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Weymouth Holiday Cottages

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Your Weymouth, Dorset search returned 271 cottages

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  • Sleeps8
  • Bedrooms5
  • PetsYes
  • Sykes rating

Victorian Town House is a large, coastal property resting in the seaside town of Weymouth, Dorset. Close to a shop, a pub, and a beach. Large property. Dorchester 7.5 miles; West Bay 17.5 miles. (Ref. 1035186)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £807

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Comfortable Spanish style holiday home in Weymouth. Off road parking for two cars. Patio garden with furniture. Sea views. Beach 5 min. Pub and shop 10 min. Dorchester 9 miles. (Ref. 994352)

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

7 nights from £622

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo
  • Sykes rating

The Apple Loft at Jordan House is a contemporary cottage resting in Bowleaze, on the outskirts of Weymouth, Dorset. Off-road parking. Open-plan. Garden. Dorchester 6.1 miles; Abbotsbury 9.8 miles; Bridport 19.3 miles. (Ref. 1149531)

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

7 nights from £585

  • Sleeps5
  • Bedrooms3
  • PetsYes
  • Sykes rating

Little Gull Cottage is a lovely, three-storey holiday home close to Weymouth’s harbour in Dorset. Patio with furniture. Close to amenities. Smart TV. Dorchester 8.2 miles; Bridport 18.7 miles. (Ref. 1144645)

  • Wi-fi
  • Baby-friendly

7 nights from £584

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes
  • 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 £527

Last booked 1 hour ago
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  • Sleeps8
  • Bedrooms4
  • PetsYes
  • Sykes rating

Salt Tides is a stylish, three-storey holiday home resting in Weymouth, Dorset. Enclosed courtyard. Pet-friendly. Close to amenities and the beach. Dorchester 8.1 miles; Bridport 18.8 miles. (Ref. 1141124)

  • Wi-fi
  • Dishwasher

7 nights from £937

  • Sleeps5
  • Bedrooms3
  • PetsNo
  • Sykes rating

Anchor Cottage is a delightful, terraced home resting in the seaside town of Weymouth, Dorset. Close to a shop, a pub, and a beach. Family-friendly. Dorchester 7.6 miles; West Bay 17.8 miles. (Ref. 1150151)

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

7 nights from £552

  • Sleeps9
  • Bedrooms4
  • PetsNo
  • Sykes rating

Bay Cottage is a well-presented, three-storey detached house situated in the resort of Weymouth, Dorset. Smart TV. Decking with furniture. Near a beach. Dorchester 8.4 miles; Bridport 20.3 miles. (Ref. 1139723)

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

7 nights from £961

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A second-floor apartment resting in Weymouth. Harbour views. WiFi. Garage parking. Dorchester 8.5 miles. (Ref. 1007302)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £575

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.2

    Good

  • Sykes rating

Lovely and comfortable cottage next to the harbour in Weymouth. Wifi. Shop and pub 5 min. Beach 1 mile. Dorchester 8 miles. (Ref. 994351)

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

7 nights from £553

Last booked 2 days ago
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  • 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 £539

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.3

    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

7 nights from £560

Last booked 3 hours ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Anchorage View is a stunning, two-bedroom property resting in Weymouth, Dorset. Pretty views. Near the Dorset AONB. Close to amenities and a beach. Dorchester 8.5 miles; Bridport 19 miles. (Ref. 1145912)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £564

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.0

    Good

  • Sykes rating

A gorgeous second-floor apartment nestled at the heart of Weymouth, Dorset. Open-plan living space. Private parking. Close to the coast. Chickerell 3 miles; Dorchester 8.3 miles; Swanage 28.9 miles. (Ref. 1111030)

  • Wi-fi
  • Dishwasher

7 nights from £606

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A contemporary, three-storey property resting by the harbour in Weymouth, Dorset. Gas Fire in Lounge, WiFi. Close to beach and amenities. Weymouth 1 mile; Dorchester 8.6 miles. (Ref. 1058500)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £659

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A contemporary second-floor apartment resting on the Weymouth Seafront, Dorset. Open-plan living. Sea views. Close to amenities and beach. Pet-free. Stylish. Dorchester 7.8 miles; Bridport 20.3 miles. (Ref. 1092706)

  • Wi-fi
  • Dishwasher

7 nights from £573

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.3

    Good

  • Sykes rating

Exceptional harbourside cottage located in the heart of Weymouth, Dorset. WiFi. Off-road parking. Harbour and sea views. Shop 0.1 miles, pub 0.3 miles. (Ref. 1000215)

  • Wi-fi
  • Off-road parking
  • Washing machine
  • Baby-friendly
  • Sky TV

7 nights from £1094

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.2

    Good

  • Sykes rating

This contemporary, three-storey holiday home rests in Weymouth, Dorset. Off-road parking and garage. Enclosed garden. Pet-free. Close to amenities. Dorchester 7.6 miles; Bridport 18.3 miles. (Ref. 1102609)

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

7 nights from £633

  • 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

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7

    Outstanding

  • 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 £483

The picturesque Dorset seaside town of Weymouth makes for a perfect family summer getaway. Stunning beaches and breath-taking coastline combine to provide a unique climate and utterly charming scenery.

Why Weymouth Holiday Cottages?

The town of Weymouth is perfect for people of all ages and has a lot to offer year-round. If you want to enjoy an adrenaline-pumping afternoon, choose from a selection of exceptional sandy beaches, and participate in watersports 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 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 wander into the harbour. The shoreline around Weymouth is arguably of the most beautiful in England since the beach is located in the heart of the Jurassic Coast, a UNESCO World Heritage Site and wildlife sanctuary. For more inspiration, check out our Weymouth Travel Guide.

Places to visit near Weymouth Accommodation

Enjoy the breath-taking vistas of Dorset's Heritage Coast before wandering over to nearby locations including Bournemouth, Bridport, Lyme Regis, Poole, and Swanage. There are charming harbours, white beaches, and a lot of bars and eateries in this area. Or, visit some of the UK's most famous sights, such as Lulworth Cove, a famous natural cove in a remote area of the Jurassic Coast, and Durdle Door, a limestone arch that is one of Dorset's most photographed monuments.

A short drive away is West Bay, where you can enjoy breath-taking views of Dorset's Heritage Coast. In addition to the Portland Harbour and the Isle of Portland, which are both just waiting to be discovered, there is also the Abbotsbury Swannery and the one-of-a-kind Subtropical Gardens, as well as a wide selection of museums, shops, and restaurants to enjoy.

Types of Weymouth Holidays

Weymouth Holidays offer so many different options for families, couples, and a plethora of different group make-ups. Browse pet-friendly Weymouth cottages to make your family trip memorable. Discover large, hand-picked Weymouth cottages that sleep 8 or more for family gatherings, special occasions, and get-togethers. Or, peruse these Weymouth luxury cottages for a relaxing getaway in style.