Weymouth Holiday Cottages

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Your Weymouth, Dorset search returned 259 cottages

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    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)

    7 nights from £469

    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.9

      Sykes Rating

    A delightful, romantic bolthole in the third-floor in Weymouth, Dorset. Balconies. Romantic. Sea views. Close to beach. Close to local amenities. Dorchester 8.3 miles; Bridport 19.1 miles. (Ref. 1078324)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £534

    Last booked yesterday
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    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.9

      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 £476

    Last booked yesterday
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    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.9

      Sykes Rating

    A stylish and contemporary apartment set in the town of Weymouth, Dorset. Seaside setting. Fantastic views. Off-road parking. Fortuneswell 5.8 miles; Dorchester 7.2 miles; Bridport 20.9 miles. (Ref. 1072234)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £714

    Last booked 2 days ago
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    • Sleeps2
    • Bedrooms1
    • PetsNo

      5.0

      Sykes Rating

    A delightful, one-bedroom holiday home resting in Weymouth, Dorset. Contemporary. Private garden. Romantic. Close to amenities and beach. Near AONB. Open-plan. Dorchester 7 miles; Bridport 20.8 miles. (Ref. 1133982)

    • Wi-fi
    • Off-road parking

    7 nights from £500

    7 nights from £498

    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9

      Sykes Rating

    A quaint stone-built cottage resting on the outskirts of Weymouth. Open-plan living. Off-road parking. WiFi. Dorchester 6.4 miles; Fortuneswell 8.2 miles. (Ref. 1061544)

    • Wi-fi
    • Off-road parking
    • Electric vehicle charging
    • Ground floor bedroom
    • Washing machine

    7 nights from £534

    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9

      Sykes Rating

    Beautiful 1 bedroom stable conversion in the heart of the harbour area in Weymouth. WIFI, Close to town centre and beach. Parking for one car. (Ref. 1096825)

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

    7 nights from £494

    • Sleeps4
    • Bedrooms2
    • PetsYes

      Sykes Rating

    The View is a charming, three-storey house resting near the beach in Weymouth, Dorset, boasting stunning sea views, a balcony, and off-road parking. Dorchester 8.9 miles; Bridport 19.2 miles. (Ref. 1173086)

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

    7 nights from £672

    Last booked 8 hours ago
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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7

      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

    7 nights from £468

    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.5

      Sykes Rating

    A lovely two-bedroom bungalow resting in Preston, Dorset. Dog-friendly. Off-road parking. Private garden. Close to amenities. Weymouth 3.4 mile. (Ref. 1106680)

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

    7 nights from £574

    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9

      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

    7 nights from £467

    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8

      Sykes Rating

    A lovely two-bedroom, ground-floor apartment resting in Weymouth, Dorset. Near a beach. Close to amenities. Romantic. Ground-floor. Dorchester 7.5 miles; Bridport 20.5 miles. (Ref. 1083146)

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

    7 nights from £649

    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8

      Sykes Rating

    The Nightingale is a stylish, semi-detached holiday home resting in Weymouth, Dorset. Designated parking. Close to a beach and amenities. Enclosed garden. Dorchester 8.8 miles; Bridport 19.6 miles. (Ref. 1133998)

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

    7 nights from £653

    Last booked yesterday
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    • Sleeps4
    • Bedrooms2
    • PetsYes

      Sykes Rating

    The Nook is a charming, pet-friendly cottage resting near the beach in the town of Weymouth in Dorset, boasting a woodburning stove and enclosed garden. Dorchester 8.5 miles; Bridport 20.5 miles; Poole 32.2 miles. (Ref. 1107935)

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

    7 nights from £510

    Last booked yesterday
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    7 nights from £567

    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0

      Sykes Rating

    A boutique, two-bedroom property situated in Brewers Quay Harbour, Weymouth, Dorset. Quality finish. Sea and harbour views. Enclosed garden. Raised elevation. Dorchester 8.5 miles; West Lulworth 15.5 miles. (Ref. 1096352)

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

    7 nights from £904

    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8

      Sykes Rating

    Attractive terraced house situated in Weymouth, wonderfully modernised. Off-road parking. WiFi. Beach 1 mile. Pet-friendly. Dorchester 7 miles; Bridport 17 miles. (Ref. 1010311)

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

    7 nights from £769

    7 nights from £714

    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0

      Sykes Rating

    A lodge sleeping four people, Bowleaze area of Weymouth. Dog friendly. Large garden. Parking for two cars. (Ref. 994500)

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

    7 nights from £783

    Known for being a picturesque seaside town on the Dorset coast, booking one of these properties for your Weymouth holiday will put you right on the doorstep of the town’s stunning beaches and breath-taking coastline, guaranteed to provide you with an unforgettable staycation experience! So, no matter what you’re hoping to get up to on your next break, one of these holiday cottages in Weymouth will be sure to tick all of the boxes for you. 

    Why Weymouth Holiday Cottages? 

    Perfect for groups of all ages and with plenty to offer visitors all year-round, there are tonnes of reasons why Weymouth holidays are so popular! Home to a selection of exceptional sandy beaches popular with water sports enthusiasts, here you can easily spend an entire afternoon taking part in some adrenaline-pumping action trying out water sports 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 also 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 swim into the harbour, too! The shoreline around the town is arguably of the most beautiful in England too, since the beach is located in the heart of the Jurassic Coast, a UNESCO World Heritage Site and wildlife sanctuary that’s well worth visiting during Weymouth holidays. 

    For more ideas and inspiration on what to get up to here, be sure to check out our comprehensive Weymouth Travel Guide

    Places to visit near Weymouth Accommodation 

    When it comes to getting out and about to explore the region around you, you’ll have no issues finding plenty of exciting things to do when you book one of these cottages in Weymouth!

    For example, one of the most popular tourist towns on the coast is Lyme Regis, situated a short drive from these holiday cottages in Weymouth. Home to two wonderful beaches and a quaint harbour that sits between them, it’s also home to a handful of great seafood restaurants and historic pubs where you can stop off for a pint of local tipple and some freshly caught produce! Not only that, but also here you’ll find the Dinosaurland Fossil Museum, showcasing some of the most interesting relics found on the Jurassic Coast where this town lies. 

    On the other hand, heading along the coast will bring you to Swanage, another bustling seaside resort town that’s home to a Victorian pier, a large seafront beach and a host of great attractions around the town centre, such as the popular Swanage Railway heritage line and the Santa-Fe Fun Park that sits just behind the promenade. Not only that, but being right by the coast, it’s also home to some wonderful seafood restaurants that are well worth stopping off at if you’re a big fan of this cuisine. 

    Other places to visit from Weymouth cottages: 

    Bridport 

    Corfe Castle

    Chiswell on Portland 

    Dorchester 

    Lulworth Cove 

    Poole 

    West Bay

    Types of Weymouth Holidays 

    Whilst we hope that these Weymouth holiday cottages have presented you with the perfect property to book, there’s still plenty more for you to discover including lots of dog-friendly cottages in Weymouth, large cottages in Weymouth and even plenty of opportunities to book short breaks in Weymouth and last-minute Weymouth holidays too! 

    If you still haven’t found what you’re looking for check out this full list of Dorset holiday cottages