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Weymouth Holiday Cottages

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Your Weymouth, Dorset search returned 268 cottages

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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A Grade II listed, maisonette apartment 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

7 nights from £745

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.1

    Good

  • Sykes rating

Ground floor apartment in Weymouth, sleeps 4, wifi, allocated parking, close to the beach, shops and marina. Open plan living kitchen diner. (Ref. 1091449)

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

7 nights from £506

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.4

    Good

  • Sykes rating

123 On The Sea is a lovely, two-bedroom apartment residing in Weymouth, Dorset. Near Dorset AONB. Sea views. Close to amenities and a beach. Private balcony. Off road parking. Dorchester 7.3 miles; Bridport 18.9 miles. (Ref. 1133961)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £560

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Stylish fisherman’s cottage just a few minutes’ walk from Old Harbour in Weymouth. Beach 1 mile. Harbour, shop and pub 5 min. Welcomes one dog. Poole 33 miles. (Ref. 1058438)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £565

  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

First floor comfortable apartment sleeping up to 7 people close to the beach in Weymouth. Welcomes two dogs. Shared garden. Beach 2 min. Shop 10 min. Pub 5 min. Dorchester 7.6 miles. (Ref. 994772)

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

7 nights from £602

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.2

    Good

  • Sykes rating

Lovely and comfortable cottage next to the harbour in Weymouth. Wifi. Shop and pub 5 min. Beach 1 mile. Dorchester 8 miles. (Ref. 994351)

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

7 nights from £623

Last booked yesterday
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  • Sleeps5
  • Bedrooms2
  • PetsNo
  • 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

7 nights from £654

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.4

    Good

  • Sykes rating

A delightful cottage situated next to Weymouth harbour in Dorset. Harbour Views. Family-friendly. Dorchester 8.4 miles; West Lulworth 15.5 miles. (Ref. 1061726)

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

7 nights from £782

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A delightful 3 storey fishermans cottage that has been beautifully restored in the harbour area of Weymouth. (Ref. 993928)

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

7 nights from £556

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A delightful, mid-terrace cottage resting in Brewers Quay Harbour, Dorset. Designated parking. Pet-friendly. Enclosed garden. Weymouth 0.6 miles; Dorchester 8.8 miles; West Lulworth 15.7 miles. (Ref. 1084006)

  • Dishwasher

7 nights from £570

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A second-floor apartment resting in Weymouth. Harbour views. WiFi. Garage parking. Dorchester 8.5 miles. (Ref. 1007302)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £575

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

An enticing, semi-detached house sitting in Wyke Regis, Dorset. Sea views. Near the beach and coast. Balcony. Weymouth 3.3 miles; Isle of Portland 3.8 miles; Dorchester 10.3 miles. (Ref. 1097679)

  • Wi-fi
  • Off-road parking

7 nights from £718

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Set in a lovely and quiet residential area of Weymouth, the house is a comfortable getaway for a family. One dog welcome. Wifi. Shop and pub 5 min. Beach 10 min. Dorchester 7 miles. (Ref. 994377)

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

7 nights from £550

Last booked 2 days ago
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  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Beautiful and spacious cottage over three floors in Weymouth. Next to the Old Harbour and close to town centre. Beach 1 mile. Pub and shop 5 min. Beach 1 mile. Dorchester 8.5 miles. (Ref. 994354)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £556

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Sleeping four near harbourside in Weymouth. Welcome two dogs. Pubs, restaurants and harbour 5 mins walk. (Ref. 994584)

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

7 nights from £618

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.0

    Good

  • Sykes rating

A modern harbourside apartment with views over the town bridge and harbour from all windows. Close to bars, restaurants and shops, WIFI (Ref. 994242)

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

7 nights from £636

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

A homely, mid-terrace cottage based in Weymouth. Enclosed decking. Smart TV. Beach nearby. Dorchester 8.5 miles; Bridport 19 miles. (Ref. 1094925)

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

7 nights from £565

Last booked 2 days ago
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  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Modern, bright apartment with sea views over to Weymouth Bay. Short walk to the beach and a casual stroll to the town centre. Wifi and off-road parking. Great base for exploring Weymouth and the surrounding areas. (Ref. 1098447)

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

7 nights from £650

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A beautiful, second-floor apartment overlooking the harbour in Weymouth, Dorset. Romantic. Sea views. Close to beach. Close to local amenities. Dorchester 8.3 miles; Bridport 19.1 miles. (Ref. 1107011)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £461

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.1

    Good

  • Sykes rating

A coastal cottage resting in Weymouth, Dorset. Close to the beach. Sea views. Balcony. Isle of Portland 5.4 miles; Dorchester 8.7 miles; Bridport 19 miles. (Ref. 1092544)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £783

The picturesque Dorset seaside town of Weymouth makes for a perfect family summer getaway. Stunning beaches and breath-taking coastline combine to provide a unique climate and utterly charming scenery.

Why Weymouth Holiday Cottages?

The town of Weymouth is perfect for people of all ages and has a lot to offer year-round. If you want to enjoy an adrenaline-pumping afternoon, choose from a selection of exceptional sandy beaches, and participate in watersports like surfing or paddleboarding. Alternatively, those who want to relax and kick back on a sunny afternoon and watch the kids make sandcastles. Coastal walks are a major attraction in Dorset, including the world-famous South West Coast Path, and the subtropical climate makes it a great place to get out and explore.

Weymouth has a beautiful esplanade that looks out over the sandy beach and provides spectacular views of the coast. Make sure to keep an eye out for the seals and dolphins that occasionally wander into the harbour. The shoreline around Weymouth is arguably of the most beautiful in England since the beach is located in the heart of the Jurassic Coast, a UNESCO World Heritage Site and wildlife sanctuary. For more inspiration, check out our Weymouth Travel Guide.

Places to visit near Weymouth Accommodation

Enjoy the breath-taking vistas of Dorset's Heritage Coast before wandering over to nearby locations including Bournemouth, Bridport, Lyme Regis, Poole, and Swanage. There are charming harbours, white beaches, and a lot of bars and eateries in this area. Or, visit some of the UK's most famous sights, such as Lulworth Cove, a famous natural cove in a remote area of the Jurassic Coast, and Durdle Door, a limestone arch that is one of Dorset's most photographed monuments.

A short drive away is West Bay, where you can enjoy breath-taking views of Dorset's Heritage Coast. In addition to the Portland Harbour and the Isle of Portland, which are both just waiting to be discovered, there is also the Abbotsbury Swannery and the one-of-a-kind Subtropical Gardens, as well as a wide selection of museums, shops, and restaurants to enjoy.

Types of Weymouth Holidays

Weymouth Holidays offer so many different options for families, couples, and a plethora of different group make-ups. Browse pet-friendly Weymouth cottages to make your family trip memorable. Discover large, hand-picked Weymouth cottages that sleep 8 or more for family gatherings, special occasions, and get-togethers. Or, peruse these Weymouth luxury cottages for a relaxing getaway in style.