Dorset Holiday Cottages

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    • Sleeps3
    • Bedrooms2
    • PetsYes

      3.9

      Good

    • Dream Cottages rating

    A charming thatched roof character cottage resting in the village of Osmington, Dorset. (Ref. 1064960)

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

    7 nights from £456

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    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Dream Cottages 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. (Ref. 1136101)

    • Wi-fi

    7 nights from £574

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    • Sleeps10
    • Bedrooms5
    • PetsYes
    • Dream Cottages 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. (Ref. 1161994)

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

    7 nights from £1212

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    • Sleeps4
    • Bedrooms2
    • PetsYes
    • Dream Cottages 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. (Ref. 1161457)

    • Wi-fi
    • Washing machine

    7 nights from £472

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    • Sleeps15
    • Bedrooms6
    • PetsYes
    • Dream Cottages 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. (Ref. 1105510)

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

    7 nights from £1498

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.2

      Good

    • Dream Cottages 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. (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

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    Splash, a lovely, terrace cottage lies in the heart of Weymouth, a seaside town in Dorset. (Ref. 1154894)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    7 nights from £620

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    • Sleeps6
    • Bedrooms3
    • PetsNo
    • Dream Cottages 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. (Ref. 1140944)

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

    7 nights from £599

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      3.9

      Good

    • Dream Cottages rating

    Harbour Retreat is a delightful three-storey cottage by the harbourside in Brewers Quay Weymouth, Dorset. (Ref. 1139963)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £614

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    • Sleeps5
    • Bedrooms2
    • PetsYes
    • Dream Cottages 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. (Ref. 1161403)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £461

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A Dorset holiday cottage is the perfect base for exploring the South West of England and the spectacular Jurassic Coast. Imagine miles of awe-inspiring coastline, secluded beaches and rolling countryside waiting to be explored. 

Why Holiday Cottages in Dorset?

A self-catering stay in Dorset offers a wonderful holiday where you can create long-lasting memories with loved ones.

Spend a day exploring the idyllic countryside within the Dorset AONB, where you’ll find the grand Minterne House and Gardens and the National Trust – Cerne Giant. Or head to the coast, where you can explore the World Heritage site of the Jurassic Coast and relax on golden beaches.

If you’re itching to explore, your Dorset self-catering accommodation is ideally located for exploring all the wonderful surrounding market towns and villages. As well as for getting involved in the variety of family-friendly attractions, which include Monkey World and Farmer Palmers Farm Park.

Places to Visit from your Dorset Cottage

You’ll be spoilt for choice for where to visit first from your Dorset self-catering accommodation!

If you’re craving the sights and sounds of a traditional seaside break, head to Bournemouth, where you can spend the day exploring the pier, enjoy the amusements, or relax on the sandy beach.

Continue your journey along the coast where you can enjoy further seaside delights in BridportLyme Regis, and Weymouth. Of course, no self-catering stay in Dorset would be complete without visiting the world-famous locations of Durdle Door and Lulworth Cove.

Alternatively, head inland and explore some of Dorset’s finest market towns of Blandford ForumDorchesterShaftesbury and Sherborne. Or delve into history in the bustling town of Dorchester, where you can explore the former home of Thomas Hardy at Max Gate, visit the Dorset Museum & Art Gallery, and wander along the Thomas Hardy Trail.

All before returning to enjoy a relaxing evening in your Dorset self-catering accommodation.

Types of Dorset Holiday Cottages

Bring the whole family along to enjoy a self-catering stay in Dorset with this range of large cottages. Or why not book a stay with a difference with this choice of thatched cottagesunique holiday cottages, and unusual places to stay in Dorset.

If you’d like your Dorset self-catering accommodation to have that extra special something, check out these cottages with an open firecottages with a swimming pool, and cottages with a hot tub.

Surprise that special someone with a relaxing self-catering stay in Dorset at one of these luxury cottages or romantic cottages.

Browse our collection of holiday homes in Dorset or contact Dream Cottages to book with our knowledgeable travel experts.