Weymouth Holiday Cottages

REFINE SEARCH

Your Weymouth, Dorset search returned 259 cottages

Most relevant
  • Distance to Location
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
20
  • 10
  • 20
  • 50
  • 100
Map View
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
18
Weymouth, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Contemporary barn conversion, close to the Dorset coast. Secluded garden. Solid oak flooring. Five minute drive to Weymouth. (Ref. 994207)

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


for 7 nights €755

See more details
A row of brick terraced houses with white doors and windows along a street at Castle Cove View in Castle Cove
29
Castle Cove, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Wonderfully positioned townhouse just moments from Sandsfoot beach and the South West Coast path. Sea views. Sleeps 6. Off road parking (Ref. 1059103)

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


for 7 nights €939

See more details
A living room with a sofa, table, and kitchen area at Royal Terrace Sunset in Weymouth
21
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Royal Terrace Sunset is a contemporary apartment situated along the coast in the heart of Weymouth, Dorset, boasting a short walk to a pub and shop. Dorchester 7.7 miles; Bridport 18.9 miles. (Ref. 1173496)


    for 7 nights €602

    See more details
    An exterior view of a stone cottage with benches and a gate with a Follis Cottage sign in Nottington
    13
    Nottington, Dorset, DT3
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Sykes rating

    Comfortable cottage for couples or small family in Nottington, Dorset. Beaches and historic harbour 3 miles. Wifi. Lawn garden. Wheelchair access. (Ref. 994199)

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


    for 7 nights €584

    See more details
    An exterior view of Wren Cottage in Weymouth
    16
    Weymouth, Dorset, DT4
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Sykes rating

    An inviting, mid-terrace house perched on the coast in Weymouth, Dorset. Sea views. Off-road parking. Near the beach. Dorchester 10.2 miles; Bridport 18.8 miles. (Ref. 1082718)

    • Wi-fi
    • Washing machine
    • Baby-friendly


    for 7 nights €510

    Last booked yesterday
    See more details
    A garden with grass and flowerbeds in front of a blue bungalow with a veranda and outdoor chairs at Harbour View Bungalow in Weymouth
    30
    Weymouth, Dorset, DT4
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.5★

      Outstanding

    • Sykes rating

    Overlooking the beautiful Nothe Gardens and, through the trees, the coastal views of Weymouth Bay and Portland Harbour is Harbour View Bungalow. (Ref. 994244)

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


    for 7 nights €1376

    See more details
    The exterior of a brick house with a tiled roof a black door a paved path and plants at Badbury Lodge Brewers Quay Harbour
    26
    Brewers Quay Harbour, Dorset, DT4
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Sykes rating

    Victorian Semi located in Weymouth, Short walk to Brewers Quay and the Harbour. (Ref. 993971)

    • Wi-fi
    • Washing machine
    • Baby-friendly


    for 7 nights €604

    See more details
    A brick townhouse with multiple windows and green hedges in front at Plain Sailing in Weymouth
    42
    Weymouth, Dorset, DT4
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6★

      Outstanding

    • Sykes rating

    Plain Sailing, a gorgeous holiday home located in the heart of the marvellous seaside town of Weymouth, Dorset. En-suite master. Lake view. Pet-friendly. Dorchester 7.8 miles; Bridport 18.6 miles. (Ref. 1153879)

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


    for 7 nights €863

    See more details
    A street view of brick terraced houses with windows and front doors under a blue sky at Victoria House in Weymouth
    37
    Weymouth, Dorset, DT4
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.7★

      Outstanding

    • Sykes rating

    Victoria House is a pleasant holiday home resting in the coastal town of Weymouth in Dorset. Public car parking. Over three floors. Near amenities. Dorchester 8 miles; Bridport 20.2 miles. (Ref. 1148491)

    • Wi-fi


    for 7 nights €575

    See more details
    A stone building facade with multiple windows flower boxes and a wrought iron fence at The Esplanade in Weymouth
    85
    Weymouth, Dorset, DT4
    • Sleeps18
    • Bedrooms9
    • PetsNo

      5.0★

      Perfect

    • Sykes rating

    The Esplanade is a stunning, nine-bedroom holiday dwelling residing in Weymouth, Dorset. Sea views. En-suite bedrooms. Close to amenities and a beach. Parking. Dorchester 7.2 miles; Bridport 18.7 miles. (Ref. 1123341)

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


    for 7 nights €2977

    See more details
    Exterior of a row of white buildings with balconies and doors including a restaurant named ENZO at Bliss On The Bay Weymouth
    24
    Weymouth, Dorset, DT4
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Sykes rating

