Weymouth Holiday Cottages

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Your Weymouth, Dorset search returned 251 cottages

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  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.4

    Good

  • 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 £842

  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.8

    Outstanding

  • 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 £706

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

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Beautiful seafront apartment within the popular resort of Weymouth in Dorset. Incredible sea views. WiFi. Centre of Weymouth. (Ref. 1003083)

  • Wi-fi
  • Dishwasher

7 nights from £498

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.6

    Outstanding

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A modern studio apartment on the seafront on Weymouth, Dorset. Open-plan living. Sea views. Perfect for couples. (Ref. 1003545)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £423

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • 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

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

  • 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 £317

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This seafront, second-floor apartment sits in Weymouth, Dorset. Pay and Display parking nearby. Romantic. Sea views. Open-plan. Pet-free. Dorchester 7.6 miles; Bridport 20.3 miles. (Ref. 1107825)

  • Wi-fi

7 nights from £512

  • 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 £476

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • 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

  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • 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 £803

  • Sleeps9
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A stunning, detached home resting in Weymouth, Dorset. Enclosed garden. Near beach. Pet-friendly. Dorchester 7 miles; Bridport 19.7 miles; Poole 30.9 miles. (Ref. 1022573)

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

7 nights from £1016

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Garibaldi Cottage is a lovely, coastal home resting in the town of Weymouth in Dorset, enjoying close proximity to a nearby shop, beach, and pub. Dorchester 8.2 miles; Bridport 20.1 miles. (Ref. 1156408)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £579

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Two @ No36, a wonderful, first-floor apartment situated in the heart of Weymouth in Dorset, with the beach on your doorstep. Dorchester 7.8 miles; Bridport 19.1 miles. (Ref. 1162203)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £641

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Three @ No36, a delightful, second-floor apartment situated in the town of Weymouth in Dorset, enjoying sea views with the beach on your doorstep. Smart TV. Dorchester 7.8 miles; Bridport 19.1 miles. (Ref. 1162204)

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

7 nights from £606

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

One @ No36 is a delightful duplex apartment with the beach on your doorstep, with the convenience of off-road parking, in Weymouth, Dorset. Dorchester 7.8 miles; Bridport 19.1 miles. (Ref. 1162201)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £725

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

Modern one level apartment. Sitting room, with balcony and beautiful sea views. Short walk to the beach and a causal walk to the town centre. Wifi. (Ref. 994505)

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

7 nights from £595

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.1

    Good

  • 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
  • 10% off - Sat 14th Jun to 31st Jul 2025

7 nights from £641

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Modern ground floor Apartment. Lovely walks through the Nothe Gardens. Short walk to town centre and the beach. Wi-Fi. Gated Parking. (Ref. 993910)

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

7 nights from £466

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A pretty little modern house just a few minutes walk from the harbourside and local amenities. Close to the South West Coast Path. (Ref. 993929)

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

7 nights from £567

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Comfortable cottage for couples or small family in Nottington, Dorset. Beaches and historic harbour 3 miles. Wifi. Lawn garden. Wheelchair access. (Ref. 994199)

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

7 nights from £499

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