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Dorset Holiday Cottages

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Your Dorset search returned 1,026 cottages

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  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.8

    Sykes Rating

A sympathetically converted barn on the outskirts of Uploders near Bridport in Devon. Open-plan. Stylish. Woodburning stove. Uploders 0.9 miles; Bridport 2.8 miles; West Bay 4.2 miles Lyme Regis 13.3 miles. (Ref. 1106581)

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

7 nights from £592

  • 10 Guests
  • 5 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

A splendid, detached townhouse nestled between Bridport and West Bay in Dorset. Spacious. Dog-friendly. Family-friendly. Enclosed gardens. WiFi. Bridport 0.9 miles; West Bay 1 mile; Lyme Regis 10.3 miles; Axminster 12.8 miles. (Ref. 1106458)

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

7 nights from £1520

Last booked yesterday
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  • 14 Guests
  • 5 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

This superbly spacious dwelling rests on the outskirts of Bridport in Dorset. Ideal for large family gatherings. Pet-friendly. Hot tub. Quirky layout. WiFi. Bridport centre 0.8 miles; Weymouth 18.4 miles. (Ref. 1021105)

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

7 nights from £1411

  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.9

    Sykes Rating

A brightly decorated property resting within the village of Burton Bradstock. Pet-friendly. WiFi. Pub and shop within 0.2 miles. Weymouth 15.7 miles. (Ref. 1008498)

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

7 nights from £520

  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    5.0

    Sykes Rating

A brightly decorated property resting within the village of Burton Bradstock, Dorset. Couples retreat. Pet-friendly. Close to amenities and beach. Bridport 3.1 miles; Weymouth 15.7 miles; Dorchester 15.5 miles; Yeovil 22.4 miles. (Ref. 1118787)

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

7 nights from £466

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

Manor Farm House is a charming Georgian abode with two woodburning stoves and accepting pets, located in the picturesque village of Bere Regis, Dorset. Wareham 7 miles; Dorchester 11.2 miles; Poole 12.4 miles. (Ref. 1158581)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £702

  • 6 Guests
  • 4 Bedrooms
  • Pets Yes

    4.4

    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 £815

  • 4 Guests
  • 3 Bedrooms
  • Pets No

    4.8

    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 £646

Last booked yesterday
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  • 5 Guests
  • 3 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

Freshly decorated bungalow in the Dorset town of Highcliffe. En-suite. Dog-friendly. Beach 3 minute walk. (Ref. 973182)

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

7 nights from £560

  • 33 Guests
  • 14 Bedrooms
  • Pets Yes

    4.6

    Sykes Rating

This stunning historic manor nestles in the heart of Milton on Stour, Dorset. Woodburner. Enclosed garden. Hot tub. Pet-friendly. Shaftesbury 7.5 miles. (Ref. 1026929)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room
  • 5% off - Fri 7th Mar 2025 to 30th Apr 2026

7 nights from £5045

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.6

    Sykes Rating

A terraced cottage situated in Lyme Regis, Dorset. Close to a beach. Family-friendly. Off-road parking. Charmouth 3 miles; Seaton 8.1 miles; Devon 37.4 miles. (Ref. 1105756)

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

7 nights from £819

  • 10 Guests
  • 5 Bedrooms
  • Pets No

    4.6

    Sykes Rating

Brook Cottage is a charming cottage resting in the countryside of Fifehead St. Quintin near Hazelbury Bryan, Devon. Countryside location. Off-road parking. Woodburning stove. Sherborne 13 miles; Yeovil 18.7 miles; Bournemouth 30 miles. (Ref. 1144485)

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

7 nights from £794

  • 13 Guests
  • 6 Bedrooms
  • Pets No

    4.9

    Sykes Rating

Lovingly renovated Seasides offers, beach, sea and harbour views, suitable for large family gatherings close to shops and amenities. (Ref. 1056791)

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

7 nights from £2124

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.7

    Sykes Rating

A pretty village lodge, close to the seaside town of Weymouth in Dorset. Traditional. Beautiful Mediterranean-style garden. WiFi. Dorset AONB. Dorchester 4.9 miles. (Ref. 1017591)

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

7 nights from £390

Last booked 2 days ago
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  • 8 Guests
  • 5 Bedrooms
  • Pets Yes

    4.9

    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 £930

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

A fantastic three-bedroom house resting in Swanage, Dorset. Dog-friendly. Off-road parking. Near a beach. Close to amenities. Wareham 10.1 miles; Poole 20 miles. (Ref. 1102492)

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

7 nights from £781

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.8

    Sykes Rating

A well-furnished, upside-down cottage in Corfe Mullen, Dorset. Upside-down living. Balcony and decking upstairs. Heart of Corfe Mullen. Ref 962749. (Ref. 962749)

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

7 nights from £488

  • 6 Guests
  • 3 Bedrooms
  • Pets No

    4.8

    Sykes Rating

This attractive, detached holiday home with 2 ground floor bedrooms is situated in the town of Christchurch, Dorset. WiFi. Off-road parking. Enclosed garden. Bournemouth 6.9 miles. (Ref. 1012793)

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

7 nights from £613

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

A historic first-floor apartment situated in Lyme Regis, Dorset. Family-friendly. Sea views. Off-road parking. Charmouth 3.2 miles; Seaton 7.7 miles; Devon 38 miles. (Ref. 1105770)

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

7 nights from £639

  • 5 Guests
  • 3 Bedrooms
  • Pets Yes

    4.4

    Sykes Rating

Stylish fisherman’s cottage just a few minutes’ walk from Old Harbour in Weymouth. Beach 1 mile. Harbour, shop and pub 5 min. Welcomes one dog. Poole 33 miles. (Ref. 1058438)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £579

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!