    A stylish apartment resting on Weymouth's beautiful esplanade. Sleeps 4. Opposite beach. Off road parking. WiFi. Dorchester 7.3 miles; Bridport 20.3 miles. (Ref. 1067722)

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


    for 7 nights €720

    See more details
    A house with a pink door on a street at Shrimp Cottage in Brewers Quay Harbour
    37
    Brewers Quay Harbour, Dorset, DT4
    • Sleeps6
    • Bedrooms3
    • PetsYes

      5.0★

      Perfect

    • Sykes rating

    Shrimp Cottage is a tasteful house in Brewers Quay Harbour, Dorset, this pet-friendly abode boasts Smart TVs and is near the beach and other amenities. Dorchester 9 miles; West Lulworth 15.9 miles (Ref. 1173548)

    • Wi-fi
    • Dishwasher
    • Washing machine

    • 15% off - Mon 29th Dec 2025 to 5th Jan 2026


    for 7 nights €753

    See more details
    A brick and white building facade with multiple windows on Trinity Road
    34
    Weymouth, Dorset, DT4
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Sykes rating

    A Grade II listed, spacious maisonette apartment over the first and second floor in the Dorset town of Weymouth. WiFi. One dog welcome. Pub and shop within 0.1 miles. (Ref. 1011525)

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


    for 7 nights €917

    See more details
    A brick front house with a white door black door windows a bench and a paved driveway at Jay Cottage in Weymouth
    37
    Weymouth, Dorset, DT4
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Sykes rating

    A lovely terraced house resting in a quiet residential area of Weymouth, Dorset. Enclosed garden. Pet-friendly. Near to beach. Dorchester 10.1 miles; Bridport 18.8 miles. (Ref. 1053611)

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


    for 7 nights €511

    See more details
    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
    19
    Greenhill, Dorset, DT4
    • Sleeps5
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Sykes rating

    Directly on the seafront. First floor period apartment. Bright and comfortable. Breath-taking sea views. En-suite shower room. WiFi. Off road parking with garage. (Ref. 993989)

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


    for 7 nights €793

    See more details
    A kitchen with white cabinets marble countertops skylights and floral curtains at Upsidedown House Brewers Quay Harbour
    25
    Brewers Quay Harbour, Dorset, DT4
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Sykes rating

    Located in a quiet location in Weymouth, Upsidedown House is a unique and beautiful holiday home. Pub and shop 2 min. Beach 10 min. Dorchester 8.4 miles. (Ref. 994746)

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

    • €335 off - Mon 29th Dec 2025 to 6th Jan 2026


    for 7 nights €1099

    See more details
    An outdoor patio with a table and chairs overlooking a garden and sea at Blue Yonder in Weymouth
    37
    Weymouth, Dorset, DT4
    • Sleeps5
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Sykes rating

    Blue Yonder is a cheerful, terrace holiday home resting by the sea in Weymouth, Dorset. Sea views. Ground-floor living. Near beach. Close to pub. Dorchester 7.5 miles; Bridport 20.9 miles. (Ref. 1144628)

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


    for 7 nights €716

    See more details
    A balcony with two chairs a table with a bottle of champagne and glasses overlooking greenery and water at Waters Edge in Wyke Regis
    35
    Wyke Regis, Dorset, DT4
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Sykes rating

    Modern family house located on the edge of Weymouth, with sea views. Short drive to town centre. Welcomes two dogs. Garden. Pub and shop 10 min. Beach 2 min. Bridport 19 miles. (Ref. 994759)

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


    for 7 nights €769

    See more details
    A street view showing old and new boathouse buildings and inner harbour with boats in the background at Old Boathouse Weymouth
    23
    Weymouth, Dorset, DT4
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.5★

      Outstanding

    • Sykes rating

    Centrally located in Weymouth beautiful holiday home for family or friends. Walking distance to town centre. WiFi. Shop and pub 5 min. Beach 10 min. Dorchester 8.5 miles. (Ref. 994461)

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


    for 7 nights €736

    See more details
    The front exterior of a brick house with a black door and white framed windows surrounded by green bushes at Admirals Quarter Apartment 4 in Weymouth
    30
    Weymouth, Dorset, DT4
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Sykes rating

    Modern ground floor Apartment. Lovely walks through the Nothe Gardens. Short walk to town centre and the beach. Wi-Fi. Gated Parking. (Ref. 993910)

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


    for 7 nights €551

    See more details
    Map View

    Quick links

    Popular Destinations