Upwey Cottages

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Your search returned 228 cottages.

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    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    A stylish and contemporary period home near Brewers Quay, Weymouth. (Ref. 1109892)

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

    7 nights from €809

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

      4.8

      Outstanding

    • Dream Cottages rating

    A contemporary first-floor apartment overlooking the coast in Weymouth, Dorset. (Ref. 1097676)

    • Wi-fi

    7 nights from €656

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

      4.5

      Outstanding

    • Dream Cottages rating

    A homely, mid-terrace cottage based in Weymouth. (Ref. 1094925)

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

    7 nights from €657

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.7

      Outstanding

    • Dream Cottages rating

    This stylish and neat holiday home rests in Brewers Quay Harbour in Weymouth, Dorset. (Ref. 1093760)

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

    7 nights from €711

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

      4.5

      Outstanding

    • Dream Cottages rating

    A contemporary and spacious third floor apartment on the Old Harbourside in Weymouth. (Ref. 999829)

    • Wi-fi
    • Off-road parking

    7 nights from €770

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

      4.7

      Outstanding

    • Dream Cottages rating

    Situated in front of the Old Harbour in Weymouth, Tradewinds is perfect base for couples. (Ref. 994737)

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

    7 nights from €845

    Secure your holiday with a 30% deposit* Book now
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    A delightful, romantic bolthole in the third-floor in Weymouth, Dorset. (Ref. 1078324)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from €599

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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    • Sleeps8
    • Bedrooms3
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    On Weymouth Harbourside this is an extraordinarily spacious apartment, sleeps 8, tastefully renovated, Large en-suite showers to all rooms, harbour views, WiFi. (Ref. 994463)

    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • 10% off - Sat 19th Apr to 23rd May 2025

    7 nights from €1217

    Secure your holiday with a 30% deposit* Book now
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5

      Outstanding

    • Dream Cottages rating

    A bright and airy lodge resting in Osmington near Preston, Dorset. (Ref. 1093891)

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

    7 nights from €789

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

      4.8

      Outstanding

    • 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

    7 nights from €1956

    Secure your holiday with a 30% deposit* Book now
Most relevant
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  • Sleeps (highest first)
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  • Rating (highest first)
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