Short Breaks in Dorset

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    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7

      Outstanding

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    Superb, modern semi-detached holiday cottage, one of five on-site, on the edge of the Dorset village of Upwey, near Weymouth. (Ref. 932161)

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

    3 nights from £653

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.1

      Good

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    Well-presented barn conversion, close to the rural Dorset hamlet of Tincleton. (Ref. 20691)

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

    3 nights from £297

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4

      Good

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    Stunning semi-detached holiday cottage in courtyard setting, on the edge of Upwey, near Weymouth. (Ref. 932158)

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

    3 nights from £570

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8

      Outstanding

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    A beautiful terraced holiday home, one of five set around a courtyard, on the edge of Upwey, near Weymouth. (Ref. 932159)

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

    3 nights from £570

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    • Sleeps12
    • Bedrooms6
    • PetsYes

      3.8

      Good

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    Stunning Grade II listed house, located in the Maiden Newton area of Dorchester. (Ref. 990015)

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

    3 nights from £1054

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    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7

      Outstanding

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    A quality semi-detached holiday home, one of five in a courtyard location, close to Weymouth. (Ref. 932160)

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

    3 nights from £653

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7

      Outstanding

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    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
    • 5% off - Fri 19th Jul to 26th Jul 2024

    • 5% off - Fri 26th Jul to 2nd Aug 2024

    3 nights from £570

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Renowned for its striking chalk cliffs, gorgeous beaches, wildlife rich nature reserves, and being home to the iconic Jurassic coast, is the beautiful region of Dorset. Enjoy a getaway to this explorer’s playground with our choice of weekend breaks in Dorset.

Why Short Breaks in Dorset?

A self-catering short break in Dorset has something for everyone. Dorset is home to a wealth of gorgeous beaches, where you can bathe on the golden sands, try your hand at watersports in the clear waters, or discover hidden coves.

If the countryside is more your thing, you can enjoy hikes through the Dorset AONB, along the famous South West Coast Path, and through the clifftop Durlston County Park, where you can make a pit stop at the visitor centre housed in a Victorian castle.

Throughout Dorset, you will find plenty of green spaces and parks to relax in on warmer days. As well as a variety of family-friendly attractions, independent shops, and eateries where you can refuel after the day’s adventures.

Places to Visit During Weekend Breaks in Dorset

Throughout your short break in Dorset, you will never be short of things to do!

In West Dorset, you can visit the charming village of Abbotsbury, where you can enjoy leisurely strolls through the Abbotsbury Swannery, home to over 600 swans. Or spend the day in the popular town of Weymouth, where you can enjoy a variety of amusements along the Pleasure Pier, spot wildlife at RSPB Radipole Lake, tour Nothe Fort, and visit the Sea Life Centre.

From Weymouth, you can take the short drive over to the Isle of Portland, where you’ll find the attractions of Portland MuseumFancy’s Farm, and Portland Castle.

Continue along the coast to the famous Durdle Door, an arch-shaped rock formation featured on many postcards. Be sure to check out the idyllic nearby Lulworth Cove, where you can soak up the panoramic views from atop of the cliffs.

East Dorset is also well worth a visit and is home to the popular locations of PooleBournemouth, and Christchurch. All of which are well-known for their sandy beaches, historic attractions and waterside eateries.

Types of Self-Catering Short Breaks in Dorset

If your short break in Dorset wouldn’t be complete without your pooch, check out our range of dog-friendly cottages. These cottages are ideally located near the region’s best walks which both you and your pooch will enjoy!

For those seeking a cottage with that extra special something, we’ve got you covered with our selection of cottages with a hot tub and cottages with a swimming pool.

Why not grab a deal with our special offer cottages, perfect for those looking to get a discount! Or check out our colledtion of last-minute breaks in Dorset for a getaway in the next few weeks!

Don’t delay, book your perfect weekend break in Dorset with Helpful Holidays.