Portland Cottages

REFINE SEARCH

Your search returned 62 cottages.

Most relevant
  • Distance to Location
  • 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
  • A modern residential area with brick and stone buildings a driveway and a streetlamp at Sea Gem in Castletown Portland
    43
    Castletown, Portland, Dorset
    • Sleeps7
    • Bedrooms4
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    A spacious, three-storey house settled in Castletown, Portland, Dorset. (Ref. 1107230)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher

    7 nights from £923

    Secure your holiday with a 30% deposit* Book now
  • A street view of row houses with brick walls and bay windows with plants in front at Sandsfoot Rest in Weymouth
    26
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.4★

      Good

    • Dream Cottages rating

    An attractive, Edwardian terraced house situated in Weymouth, Dorset. (Ref. 1001484)

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

    7 nights from £527

    Secure your holiday with a 30% deposit* Book now
  • A white two-story building with a blue door and black framed windows labeled Neptune Cottage in Fortuneswell
    20
    Fortuneswell, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes

      3.6★

      Good

    • Dream Cottages rating

    Neptune cottage situated in the Isle of Portland is very cosy and comfortable. (Ref. 994425)

    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from £567

    Secure your holiday with a 30% deposit* Book now
  • A multi-story brick house with bay windows and greenery in front at The Lobster Pot in Weymouth
    Property has offers
    28
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

    • Dream Cottages rating

    The Lobster Pot, a nicely-presented apartment rests in the gorgeous seaside town of Weymouth in Dorset. (Ref. 1151706)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    • 10% off - Thu 5th Jun to 31st Jul 2025

    7 nights from £520

    Secure your holiday with a 30% deposit* Book now
  • Exterior view of a row of houses with bay windows a blue door and a plant in a pot at The Shambles in Fortuneswell
    25
    Fortuneswell, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.5★

      Outstanding

    • Dream Cottages rating

    A well-presented two-bedroom cottage resting in Fortuneswell in Dorset. (Ref. 1082838)

    • Wi-fi
    • Dishwasher

    7 nights from £604

    Secure your holiday with a 30% deposit* Book now
  • A balcony dining setup with plates glassware fruit bowl and bread overlooking a harbor at 65 Ocean View in Castletown Portland
    31
    Castletown, Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      3.9★

      Good

    • Dream Cottages rating

    A well-presented apartment with views over Portland Marina in Castletown, Dorset. (Ref. 1136982)

    • Wi-fi
    • Washing machine

    7 nights from £482

    Secure your holiday with a 30% deposit* Book now
  • A window view of a park with people sitting and walking near the sea with boats sailing and a model sailboat on the windowsill at Sea King House in Cove Castle
    34
    Cove Castle, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.1★

      Good

    • Dream Cottages rating

    Located close to the town centre, Sea King house is a modern holiday home sleeping up to 5 people. (Ref. 994638)

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

    7 nights from £810

    Secure your holiday with a 30% deposit* Book now
  • An outdoor hot tub next to a blue house with glass doors and a garden with grass and bushes at Fisherman's Cottage in Southwell
    25
    Southwell, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

    • Dream Cottages rating

    A historic, 18th-century cottage resting in Portland, Dorset. (Ref. 1122551)

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

    7 nights from £766

    Secure your holiday with a 30% deposit* Book now
  • An outdoor hot tub with water and jets next to a wall with ivy and a door at Pebble Reef in Easton Portland
    36
    Easton, Portland, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      3.6★

      Good

    • Dream Cottages rating

    A lovely three-bedroom cottage perched in Easton, Dorset. (Ref. 1122341)

    • Wi-fi
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher
    • Washing machine

    7 nights from £659

    Secure your holiday with a 30% deposit* Book now
  • View of residential buildings a tree and a driveway seen through a window with a black railing at Crows Nest in Fortuneswell
    19
    Fortuneswell, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.3★

      Good

    • Dream Cottages rating

    Crows Nest is a charming, reverse-level cottage in the seaside village of Fortuneswell, Dorset on the Jurassic Coast and close to amenities and a beach. (Ref. 1162358)

    • Wi-fi
    • Ground floor bedroom

    7 nights from £602

    Secure your holiday with a 30% deposit* Book now
Most relevant
  • Distance to Location
  • 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