Valentines Weekend in Dorset

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  • A backyard with a glass conservatory attached to a stone and tile roof building and wooden outdoor furniture on a patio at Fossil Barn in Weymouth
    Property has offers
    18
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.9★

      Outstanding

    • Dream Cottages rating

    Contemporary barn conversion, close to the Dorset coast. (Ref. 994207)

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

    • 15% off - Sat 10th Oct to 17th Oct 2026

    7 nights from Sat 20th Feb From $936

    Book now
  • Harbour Reach 7 - 1194446 - photo 1
    26
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

    • Dream Cottages rating

    Harbour Reach 7, an agreeable second-floor apartment in the town of Weymouth, in Dorset, boasts proximity to the beach, shop and pub and West Dorset Heritage Coast. (Ref. 1194446)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from Sat 13th Feb From $907

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  • A brick house exterior with white framed windows a door a mailbox and a small outdoor table with a bench at Goliath in Brewers Quay Harbour
    24
    Brewers Quay Harbour, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Beautiful 1 bedroom stable conversion in the heart of the harbour area in Weymouth. (Ref. 1096825)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine

    7 nights from Fri 19th Feb From $750

    Last booked yesterday
    Book now
  • An outdoor garden area with a gravel path picnic table plastic chairs and trees at Riverhouse Lodge in Upwey
    21
    Upwey, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A pretty village lodge, close to the seaside town of Weymouth in Dorset. (Ref. 1017591)

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

    7 nights from Sat 13th Feb From $517

    Last booked yesterday
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  • A living room with a sea view at Portland View in Portland Bill
    21
    Portland Bill, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

    • Dream Cottages rating

    A beautifully presented apartment with stunning views across the bay and Portland Bill. (Ref. 1201975)

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

    7 nights from Sat 20th Feb From $763

    Last booked 2 days ago
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  • A house exterior with brick wall and front door at Pixie Cottage in Weymouth
    New property
    26
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

    • Dream Cottages rating

    Pixie Cottage is a charming terraced cottage in Weymouth, Dorset, featuring an open-plan living space, enclosed courtyard, and close to beach and harbour. (Ref. 1203676)

    • Pets go free
    • Wi-fi
    • Washing machine

    7 nights from Sat 13th Feb From $723

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  • A small blue house with patio furniture and potted plants on a tiled patio at Outlook Lodge in Bowleaze
    28
    Bowleaze, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      5.0★

      Perfect

    • Dream Cottages rating

    A lodge sleeping four people, Bowleaze area of Weymouth. (Ref. 994500)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Washing machine
    • Baby-friendly

    7 nights from Sat 20th Feb From $1081

    Book now
  • An outdoor area with buildings and a sidewalk at Chandlers Nook Portland
    New property
    26
    Portland, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

    • Dream Cottages rating

    Chandlers Nook is a romantic ground-floor studio-style apartment in Portland, Dorset, boasting a harbour view, proximity to the beach and local amenities. (Ref. 1198703)

    • Wi-fi

    7 nights from Sat 13th Feb From $666

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  • An outdoor dining area with a table and six chairs set in front of a bunker entrance with grass on the roof at The Transmitter Bunker in Ringstead
    33
    Ringstead, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Dream Cottages rating

    This quirky, converted bunker rests in Ringstead near Preston, Dorset. (Ref. 1131689)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher

    7 nights from Sat 20th Feb From $1188

    Book now
  • A garden with a shed and patio overlooking a bay with sailboats at Rainbow's End in Cove Castle
    27
    Cove Castle, Dorset
    • Sleeps5
    • Bedrooms3
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Dream Cottages rating

    2-minute walk to Sandsfoot beach and the South West Coast path. (Ref. 994582)

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

    7 nights from Fri 19th Feb From $1002

    Last booked 2 days ago
    Book now
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