Dorset Holiday Cottages

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  • The Lodge at Bashley - 988875 - photo 1
    35

    The Lodge at Bashley
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    New Milton, Hampshire
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.8★

      Excellent

    • Helpful Holidays rating

    Delightfully restored cottage in the New Forest, offering an exceptional blend of old and new. (Ref. 988875)

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

    7 nights from £1335

    Secure this property with a 30% deposit* Book now
  • Leap House - 931090 - photo 1
    18

    Leap House
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    Wareham, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.7★

      Excellent

    • Helpful Holidays rating

    A lovely semi-detached cottage in the conservation area of the attractive Dorset waterside town of Wareham. (Ref. 931090)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    7 nights from £460

    Secure this property with a 30% deposit* Book now
  • Oakapple Cottage - 1067240 - photo 1
    44

    Oakapple Cottage
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    Swan Green near Lyndhurst, Hampshire
    • Sleeps9
    • Bedrooms4
    • PetsYes

    • Helpful Holidays rating

    A detached 18th century property resting in the historic village of Lyndhurst, Hampshire. (Ref. 1067240)

    • Wi-fi
    • Off-road parking

    7 nights from £1357

    Secure this property with a 30% deposit* Book now
  • Hurst Castle Suite - 1056851 - photo 1
    35

    Hurst Castle Suite
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    Milford On Sea, Hampshire
    • Sleeps8
    • Bedrooms4
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    A beautiful first-floor apartment resting on the seafront in Milford-on-Sea, Hampshire. (Ref. 1056851)

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

    7 nights from £1750

    Secure this property with a 30% deposit* Book now
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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.

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