Dorset Holiday Cottages

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Your search returned 77 cottages.

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  • Woodstock Cottage - 1003647 - photo 1
    21
    Birchill near Chardstock, Devon
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    A charming cottage resting in Birchill, near Chardstock in the Devonshire countryside. (Ref. 1003647)

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

    7 nights from £407

    Secure your holiday with a 30% deposit* Book now
  • Oak Cottage - 955591 - photo 1
    29
    Bere Regis, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    A modern country cottage located near the village of Bere Regis, Dorset. (Ref. 955591)

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

    7 nights from £579

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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  • Ammonite Cottage - 975331 - photo 1
    38
    Wareham, Dorset
    • Sleeps7
    • Bedrooms4
    • PetsNo

      4.6★

      Very good

    • Helpful Holidays rating

    Charming period cottage in the Dorset market town of Wareham. (Ref. 975331)

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

    7 nights from £914

    Secure your holiday with a 30% deposit* Book now
  • Swandown, 16 Netherhaye - 1112206 - photo 1
    29
    Cricket St. Thomas near Chard, Somerset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    A stunning reverse-level lodge resting in Cricket St. Thomas, near Chard in Somerset. (Ref. 1112206)

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

    7 nights from £1675

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  • Colly Cottage - 16387 - photo 1
    52
    Dottery, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Excellent

    • Helpful Holidays rating

    Charming, self-contained wing of a Grade II listed thatched farmhouse close to the rural West Dorset hamlet of Dottery. (Ref. 16387)

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

    7 nights from £437

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  • Quiet Corner Cottage - 1036988 - photo 1
    17
    Henstridge, Somerset
    • Sleeps3
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    Peaceful 18th century cottage surrounded by apple orchards and paddocks. (Ref. 1036988)

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

    7 nights from £355

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  • Swanage Bay Apartment - 982712 - photo 1
    15
    Swanage, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.5★

      Very good

    • Helpful Holidays rating

    A well-appointed second floor flat located in the seaside resort of Swanage, Dorset. (Ref. 982712)

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

    7 nights from £369

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  • The Compass - 979371 - photo 1
    24
    Swanage, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.8★

      Excellent

    • Helpful Holidays rating

    Lovely apartment nestled in the thriving Dorest town of Swanage. (Ref. 979371)

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

    7 nights from £366

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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  • Budmouth - 932157 - photo 1
    31
    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Excellent

    • Helpful Holidays rating

    Stylish semi-detached holiday cottage, one of five on-site, in Dorset's River Wey Valley, on the edge of Upwey near Weymouth. (Ref. 932157)

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

    7 nights from £521

    Secure your holiday with a 30% deposit* Book now
  • The Old Cart Shed - 905897 - photo 1
    Property has offers
    29
    Winterborne Stickland, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    Exceptional, spacious rural barn conversion. (Ref. 905897)

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

    • 10% off - Fri 29th Dec 2023 to 5th Jan 2024

    7 nights from £478

    Secure your holiday with a 30% deposit* Book now
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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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