Holiday Cottages for October Half term

REFINE SEARCH

Your search returned 146 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
  • A garden with leafless trees and a small fence next to a stone and white brick building with solar panels on the roof at Carnotze in Owermoigne
    18
    Owermoigne, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      3.6★

      Good

    • Dream Cottages rating

    This rustic, single-storey holiday cottage rests in Owermoigne near Broadmayne, Dorset. (Ref. 1126079)

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

    3 nights from Mon 27th Oct $492

    Secure your holiday with a 30% deposit* Book now
  • A street view of two attached brick houses with windows and a trimmed hedge at 18 Chamberlaine Road in Weymouth
    31
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      2.8★

    • 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 Thu 30th Oct $532

    Secure your holiday with a 30% deposit* Book now
  • A pedestrian street with terraced houses featuring bay windows and doors with plants in pots along the pavement at Picardy Cottage in Weymouth
    43
    Weymouth, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.5★

      Outstanding

    • Dream Cottages rating

    A contemporary three-storey holiday home settled in the heart of Weymouth, Dorset. (Ref. 1088903)

    • Wi-fi
    • Dishwasher

    3 nights from Mon 27th Oct $1389

    Secure your holiday with a 30% deposit* Book now
  • A living room with a blue sofa orange cushions a floral armchair green curtains a black fireplace and a wooden TV cabinet at Georgian Hideaway in Weymouth
    Property has offers
    32
    Weymouth, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes

    • Dream Cottages rating

    Georgian Hideaway, a quirky abode situated in the seaside town of Weymouth in Dorset. (Ref. 1154207)

    • Wi-fi
    • Dishwasher
    • Washing machine

    • 5% off - Fri 21st Feb to 31st Dec 2025

    3 nights from Wed 29th Oct $716

    Secure your holiday with a 30% deposit* Book now
  • The exterior of two adjacent residential buildings with one painted pink and the other with exposed brickwork in Bournemouth
    16
    Bournemouth, Dorset
    • Sleeps4
    • Bedrooms1
    • PetsNo

    • Dream Cottages rating

    Flat 2 is a charming ground-floor apartment resting in the city of Bournemouth in Dorset. (Ref. 1158718)

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

    3 nights from Mon 27th Oct $433

    Secure your holiday with a 30% deposit* Book now
  • A wooden house with a gray slate roof and patio furniture in a garden at Bramshurst in Upwey near Weymouth
    32
    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    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 Mon 27th Oct $1007

    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