May Bank Holidays in Dorset

REFINE SEARCH

Your search returned 495 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 living room with a TV on a stand a coffee table with board games a clock on the wall and large windows showing a sea view at Beach View Apartment 3 in Greenhill
    Property has offers
    19
    Greenhill, Dorset
    • Sleeps5
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    Directly on the seafront. (Ref. 993989)

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

    7 nights from Sat 23rd May €1291

    Secure your holiday with a 30% deposit* 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
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

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

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

    7 nights from Fri 1st May €1117

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

      4.9★

      Outstanding

    • Dream Cottages rating

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

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

    7 nights from Sat 2nd May €946

    Secure your holiday with a 30% deposit* Book now
  • A brick house with a brown door and windows a driveway wooden benches and a garage at Chickerell House Weymouth
    Property has offers
    32
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Chickerell House is a pleasant, detached holiday home resting in the seaside town of Weymouth, Dorset. (Ref. 1152691)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom

    7 nights from Sat 2nd May €938

    Secure your holiday with a 30% deposit* Book now
  • A brick house with blue door windows and a blue fence at Poppies Brewers Quay Harbour
    Property has offers
    24
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Situated in a gated complex near Weymouth harbour. (Ref. 994560)

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

    • €295 off - Sat 20th Dec to 27th Dec 2025

    • €278 off - Sat 27th Dec 2025 to 3rd Jan 2026

    7 nights from Sat 23rd May €1669

    Secure your holiday with a 30% deposit* Book now
  • An outdoor patio with a table and chairs overlooking a garden and sea at Blue Yonder in Weymouth
    37
    Weymouth, Dorset
    • Sleeps5
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    Blue Yonder is a cheerful, terrace holiday home resting by the sea in Weymouth, Dorset. (Ref. 1144628)

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

    7 nights from Fri 1st May €913

    Secure your holiday with a 30% deposit* Book now
  • Front view of a brick terraced house with bay windows and a black front door at Pedaller's Cottage in Weymouth
    Property has offers
    16
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    Located in a quiet residential street in Weymouth, Pedaller’s cottage is a delightful home for families. (Ref. 994539)

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

    7 nights from Sat 9th May €948

    Secure your holiday with a 30% deposit* Book now
  • A small A-frame house with a wooden deck and stairs surrounded by trees and grass at Apple Tree Lodge in Gillingham
    Property has offers
    23
    Gillingham, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Unique, A-frame lodge placed near Gillingham in Dorset. (Ref. 970181)

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

    7 nights from Fri 1st May €749

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A living room with a brown sectional sofa armchair and round coffee table near a sliding door at Waterston Cottage in West Lulworth
    42
    West Lulworth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    This beautiful three-bedroom property resides in West Lulworth, Dorset. (Ref. 1126738)

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

    7 nights from Fri 1st May €1252

    Secure your holiday with a 30% deposit* Book now
  • An outdoor patio with a round wooden table and six chairs next to a garden and stone wall overlooking the sea at Beach View Apartment 2 in Greenhill
    Property has offers
    35
    Greenhill, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.5★

      Outstanding

    • Dream Cottages rating

    Excellent period apartment in Weymouth close to the esplanade. (Ref. 993988)

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

    7 nights from Sat 9th May €1363

    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