Short Breaks in Dorset

REFINE SEARCH

Your search returned 461 cottages.

Most relevant
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Rating (lowest first)
  • Rating (highest first)
  • Location (A to Z)
  • Location (Z to A)
  • Property name (A to Z)
  • Property name (Z to A)
10
  • 10
  • 20
  • 50
  • 100
    • Sleeps3
    • Bedrooms2
    • PetsYes

      3.9

      Good

    • Dream Cottages rating

    A charming thatched roof character cottage resting in the village of Osmington, Dorset. (Ref. 1064960)

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

    3 nights from £447

    Secure your holiday with a 30% deposit* Book now
    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Dream Cottages rating

    Braiders Rest is a charming cottage located in the centre of Bridport, a market town in Dorset, with a lovely open-plan layout and short walk to a pub. (Ref. 1136101)

    • Wi-fi

    3 nights from £477

    Secure your holiday with a 30% deposit* Book now
    • Sleeps10
    • Bedrooms5
    • PetsYes
    • Dream Cottages rating

    The Cheesehouse is an exceptional, pet-friendly five bedroom holiday home resting in Litton Cheney, Dorset with a games room with pool, darts and bar area. (Ref. 1161994)

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

    3 nights from £1020

    Secure your holiday with a 30% deposit* Book now
    • Sleeps4
    • Bedrooms2
    • PetsYes
    • Dream Cottages rating

    18 Chamberlaine Road is a lovely and welcoming abode, near a beach, situated in the heart of Weymouth, Dorset, only a short walk to a local shop and pub. (Ref. 1161457)

    • Wi-fi
    • Washing machine

    3 nights from £386

    Secure your holiday with a 30% deposit* Book now
    • Sleeps15
    • Bedrooms6
    • PetsYes
    • Dream Cottages rating

    Anchor House is a stunning, pet-friendly townhouse with a private hot tub in the heart of Weymouth, Dorset, close to local amenities and the beach. (Ref. 1105510)

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

    3 nights from £1259

    Secure your holiday with a 30% deposit* Book now
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.2

      Good

    • Dream Cottages rating

    Old Ropemakers Cottage is a characterful cottage with woodburning stove situated near the beach in the town of Bridport, Dorset and a pet friendly policy. (Ref. 1155307)

    • Wi-fi
    • Washing machine
    • 5% off - Fri 3rd Jan to 10th Jan 2025

    • 5% off - Sun 5th Jan to 31st Mar 2025

    3 nights from £445

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    Splash, a lovely, terrace cottage lies in the heart of Weymouth, a seaside town in Dorset. (Ref. 1154894)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    3 nights from £620

    Secure your holiday with a 30% deposit* Book now
    • Sleeps6
    • Bedrooms3
    • PetsNo
    • Dream Cottages rating

    Winkle Cottage is a wonderful holiday home, set over three floors, situated in the popular coastal town of Weymouth in Dorset by the historic harbour. (Ref. 1140944)

    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly

    3 nights from £498

    Secure your holiday with a 30% deposit* Book now
    • Sleeps4
    • Bedrooms2
    • PetsNo

      3.9

      Good

    • Dream Cottages rating

    Harbour Retreat is a delightful three-storey cottage by the harbourside in Brewers Quay Weymouth, Dorset. (Ref. 1139963)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from £510

    Secure your holiday with a 30% deposit* Book now
    • Sleeps5
    • Bedrooms2
    • PetsYes
    • Dream Cottages rating

    30 Fleet Street is a lovely, pet-friendly two bedroom cottage located in the delightful town of Beaminster, Dorset and can sleep up to 5 guests. (Ref. 1161403)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from £391

    Secure your holiday with a 30% deposit* Book now
Most relevant
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Rating (lowest first)
  • Rating (highest first)
  • Location (A to Z)
  • Location (Z to A)
  • Property name (A to Z)
  • Property name (Z to A)
10
  • 10
  • 20
  • 50
  • 100

Take a break from the hustle and bustle of day-to-day life and enjoy a few days in beautiful Dorset.

Available throughout the year, short breaks in Dorset allow you to sample the delights of this charming county over a long weekend break.

Why A Short Break in Dorset?

Dorset is just a two-hour drive from London and is easily accessible from the rest of the country.

Therefore, making it ideal for a few days of relaxation and respite. Blow away the cobwebs with walks aplenty at Cranborne Chase AONB, or breathe in the sea air along the Jurassic Coast before a well-deserved drink in a traditional cosy pub.

One of these weekend short breaks in Dorset will leave you feeling rested and rejuvenated.

The collection of Dorset cottages are perfectly located to enjoy the pretty seaside towns, golden sandy beaches, medieval castles, picturesque villages and enchanting harbours of Dorset.

Places for a Weekend Break in Dorset

Boasting a multitude of activities to suit all interests, you will be sure to have a fun-filled itinerary to keep the whole family entertained during your short break in Dorset.

Take a scenic boat trip and experience the picturesque harbours and dramatic coastlines around Poole and Lyme Regis. Or, get on board and surf the waves at Kimmeridge Bay and Bournemouth Beach.

Why not jump aboard the Swanage Railway and marvel at sites such as Corfe Castle on the 12-mile return trip around Dorset and the beautiful Purbeck countryside.

Just 30 minutes from the award-winning golden sands of Weymouth, the vibrant market town of Dorchester is well worth a visit, with museums and shops aplenty.

If you want to get out and enjoy the fresh coastal air, then a walk along the South West Coast Path should be high on your priority list; marvel at the natural wonders of Lulworth Cove and Durdle Door.

Why not recharge in the charming villages or Worth Matravers and Easton, ideal places to explore the coast. 

Whatever your reason for visiting, a short break in Dorset is one of the best ways of relaxing and enjoying the South West.

Types of Dorset Short Breaks

Treat yourself to a weekend away in one of our luxury Dorset cottages.

Or bring your friends and family together and enjoy one of our large holiday cottages that sleeps 10 or more.

Whether you’re looking for a harbour view or a coastal cottage, we have hundreds of properties across the county for your next weekend break in Dorset.

We also have a collection of winter short breaks for those wanting to visit in the quieter months. 

For more information on our weekend breaks in Dorset, call our team of expert travel guides.

Or, you can book online today to start planning the perfect short break in Dorset.