Dog Friendly Cottages in Fortuneswell: 15 Holiday Lets

Handpicked Cottages to Rent

Finding the best dog friendly cottages in Fortuneswell has become a priority for us in order for our guests to enjoy a relaxing seaside holiday. Accommodation in Fortuneswell is close to beaches and attractions, making for a fun-filled 7 nights stay in one of its many holiday cottages. 


We search the best dog friendly cottages in Fortuneswell, so you don't have to!

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Fortuneswell, Portland

This beautifully presented Fortuneswell townhouse resting on the Isle of Portland was built for the Olympic sailing teams in 2012. 4 Bedrooms, 2 pets; yes, your pooch is welcome, along with up to four guests on each floor. The main double bedroom has an en suite and a furnished terrace with views over Chesil Beach. The ground floor is tastefully decorated and the outdoor area boasts a putting green.  

Fortuneswell, Portland

This is one of the top dog friendly holidays in Fortuneswell due to it being situated on the slopes overlooking the beach and has two bedrooms and is what friendly holiday cottages are all about. There is a super king-size and a twin upstairs with bed linen included. Downstairs the sitting room has a log burner and the eat-in kitchen leads to a courtyard ideal for many outdoor meals over your 7 nights stay. 


Fortuneswell Neptune Cottage is an original fisherman’s holiday cottage situated a stone’s throw from the beach. It is 200 years old and is over three floors. Downstairs there is an eat-in country kitchen with an inglenook open fire and all required amenities, including a washing machine. There is a spacious sitting room with a real fire, too, making this a lovely holiday home cottage in the heart of Dorset.  

Fortuneswell, Portland

As the name implies, this beautifully presented townhouse resting in the village of Fortuneswell developed in 2012 for the Olympic sailing teams is a real winner. No need for a pull-out bed here. This modern Fortuneswell holiday cottage resting in the heart of Dorset has 2 bedrooms and excellent ground floor facilities with an open plan living space. Outside there is a charming courtyard for meals alfresco. 


Fortuneswell Pitt Hayes Cottage; views rule here with this charming semi-detached cottage’s open plan living space, incorporating the eat-in kitchen, sitting room and a conservatory. This holiday cottage is ideal for large families on either a long weekend or 7 nights stay. There is also a ground floor bathroom/shower room, A fantastic semi-detached house with bags of character.  

Fortuneswell, Portland

A lovely terraced cottage right on the seafront with two bedrooms and two bathrooms, ideal for a small family. There is a sun room with a door to the garden, a coffee machine and a tiered lawned garden to sit in and enjoy the Sea breeze. Head down to Chesil Beach with the kids and dogs for a memorable day out on the coast.

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The Best Pet Friendly Holiday Cottages in Fortuneswell

We have selected some of the most popular Fortuneswell dog friendly accommodation in the area, be it a traditional terraced cottage situated in the heart of the village or a modern holiday home built for the Olympics. All are great value for money and have plenty of places nearby that your pup is more than welcome.  

Fortuneswell is a seaside location like no other, dating back from as far back as Roman times. Since 1976 it has been a conservation area to protect its array of homes and architecture, including the famous stone-built cottage. You will feel the true essence of the village that got its name from its supposed “star waters” magical properties in your holiday cottage.

About Holidays In Fortuneswell With Dogs

Some say it’s like having the best seaside holiday without the crowds, making the old fishing village of Fortuneswell a destination for dog lovers. You could be in a traditional terraced cottage once home to the village’s fishermen, a stylish modern bungalow situated close to amenities or a quaint stone-built cottage overlooking the sea. Wherever you stay, it will be dog friendly accommodation in Fortuneswell for 7 nights of bliss.

Just five miles from the popular seaside town of Weymouth, close to Newton’s Bay, its location and layout overlooking the Jurassic Coast are hard to beat. Joined to the mainland by the fossil-rich Chesil Beach, Fortuneswell on the isle is packed with a variety of shops and dog friendly pubs. The South West Path runs alongside it, with Pebbled Chesil Beach stretching from the Isle of Portland peninsula towards West Bay. There are sandy beaches close by, too, such as the Blue Flag stretch of shoreline in the town of Weymouth.

On the doorstep of the National Sailing Academy, resting in Fortuneswell, Dorset, there are a good few bespoke Fortuneswell dog friendly cottages that were built specifically for the Olympic sailing teams.

On the Isle of Portland Dorset, not far from your holiday cottage, is a countryside experience on a community farm. Fancys Farm has everything from wallabies to wildlife native to the area, feed Dinky the Shetland pony, Daisy the donkey and Archie the goat.  

Sea, Sand and Sculptures close to your holiday cottage

Leave holiday cottages in Fortuneswell for dogs and head up to the Isle of Portland Heights viewpoint; take in the sweeping views of Chesil Beach. Walk along the Fortuneswell on the isle promenade before picking up the footpath alongside the sea.

This four-mile walk near Fortuneswell can take as long as you like. After a scamper on the stony beach at Clay Ope and Tar Rocks, climb the South West Coast Path above Chiswell. Take a wander through Tout Quarry between the fascinating Isle of Portland stone sculptures.

Portland Castle

For history buffs, a tour through the castle is a must. From the cannon and gun platforms, there are stunning views of the sea. During your 7 nights’ stay in one of the many dog friendly places to stay in Fortuneswell, take a stroll with your fur babies through the Contemporary Heritage Gardens, breaking for refreshments at the dog friendly Captain’s Tearoom.

The castle will probably be less than a mile from your Fortuneswell holiday cottage. Built by Henry VIII in the 1500s to ward off a French or Spanish invasion, the exterior of this edifice of historical significance has remained unchanged ever since.

Isle of Portland, Big Three Bus Tour

This partly guided tour of up to 10 people welcomes small, well-behaved pups. Travel the four miles to Weymouth from Fortuneswell and climb abroad to see the jewels in the Jurassic Coast’s crown.

Your first stop when staying in Fortuneswell is to the inland ruins of Corfe Castle that has sweeping views of the Purbecks. Lulworth Cove is the next stop, famous for its fossils and the Lulworth Crumple Rock formation and Stair Hole. Before returning to Weymouth, you will have the chance to see Durdle Door, a natural limestone arch in the sea that is thought to be 140 million years old.

Last Word

Resting in the popular Newton’s Cove, Dorset, the pubs are mostly dog friendly and you and your pooch can enjoy the beach all year round. The promenade is ideal for a gentle seafront stroll, while there are more challenging treks that will take you on the clifftops.

Whether it is all about the views around Fortuneswell or more about the original features, there’s a range of pet friendly cottages in Fortuneswell or maybe a superb apartment resting on the cliffs is not going to disappoint. All are dog friendly, meaning your pet also gets the 7 nights change of scenery in this Dorset destination.  For more pet friendly cottages in Dorset it’s here.

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