Dorchester Cottage Holidays

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Your Dorchester, Dorset search returned 677 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A Georgian, Grade II listed property resting in the charming town of Dorchester, Dorset. Historic features. Parking permits. Close to a pub and a shop. Weymouth 8.8 miles; Swanage 26.4 miles; Bournemouth 29.5 miles. (Ref. 1025833)

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


for 7 nights $845

  • Sleeps3
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Gold Gems Award Winner for Best on the South Coast 2023. A picturesque, reverse level Coach House settled in White Lackington near Piddletrenthide, Dorset. Private parking. Enclosed garden. Woodburning stove. Pet-free. Dorchester 6.7 miles. (Ref. 1087048)

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


for 7 nights $937

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A charming reverse-level cottage in the village of Upwey, Dorset. Close to amenities. Woodburning stove. In an Area of Outstanding Natural Beauty. Romantic. Walkers & Cyclists. Weymouth 4.5 miles; Dorchester 4.6 miles. (Ref. 1072756)

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


for 7 nights $734

Last booked 2 days ago
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  • Sleeps8
  • Bedrooms5
  • PetsYes

    5.0

    Perfect

  • 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


for 7 nights $1371

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This wonderful renovated cottage is situated in the village of Abbotsbury, near the coastal town of Weymouth, Dorset. Rustic, cosy interior. stove, Weymouth 8.8 miles. (Ref. 992021)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights $806

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A delightful, one-bedroom holiday home resting in Weymouth, Dorset. Contemporary. Private garden. Romantic. Close to amenities and beach. Near AONB. Open-plan. Dorchester 7 miles; Bridport 20.8 miles. (Ref. 1133982)

  • Wi-fi
  • Dishwasher


for 7 nights $690

  • Sleeps12
  • Bedrooms6
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Elegant end of terrace Georgian Townhouse located in Weymouth. Close to amenities. Off-road parking. Pet-free. Courtyard with furniture. Dorchester 7.2 miles; Bridport 20.5 miles. (Ref. 1071940)

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


for 7 nights $1630

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A detached barn conversion set within the village of Long Bredy. Woodburning fire. WiFi. Weymouth 12 miles; Yeovil 20 miles. (Ref. 998739)

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


for 7 nights $792

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A beautiful terraced fisherman’s cottage resting in the coastal town of Weymouth, Dorset. Close to a beach. Close to a pub. TV. Dorchester 8.4 miles; West Bay 18.1 miles, Lyme Regis 32.6 miles. (Ref. 1133009)

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


for 7 nights $698

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A delightful, semi-detached barn conversion resting in Notton, close to Maiden Newton in Dorset. Disabled friendly. Pet friendly. Jurassic coast nearby. Dorchester 7.1 miles; West Bay 15 miles. (Ref. 1096952)

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


for 7 nights $984

Last booked yesterday
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  • 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


for 7 nights $1078

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A contemporary, three-storey property resting by the harbour in Weymouth, Dorset. Gas Fire in Lounge, WiFi. Close to beach and amenities. Weymouth 1 mile; Dorchester 8.6 miles. (Ref. 1058500)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights $958

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A quaint stone-built cottage resting on the outskirts of Weymouth. Open-plan living. Off-road parking. WiFi. Dorchester 6.4 miles; Fortuneswell 8.2 miles. (Ref. 1061544)

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


for 7 nights $778

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A delightful, two-bedroom barn conversion resting in Notton, Dorset. Disabled-friendly. Dog-friendly. Eco-friendly. Enclosed garden. West Bay 15 miles; Weymouth 16.2 miles; Lyme Regis 24 miles. (Ref. 1096950)

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


for 7 nights $996

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • 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
  • Washing machine


for 7 nights $1486

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

This picturesque cottage, situated in the village of Upwey, with parking. Short drive to Weymouth. Close to pub and tea rooms. Lovely walks nearby. (Ref. 994658)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights $669

  • 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


for 7 nights $909

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

This cottage boast style, character, and a fabulously contemporary interior. Central location. Surrounded by history. WiFi. Rodwell 0.9 miles. (Ref. 1005313)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights $914

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Easter Weekend open to book! A characterful first-floor apartment set on the Dorset coast, within the town of Weymouth. Outstanding sea views. Central location. Family-friendly. Isle of Portland 7 miles; Dorchester 7.2 miles; West Bay 18.1 miles. (Ref. 1049890)

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


for 7 nights $1206

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Beautifully appointed cottage, resting in the quaint village of Sutton Poyntz in Dorset. Pet-friendly. WiFi. Enclosed garden. (Ref. 1008404)

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


for 7 nights $773

Last booked yesterday
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Looking for somewhere to stay in the heart of Dorset? If so, then booking accommodation in Dorchester is a brilliant option to consider. With a mix of countryside charm and historic character, it’s the perfect spot for your next getaway.

Why Book Accommodation in Dorchester, Dorset?

Dorchester is a lovely market town found in the very centre of Dorset, steeped in history and full of character. As the county town, it’s known for its rich Roman heritage, with a range of fascinating attractions including the remains of a Roman townhouse and the town’s ancient walls.

Aside from its history, Dorchester also boasts a bustling town centre with shops, museums and a regular market that draws in locals and visitors alike. You’ll find plenty of great places to eat and drink here, from cosy pubs to charming cafés.

These Dorchester holiday homes also put you within easy reach of Dorset’s National Landscape boasting picturesque countryside and beautiful coastline. And with a train station resting in the middle of the town, you have easy access to many other pretty spots along the coast too.

So, whether you’re after relaxing walks, beach days, or simply a great location to unwind in, these cottages in Dorchester tick all the boxes.

Places to Visit from your Accommodation in Dorchester, Dorset

There’s plenty to see and do just a short drive from your accommodation in Dorchester, Dorset.

For a traditional seaside experience, take a 20-minute drive south to the coastal town of Weymouth. With its golden beach, charming promenade and bustling harbour, it’s a fantastic place for a family day out. If you have time, stop by Nothe Fort or take a stroll along the South West Coast Path for spectacular sea views. For those that wish to test their swing, be sure to check out one of the gold courses on the outskirts of the town.

Alternatively, visit the lovely village of Wool, also accessible by train. It's a great base for exploring the nearby Lulworth Cove and Durdle Door, two of the most iconic landmarks along the Jurassic Coast. Along the way, enjoy scenic drives through the Dorset countryside and stop off at local farm shops or cafés for a bite to eat.

For more ideas on what to do during your escape, be sure to check out this excellent Dorset Travel Guide.

Other Popular Destinations for booking Dorchester Holiday Homes:

Bournemouth

Poole

Swanage

Wareham

West Bay

Types of Dorset Holidays

As well as this fantastic selection of accommodation in Dorchester, there’s also a full collection of all Dorset holiday cottages to explore. If you're planning a large group getaway, these large cottages in Dorset are well worth a look.

Or, if you'd prefer to experience rural charm, don’t miss these farm cottages in Dorset or these log cabins in Dorset. Looking to stay close to the sea? Be sure to check out these coastal cottages in Dorset too.

Planning something extra-special? Then browse these luxury Dorset cottages or book one of these hot tub cottages in Dorset for added comfort.

There are also plenty of dog-friendly cottages in Dorset for those bringing their pooch along, or if you’re looking to escape soon, these last-minute cottages and short breaks in Dorset may be ideal.

Prefer something different? Then explore these unique glamping pods in Dorset or even a relaxing stay in one of these cottages with swimming pools. And for family fun, take a look at these family-friendly Dorset holidays too.