Dorset Holiday Cottages

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Your search returned 103 cottages.

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  • A stone house with wooden doors opening to a garden with artificial grass and a fenced trampoline at Little Dairy House near Swanage
    New property
    33
    near Swanage, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    Little Dairy House is a welcoming home located on the outskirts of Swanage in Dorset, featuring a balcony, a woodburning stove, and is near a beach. (Ref. 1173159)

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

    7 nights from £601

    Secure your holiday with a 30% deposit* Book now
  • A brick house with a sunroom and patio furniture in a garden at South Lodge in Hazelbury Bryan
    30
    Hazelbury Bryan, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    A beautifully furnished annexe cottage on the edge of the little hamlet of Hazelbury Bryan in Dorset. (Ref. 969185)

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

    7 nights from £413

    Secure your holiday with a 30% deposit* Book now
  • An exterior view of a brick house with gravel driveway plants and two parked cars at Pittards Farm Cottage South Petherton
    19
    South Petherton, Somerset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    Neat detached cottage for two in East Lambrook. (Ref. 975937)

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

    7 nights from £402

    Secure your holiday with a 30% deposit* Book now
  • A modern living room with a wall-mounted TV a gray sofa a wooden coffee table and an open kitchen at Basswood Barn in Lime Tree Barn
    45
    Lime Tree Barn, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    This stunning, two-bedroom barn conversion rests in Wincanton, Somerset. (Ref. 1129213)

    • Wi-fi
    • Electric car charging
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from £553

    Secure your holiday with a 30% deposit* Book now
  • An outdoor patio with cushioned chairs and a table next to a barbecue grill at Tilia Barn in Wincanton
    50
    Wincanton, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    This excellent, two-bedroom barn conversion rests in Wincanton, Somerset. (Ref. 1052563)

    • Wi-fi
    • Electric car charging
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from £553

    Secure your holiday with a 30% deposit* Book now
  • A stone house with a tiled roof and gravel driveway surrounded by green trees at Old Farm Stables South Barrow near Sparkford
    Property has offers
    24
    South Barrow near Sparkford, Somerset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    A luxurious barn conversion tucked away on the outskirts of the village of South Barrow, Somerset. (Ref. 991269)

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

    • 5% off - Fri 18th Jul to 6th Aug 2025

    7 nights from £1072

    Secure your holiday with a 30% deposit* Book now
  • An outdoor patio area with gravel ground a table with umbrella and chairs next to wooden buildings at Toms Barn in Mudford Sock near Yeovil Somerset
    26
    Mudford Sock near Yeovil, Somerset, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    This rustic detached barn conversion rests in Mudford Sock near Yeovil, Somerset. (Ref. 1053610)

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

    7 nights from £439

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  • A brick semi detached house with white doors and windows behind a wooden fence at New Park Farm Cottage in Brockenhurst
    32
    Brockenhurst, Hampshire
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    A beautiful cottage located in the heart of Brockenhurst in Hampshire. (Ref. 971907)

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

    7 nights from £684

    Secure your holiday with a 30% deposit* Book now
  • A modern house with wooden fencing and a large grass lawn at Linden Barn in Wincanton
    53
    Wincanton, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    This exquisite, two-bedroom barn conversion rests in Wincanton, Somerset. (Ref. 1129215)

    • Wi-fi
    • Electric car charging
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from £553

    Secure your holiday with a 30% deposit* Book now
  • An outdoor patio area with stone paving a wooden door with a welcome sign potted plants wicker dining chairs and a green umbrella at Church Farmhouse Winsham
    36
    Winsham, Somerset
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    A characterful terraced south Somerset 16th century cottage. (Ref. 27206)

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

    7 nights from £742

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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Boasting exceptional beaches, world-famous landmarks, dramatic cliffs, and rolling countryside, Dorset has it all. Experience this popular UK destination in all its glory with a stay in one of these Dorset holiday cottages.

Why Dorset Cottages?

A stay in one of these holiday cottages in Dorset offers a relaxing escape with as much or as little activity as you’d like.

Your Dorset accommodation will have easy access to the region’s stunning Jurassic Coast, stretching for 95 miles and home to the iconic Durdle Door and Lulworth Cove. You’ll find plenty of things to see and do, from hiking trails, a variety of watersports, and fossil hunting.

If you want to explore further, these places to stay in Dorset are ideally located for venturing into the Dorset AONB. Hike through enchanting woodlands, soak up jaw-dropping views from the clifftops, or visit the popular attractions of Minterne House and Badger Watch.

Places to Visit from Holiday Cottages in Dorset

Fill your stay in one of these Dorset holiday cottages, by visiting all the wonderful surrounding towns and villages.

Head to West Dorset, where you will find the charming village of Charmouth, where you can while away an afternoon with loved ones on the beautiful Charmouth Beach. You can try your hand at stand up paddleboarding, search for fossils, or grab a bite to eat in one of the lovely cafes.

Continue along the coast, where you will find the amazing National Trust – Golden Cap near Chideock, offering jaw-dropping views. Or head further into the Dorset AONB, where you will find the bustling towns of Bridport and Beaminster.

For a fun-filled day with the whole family, head to Weymouth, where you can visit the Sea Life Centre, RSPB Radipole Lake, and Weymouth Beach. You can even walk across the causeway to the Isle of Portland!

Make your way over to East Dorset, where you can explore the waterside town of Bournemouth, with its pier and amusements, or venture over to Christchurch to enjoy a day at Adventure Wonderland where a host of fun awaits.

Types of Places to Stay in Dorset

If your stay in one of these holiday cottages in Dorset just wouldn’t be the same without your four-legged friend, you’re sure to love these dog-friendly cottages in Dorset.

You can settle down in the Dorset countryside surrounded by picturesque scenery at a farm cottage, or ensure you have your own outdoor space with a cottage with a garden.

Make your Dorset accommodation extra special with this choice of cottages with a hot tub, luxury holiday cottages, and cottages with a swimming pool.

Looking to getaway from it all for a few days? You can do just that with this range of short breaks in Dorset. Or check out this collection of last-minute breaks in Dorset if you’re wanting to getaway in the next few weeks.

Bring your loved ones to one of these Dorset holiday cottages and make lasting memories with Helpful Holidays.

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