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Weymouth Holiday Cottages

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Your Weymouth, Dorset search returned 250 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4

    Good

  • Sykes rating

Grade II listed house just a few moments walk from Weymouth Beach, Ideally located in the heart of old Weymouth. 5 minutes walk to shops, bars and restaurants. Off Road Parking. (Ref. 994168)

  • Wi-fi
  • Washing machine

7 nights from £424

  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.4

    Good

  • Sykes rating

Lovely 4 bedroom house in gated area. Close to Weymouth harbour. Secure gated parking for one car. Welcomes two dogs. WiFi. (Ref. 994213)

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

7 nights from £769

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Sleeping 4 cosy cottage in Weymouth. Close to harbour and all amenities. Gated development. (Ref. 994605)

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

7 nights from £595

  • 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
  • Baby-friendly

7 nights from £501

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A characterful first-floor apartment set on the Dorset coast, within the town of Weymouth. Outstanding sea views. Central location. Family-friendly. Isle of Portland 7 miles; Dorchester 7.2 miles; West Bay 18.1 miles. (Ref. 1049890)

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

7 nights from £878

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.0

    Good

  • Sykes rating

Harbourside first floor apartment with balcony. Centrally located for all bars and restaurants. WiFi. Sleeps 4. (Ref. 994482)

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

7 nights from £625

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.4

    Good

  • Sykes rating

Four bedroom semi-detached property in Weymouth. WiFi. Off road parking two cars. Large patio. (Ref. 994226)

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

7 nights from £940

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Stylish renovated ground floor apartment in Weymouth. Town centre a short walk away. WiFi. Welcomes one dog. Pub and shop 5 min. Beach 10 min. Dorchester 8.3 miles. (Ref. 994763)

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

7 nights from £621

  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Footprint a converted stable located in a gated development in Weymouth close to harbour and beach. En-suite master bedroom. Beach 1 mile. Dorchester 9 miles. (Ref. 994201)

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

7 nights from £620

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4

    Good

  • Sykes rating

Delightful stone terraced cottage close to Old Harbour in Weymouth, Dorset. Conservatory and garden. Pet-friendly. Beach 1 mile, shop and pub 0.3 miles. Dorchester 7 miles. (Ref. 1000703)

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

7 nights from £578

  • 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 £776

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    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

7 nights from £848

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

Modern and beautiful cottage in the heart of Weymouth. Close to town centre. Wifi. Parking for two cars. Landscaped garden with patio. Shop and pub 5 min. Bridport 22.5 miles. (Ref. 994369)

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

7 nights from £541

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Upper ground floor apartment in the Admiral’s Quarter development. Partial sea views from the full length windows in the sitting rooms. Modern furnishings. Perfect for a family holiday exploring the delights of Weymouth. Wifi. (Ref. 994438)

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

7 nights from £570

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A contemporary first-floor apartment overlooking the coast in Weymouth, Dorset. Open-plan. Sea views. WiFi. Close to amenities. Dorchester 7.4 miles; Bridport 20.2 miles. (Ref. 1097676)

  • Wi-fi

7 nights from £484

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

An immaculate penthouse apartment resting in the centre of Weymouth, Dorset. WiFi. Views over the marina. Off-road parking. Dorchester 8.4 miles; Bridport 20.5 miles. (Ref. 1059266)

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

7 nights from £587

  • 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 £430

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.0

    Good

  • Sykes rating

Perfectly located on the harbour side in the heart of Weymouth. Watch the boats sail by and the daily catch being landed. (Ref. 994172)

  • Wi-fi
  • Washing machine

7 nights from £497

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.3

    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 £508

Last booked 5 hours ago
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  • Sleeps9
  • Bedrooms4
  • PetsNo

    4.3

    Good

  • Sykes rating

A beautiful conversion of the Devenish Brewery malthouse, just moments from the harbourside. Sleeps 9, WIFI, stylish curved kitchen. Games Room (Ref. 993976)

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

7 nights from £1144

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 

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