Dorset Holiday Cottages

REFINE SEARCH

Your search returned 102 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
Map View
  • Exterior of a single-story building with a green door wooden framed windows a metal ramp and a plant in a pot at Honey Bee Retreat in Tytherleigh
    34
    Tytherleigh, Devon
    • Sleeps4
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    A beautiful semi-detached barn conversion resting in Tytherleigh, Devon. (Ref. 1045057)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Washing machine

    7 nights from £614

    Secure your holiday with a 30% deposit* Book now
  • An exterior view of a stone house with wooden windows and a gate by a roadside at The Old Barn in Harman's Cross near Swanage
    29
    Harman's Cross near Swanage, Dorset
    • Sleeps10
    • Bedrooms4
    • PetsNo

      4.8★

      Outstanding

    • Helpful Holidays rating

    Impressive barn conversion in rural Dorset location, close to beaches and Corfe Castle. (Ref. 906024)

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

    7 nights from £793

    Secure your holiday with a 30% deposit* Book now
  • An outdoor patio with wooden furniture and a white umbrella next to a wooden building surrounded by bushes at The Old Cart Shed in Rockbourne near Fordingbridge
    26
    Rockbourne near Fordingbridge, Hampshire
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    Holiday cottage sleeping 6, close to New Forest. (Ref. 967949)

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

    7 nights from £582

    Secure your holiday with a 30% deposit* Book now
  • A wooden house with a large window wall and patio furniture on a lawn at Swandown 14 Goldenhaye Cricket St Thomas near Chard
    25
    Cricket St. Thomas near Chard, Somerset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    A contemporary three-bedroom lodge resting in Cricket St. Thomas, near Chard in Somerset. (Ref. 1112209)

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

    7 nights from £1113

    Secure your holiday with a 30% deposit* Book now
  • An aerial view of a building with a gravel driveway a parked car a fenced garden area and pathways surrounded by trees at Casterbridge Upwey near Weymouth
    33
    Upwey near Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    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

    7 nights from £695

    Secure your holiday with a 30% deposit* Book now
  • An exterior view of a house with wooden and stone walls a small garden with shrubs and a paved pathway at Everdene in Upwey near Weymouth
    34
    Upwey near Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    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

    7 nights from £689

    Secure your holiday with a 30% deposit* Book now
  • A stone cottage with a red tiled roof and a garden with seating and an umbrella at Yeoman Cottage in West Chinnock near Norton-Sub-Hamdon
    34
    West Chinnock near Norton-Sub-Hamdon, Somerset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.4★

      Good

    • Helpful Holidays rating

    A detached barn conversion resting in West Chinnock, Somerset. (Ref. 1053084)

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

    7 nights from £339

    Secure your holiday with a 30% deposit* Book now
  • The entrance door to a brick house named The Mill House with flowers and plants on either side at Mill House in Maiden Newton
    50
    Maiden Newton, Dorset
    • Sleeps12
    • Bedrooms6
    • PetsYes

      3.8★

      Good

    • Helpful Holidays rating

    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

    7 nights from £1155

    Secure your holiday with a 30% deposit* Book now
  • A patio with a table and chairs under an umbrella next to a house and a large grassy yard at Swandown 12 Kittwhistle Cricket St Thomas near Chard
    Property has offers
    22
    Cricket St. Thomas near Chard, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Helpful Holidays rating

    A stunning, single-storey lodge settled in Cricket St. Thomas in Somerset. (Ref. 1112212)

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

    • 25% off - Fri 13th Jun to 20th Jun 2025

    • 20% off - Fri 27th Jun to 4th Jul 2025

    7 nights from £929

    Secure your holiday with a 30% deposit* Book now
  • A small house with a wooden and stone exterior surrounded by plants and trees with a picnic table on a deck at Shepherd Oak in Upwey near Weymouth
    31
    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Helpful Holidays rating

    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

    7 nights from £616

    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
Map View

Quick links

Popular Destinations