May Half-Term Breaks

Your search returned 440 cottages.

REFINE SEARCH
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

    How reviews work

    A property's star rating is the average of the star ratings received from guests that wish for their review to be published
  • A brick terraced house with a black front door two windows with shutters and a street lamp in front at Harbour Catch Cottage in Weymouth
    18
    Weymouth, Dorset
    • Sleeps3
    • Bedrooms2
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Traditional cute cottage, in the town centre side of Weymouth harbour. (Ref. 994240)

    • Pets go free
    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly

    3 nights from Fri 30th Apr From £491

    Last booked yesterday
    Book now
  • An exterior view of a building with a door and windows and flower pots at the entrance at Sandy Haven in Swanage
    37
    Swanage, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Sandy Haven is a delightful, ground-floor apartment resting in Swanage, Dorset. (Ref. 1140492)

    • Wi-fi
    • Ground floor bedroom

    3 nights from Fri 30th Apr From £580

    Book now
  • A street with colorful buildings and lampposts at Apartment 1 Brewers Quay in Weymouth
    5
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms1
    • Pet FriendlyNo

    • Dream Cottages rating

    Apartment 1 Brewers Quay is a stylish property in Weymouth’s historic Quayside, boasting modern interiors and allocated parking. (Ref. 1166031)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Fri 30th Apr From £408

    Book now
  • A stone cottage with a path leading to the door and a grassy field with a tree and sea in the background at Washingpools in West Bexington
    28
    West Bexington, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Cosy property located in the coastal village of West Bexington. (Ref. 994761)

    • Pets go free
    • Off-road parking
    • Ground floor bedroom
    • Washing machine

    3 nights from Fri 7th May From £445

    Book now
  • A row of houses with white and blue walls and small gardens along a brick pathway at Little Tern Brewers Quay Harbour
    31
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Dream Cottages rating

    A delightful, mid-terrace cottage resting in Brewers Quay Harbour, Dorset. (Ref. 1084006)

    • Pets go free
    • Dishwasher
    • Washing machine

    3 nights from Fri 30th Apr From £601

    Book now
  • A white house with a peaked roof a black front door and paving in front at Lobster Lookout in Swanage
    42
    Swanage, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Dream Cottages rating

    A fantastic three-bedroom house resting in Swanage, Dorset. (Ref. 1102492)

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

    3 nights from Fri 30th Apr From £837

    Last booked yesterday
    Book now
  • A living room with a beige sectional sofa and colorful cushions a wicker coffee table a small round white table with baked goods a lamp a chair with a pillow a dining area with wooden chairs and a table at Winkle Cottage in Weymouth
    43
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyNo

      4.9★

      Outstanding

    • Dream Cottages rating

    Winkle Cottage is a wonderful holiday home, set over three floors, situated in the popular coastal town of Weymouth in Dorset by the historic harbour. (Ref. 1140944)

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

    3 nights from Sun 2nd May From £612

    Book now
  • A front view of a large brick and white house with bay windows and a small porch at Dream View in Greenhill
    24
    Greenhill, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      5.0★

      Perfect

    • Dream Cottages rating

    Located on the Esplanade in Weymouth with far reaching beach and sea views and within walking distance of the Harbour and town amenities. (Ref. 994167)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    3 nights from Fri 30th Apr From £642

    Last booked yesterday
    Book now
  • An exterior courtyard with stone buildings a staircase and no parking signs at George's House in Brewers Quay Harbour
    28
    Brewers Quay Harbour, Dorset
    • Sleeps7
    • Bedrooms4
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Four bedrooms in Kellaway Court, Weymouth. (Ref. 994219)

    • Pets go free
    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly

    3 nights from Fri 30th Apr From £800

    Book now
  • A living room with a sofa and dining table at Vista Mare 2 in Weymouth
    25
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

    • Dream Cottages rating

    Vista Mare 2 is a lovely apartment perched in the heart of Weymouth, a popular town in Dorset, enjoying fantastic sea views from the open-plan living space. (Ref. 1164686)

    • Wi-fi
    • Dishwasher

    3 nights from Sun 2nd May From £820

    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