Weymouth Holiday Cottages

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Your Weymouth, Dorset search returned 251 cottages

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  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.8

    Sykes Rating

This pretty, detached cottage lies in Preston, Dorset. Smart TV. En-suite master bedroom. Close to amenities. Woodburning stove. Weymouth 3.6 mile. (Ref. 1119018)

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

7 nights from €838

  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.4

A tasteful, three-storey Victorian terrace cottage in the popular Dorset resort of Weymouth. Central location. WiFi. Near Dorset AONB. (Ref. 1002126)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 15% off - Sat 31st May to 28th Jun 2025

7 nights from €970

  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.4

    Sykes Rating

Enjoyable holiday home close to the Old Harbour in Weymouth for large groups. Beach 10 min. WiFi. Roadside parking. Shop and pub 5 min. Poole 32.5 miles. (Ref. 994432)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 5% off - Sat 7th Jun to 12th Jul 2025

  • 5% off - Sat 6th Sep to 30th Sep 2025

7 nights from €990

  • 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 €848

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Sykes Rating

A characterful one-bedroom property resting in Weymouth, Dorset. Close to amenities and a beach. Near an AONB. Couples retreat. Dorchester 6.8 miles; Bridport 18.3 miles. (Ref. 1125691)

  • Wi-fi

7 nights from €376

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7 nights from €502

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7 nights from €592

  • 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 €565

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7

    Sykes Rating

A cosy stone cottage for two this is the ideal place to spend quality time together, walking and exploring the local area. (Ref. 994208)

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

7 nights from €593

  • 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 €594

  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.7

    Sykes Rating

A spacious, semi-detached house resting in Weymouth, Dorset. Pet-friendly. Off-road parking. Open-plan. Bedroom with en-suite. Enclosed garden. Dorchester 4.7 miles; Bridport 17.2 miles. (Ref. 1105244)

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

7 nights from €944

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Sykes Rating

A beautiful and contemporary first-floor apartment overlooking the harbour in Weymouth, Dorset. Balcony with harbour views. Master with en-suite. Allocated parking space. Dorchester 8.4 miles; Bridport 20.5 miles. (Ref. 1059263)

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

7 nights from €776

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Sykes Rating

A well-presented property nestled in the heart of Weymouth, Dorset. Roadside parking. Enclosed patio. Dorchester 8.5 miles; Bridport 19.2 miles. (Ref. 1134491)

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

7 nights from €718

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Sykes Rating

Generous second floor apartment with spectacular sea views. Two bedrooms; one twin and on double. WiFi. 10-minute walk to the town centre. Beach 1 minute away. (Ref. 993990)

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

7 nights from €738

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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Sykes Rating

Ground Floor modern accommodation. Near to Weymouth Town centre and nature reserve. Perfect for families or couples. Allocated parking. Modern property. WIFI. (Ref. 994034)

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

7 nights from €530

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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    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 €706

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

A stylish property resting in the resort of Weymouth, Dorset. Enclosed garden. Pet free. Beach nearby. Dorchester 10.1 miles; Bridport 18.8 miles. (Ref. 1100742)

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

7 nights from €564

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Sykes Rating

A well-presented, ground-floor apartment in Weymouth, Dorset. Open-plan. Close to beach. Near an AONB. Ground-floor living. Dorchester 8.8 miles; Bridport 19.6 miles. (Ref. 1126298)

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

7 nights from €529

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.1

    Sykes Rating

Centrally located first floor apartment with views over the marina in Weymouth, close to shops and beach. Wifi, Off road private parking. (Ref. 994383)

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

7 nights from €750

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Sykes Rating

The Corner House is a delightful terrace home resting in the popular seaside town of Weymouth, Dorset. Close to amenities. Near beach. Enclosed courtyard. Dorchester 7.1 miles; Bridport 19.1 miles. (Ref. 1129331)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from €661

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