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Dorset Holiday Cottages

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Your Dorset search returned 1,001 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

18 Chamberlains 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 £415

  • 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

  • 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 £1376

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4

    Good

  • Sykes rating

Lovely cottage near Old Harbour in Weymouth. Close to town centre. Accepts two well-behaved dogs. Wifi. Shop and pub 5 min. Beach 10 min. Bridport 19.6 miles. (Ref. 994462)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £651

  • 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 £522

  • 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 £723

  • 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

  • Sleeps6
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A delightful single-storey holiday home resting in Wimborne Minster, Dorset. Dog-friendly. Ground-floor living. Countryside. Near Cranborne Chase AONB. Poole 5.3 miles; Bournemouth 7.5 miles; Blandford Forum 12.3 miles. (Ref. 1111758)

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

7 nights from £553

  • 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 £432

  • 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

  • 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

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

3 Harbour Heights, a delightful second-floor apartment resting in the seaside town of Lyme Regis in Dorset. Near beach. Balcony. Sea views. Close to pub. Charmouth 3.4 miles; Axmouth 6.3 miles; Seaton 7.8 miles. (Ref. 1159292)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £601

  • 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

  • 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

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Mermaid Cottage is a delightful, contemporary cottage close to a beach and amenities, in the village of Wakeham, on the Isle of Portland, in Dorset. Weymouth 7.2 miles; Dorchester 14.2 miles. (Ref. 1143548)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • 15% off - Fri 1st Nov to 22nd Dec 2024

7 nights from £532

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3

    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
  • 10% off - Fri 27th Dec 2024 to 3rd Jan 2025

  • 5% off - Fri 3rd Jan to 10th Jan 2025

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

7 nights from £516

  • Sleeps8
  • Bedrooms4
  • PetsYes
  • Sykes rating

Charmouth Lodge is a Grade II listed townhouse situated in the charming seaside village of Charmouth, Dorset and is close tot he beach and amenities. Lyme Regis 3.1 miles; Bridport 6.8 miles; Axminster 5.7 miles. (Ref. 1142797)

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

7 nights from £825

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsYes
  • 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

  • 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 £720

Last booked yesterday
See more details
  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Half Pint Cottage, a lovely, 250-year-old dwelling situated in the town of Beaminster in Dorset, with a pet-friendly policy and a short walk from a pub. Bridport 6.4 miles; Crewkerne 6.9 miles; Lyme Regis 15.4 miles. (Ref. 1153238)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £497

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!