses. Close to beach and amenities. Ground-floor living. Dog-friendly. Bournemouth 4.2 miles. (Ref. 1165067)

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

7 nights from £715

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.2

    Good

  • Sykes rating

Old Ropemakers Cottage is a characterful cottage with woodburning stove situated near the beach in the town of Bridport, Dorset and a pet friendly policy. Lyme Regis 10 miles; West Bay 2 miles. (Ref. 1155307)

  • Wi-fi
  • Washing machine
  • 5% off - Fri 3rd Jan to 10th Jan 2025

  • 5% off - Sun 5th Jan to 31st Mar 2025

7 nights from £516

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

Winkle Cottage is a wonderful holiday home, set over three floors, situated in the popular coastal town of Weymouth in Dorset by the historic harbour. Dorchester 8.5 miles; Bridport 19.3 miles. (Ref. 1140944)

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

7 nights from £599

  • 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

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Splash, a lovely, terrace cottage lies in the heart of Weymouth, a seaside town in Dorset. Near beach and pub. Smart TV. Near harbour. Dishwasher. Dorchester 8.6 miles; Bridport 19.4 miles. (Ref. 1154894)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £620

Last booked 6 hours ago
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  • Sleeps5
  • Bedrooms2
  • PetsYes
  • Sykes rating

30 Fleet Street is a lovely, pet-friendly two bedroom cottage located in the delightful town of Beaminster, Dorset and can sleep up to 5 guests. Bridport 6.4 miles; Crewkerne 7.6 miles; Lyme Regis 15.5 miles. (Ref. 1161403)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £461

  • Sleeps4
  • Bedrooms2
  • PetsNo

    3.9

    Good

  • Sykes rating

Harbour Retreat is a delightful three-storey cottage by the harbourside in Brewers Quay Weymouth, Dorset. Close to beach, shops and amenities. Dishwasher. Dorchester 8.5 miles; Bridport 19 miles. (Ref. 1139963)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £614

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Trinity Lodge is a striking rural holiday home with great attention to detail, within the Dorset National Landscape, in Goodmanstone, near Cerne Abbas. Dorchester 5.3 miles; Weymouth 14 miles; Sherborne 14.3 miles; Yeovil 17.4 miles. (Ref. 1149594)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £389

  • Sleeps15
  • Bedrooms9
  • PetsYes
  • Sykes rating

The Cow Shed, a welcoming cottage resting in the hamlet of Lower Kingcombe near Maiden Newton in Dorset, with a pet-friendly policy and on-site facilities. West Bay 11.1 miles; Lyme Regis 20.1 miles; Weymouth 20.4 miles. (Ref. 1150218)

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

7 nights from £1087

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Dolly Dream is a well-appointed duplex apartment close to a beach and shops, resting in the bustling town of Weymouth in Dorset. Dorchester 6.8 miles; Bridport 19.7 miles. (Ref. 1152003)

  • Wi-fi
  • Washing machine

7 nights from £760

  • Sleeps4
  • Bedrooms3
  • PetsYes
  • Sykes rating

The Old Dairy is a charming, three-bedroom abode in Whitchurch Canonicorum near Charmouth, Dorset. Dog-friendly. Close to amenities and beach. In Dorset AONB. Lyme Regis 5.2 miles; Axminster 7.7 miles; Bridport 5.5 miles. (Ref. 1142875)

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

7 nights from £565

  • Sleeps3
  • Bedrooms2
  • PetsYes
  • Sykes rating

10 Bay View Court is a pet-friendly, ground-floor apartment located in central Lyme Regis, Dorset, near a beach and local amenities, with open-plan living. Charmouth 2.8 miles; Axminster 5.6 miles; Bridport 9.5 miles; Sidmouth 16 miles. (Ref. 1162484)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine

7 nights from £492

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Holly Cottage, a charming, Grade II-listed cottage in the wonderful coastal town of Lyme Regis, Dorset. Barbecue. Pet-friendly. Sea view. Close to beach. Charmouth 3.3 miles; Axminster 5.4 miles; Bridport 10 miles; Sidmouth 15.9 miles. (Ref. 1131529)

  • Wi-fi

7 nights from £687

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!