Dorset Holiday Cottages

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Your search returned 67 cottages.

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  • Little Orchard

    Maiden Newton, Dorset, Dorset
    • Sleeps6
    • Bedrooms4
    • PetsNo
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    Lovely spacious family cottage in Maiden Newton Dorset.Enclosed large garden. (Ref. 1037321)

    7 nights from £606

  • Pittards Farm Cottage

    South Petherton, Somerset
    • Sleeps2
    • Bedrooms1
    • PetsNo
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    Neat detached cottage for two in East Lambrook. (Ref. 975937)

    7 nights from £354

  • Little Thatch

    Cerne Abbas near Dorchester, Dorset
    • Sleeps3
    • Bedrooms2
    • PetsNo
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    Grade II listed thatched cottage in idyllic setting in the historic Dorset village of Cerne Abbas. (Ref. 919506)

    7 nights from £479

  • Snooks Cottage

    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Gorgeous, semi-detached, Grade II listed 17th century thatched cottage in the Dorset village of Upwey. (Ref. 916915)

    7 nights from £425

  • Cuckoo Cottage

    Bridport, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo
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    A romantic pied-a-terre in the bustling market town of Bridport. (Ref. 1004940)

    7 nights from £383

  • Belview Cottage

    Fifehead Neville near Sturminster Newton, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    A detached, modern cottage in the quiet hamlet of Fifehead Neville. (Ref. 1357)

    7 nights from £401

  • Cherrywood Barn

    South Petherton, Somerset
    • Sleeps2
    • Bedrooms1
    • PetsYes
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    Pretty, detached stone built barn with lovely rural outlook. (Ref. 1052429)

    7 nights from £354

  • The Compass

    Swanage, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo
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    Lovely apartment nestled in the thriving Dorest town of Swanage. (Ref. 979371)

    7 nights from £367

    Last booked yesterday
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  • Quiet Corner Cottage

    Henstridge, Somerset
    • Sleeps3
    • Bedrooms2
    • PetsNo
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    Peaceful 18th century cottage surrounded by apple orchards and paddocks. (Ref. 1036988)

    7 nights from £320

  • Oak Cottage

    Bere Regis, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes
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    A modern country cottage located near the village of Bere Regis, Dorset. (Ref. 955591)

    7 nights from £559

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A Dorset holiday cottage offers a fantastic base for adventures across this beautiful county, from beachside breaks to rural retreats.

Why book a Dorset cottage?

Dorset is a county of chalk downs and cliffs, yew tree woodland and babbling streams. Holidays in Dorset have something for everyone, whether seeking walking holidays amidst the countryside, or a coastal escape.

The excellent selection of Dorset holiday cottages from Helpful Holidays are spread across the entire region. Discover old market towns and historic landmarks from your Dorset cottage doorstep, with walks through woodlands and the Dorset Area of Outstanding Natural Beauty just moments away.

Equally, find a host of Dorset self-catering holiday homes by the coast, perfect for fossil hunters, beach-goers and watersports enthusiasts, where you'll find iconic places like Durdle Door.

Places to visit on Dorset holidays

A stay in a Dorset holiday cottage will be anything but boring! There’s a plethora of attractions and places to visit to keep you entertained throughout your Dorset holiday.

Book a break to the Jurassic Coast and experience a quintessential British seaside getaway at a Dorset cottage. Explore the waterside town of Bournemouth in East Dorset with its pier and amusements, or venture over to Christchurch to enjoy a day at Adventure Wonderland where a host of fun awaits.

Over in West Dorset, the popular Abbotsbury Swannery is a must visit during a Dorset cottage holiday, along with Abbotsbury Subtropical Gardens. Head east along Chesil Beach to Weymouth to enjoy the Blue Flag beach and visit Nothe Fort and Sea Life Centre. You can even walk across the causeway to the Isle of Portland!

Spend a day of your Dorset holiday fossil hunting in the village of Charmouth, with Charmouth Beach being especially good for finding small Ammonite and Belemnite fossils.

The nearby village of Chideock sits halfway between Bridport and Lyme Regis. It makes an ideal base for venturing further into the Dorset AONB, home to the town of Beaminster and Mapperton House and Gardens.

Types of Dorset holiday cottages

Here at Helpful Holidays, we boast a fantastic selection of Dorset cottages to choose from.

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.

There are a host of large holiday homes across Dorset and the South West to accommodate large groups, perfect for family get-togethers or reunions with friends.

Whisk your other half away to a romantic holiday cottage in Dorset for two, or if you’re bringing little ones in tow, book one of the excellent child-friendly cottages.

Bring your loved ones to a Dorset holiday cottage and make lasting memories with Helpful Holidays.