Dorset, famed for its breathtaking coastline, beautiful verdant countryside and historic landmarks, is the perfect place for a family holiday or short break away with your four-legged friend. Discover miles of trails, scenic coast path and beaches (please check local seasonal restrictions) stretching from the golden sands of West Bay to the majestic Isle of Portland, stunning throughout the year and ideal for a summer break or winter escape.

We have a fabulous collection of self-catering holiday cottages including large properties with sea views for extended families and peaceful retreats for romantic escapes. For added luxury seek out our holiday homes with a hot tub (perfect after a long ramble along the coast path), or a secure garden where your pooch can explore safely.

Here are a few suggestions of our holiday homes in fabulous locations across the county; each one a rather special place to stay for a while, and all ready and waiting for you and your four-legged friend.

Loaf at the Granary

Loaf At The Granary - a self-catering holiday cottage in a restored granary neat Bridport in Dorset

A rather special retreat awaits near the bustling town of Bridport at Loaf At The Granary, a beautiful and sympathetically restored ancient Dorset granary. With wonderful panoramic views over Marshwood Vale, stylish interiors and scenic walks close by, this tranquil spot is ideal for a romantic getaway throughout the year. Sleeps up to 2 guests.

Primrose Cottage

Primrose Cottage - a self-catering holiday cottage near Bridport in Dorset

A recent addition to the Classic family, Primrose Cottage is a delightful coastal property with cosy interiors, and a warming wood burner, ideal for cooler months. With easy access to the Jurassic Coast, holidays here can be spent exploring the delights of the area and relaxing in the comfort of your charming retreat. Sleeps up to 4 guests plus 2 cots in two double bedrooms.

Oak Tree House 

Oak Tree House - a self-catering holiday cottage near Dorchester in Dorset

Nestled in the peaceful village of Frampton, Oak Tree House promises elegant and spacious interiors, a games room, two terraces perfect for alfresco dining, and lovely gardens. You’ll find the Jurassic Coast, with its scenic walks, beautiful bays, and picturesque market towns, within easy reach, and you’ll have access to a number of walks from your doorstep. Sleeps up to 8 guests plus 2 cots in four bedrooms.

Tolpuddle Cottage

Tolpuddle Cottage - a self-catering holiday cottage in a near Dorchester in Dorset

Located in the pretty village of Tolpuddle which is surrounded by beautiful countryside and just a short drive to the coast, Tolpuddle Cottage has a stylish ground floor with cosy underfloor heating and three lovely bedrooms on the first floor. Outside the terrace is accessed via steps, the ideal place for your morning coffee. Sleeps up to 4 guests plus a cot in three bedrooms.

Lavender Cottage

Lavender Cottage - a self-catering holiday cottage near Christchurch in Dorset

Situated in sought-after Wick Village, just a stroll away from Hengistbury Head Nature Reserve and tranquil beaches, Lavender Cottage is simply gorgeous, with stylish interiors and a wonderful, secluded rear garden. Enjoy blissful days exploring the many wonderful walks nearby or head to Christchurch for its exclusive shops and fabled 11th century priory. Sleeps up to 4 guests plus 2 cots in two bedrooms.

Seymour Barn

Seymour Barn - a self-catering holiday cottage in a barn conversion near Bridport in Dorset

If you are looking for a beautiful barn conversion with pretty gardens and a gorgeous farm shop just a stroll away, then head for Seymour Barn, located deep in the heart of west Dorset. With plenty of space for up to four guests, this blissful cottage is ideal for a romantic getaway or family escape. Sleeps up to 4 guests plus a cot in two bedrooms.

The Old Mill

The Old Mill - a self-catering holiday cottage in a former working mill near Dorchester in Dorset

The Old Mill is a former working mill, cleverly renovated to ensure traditional features marry seamlessly with contemporary chic at every turn. Outside, blissful countryside views await, the most wonderful place for a relaxing retreat. Your four-legged friend is most welcome to join you on a lead near the friendly sheep who occupy the field next door, and in large garden which is not enclosed. Sleeps up to 4 guests in two king-size bedrooms.

Ivy Cottage

Ivy Cottage - a self-catering holiday cottage near Dorchester in Dorset

Set in National Landscape country, Ivy Cottage is a dreamy Grade II listed cottage made of traditional ham stone and flint in the charming village of Cattistock, just a short drive from Dorchester. The cottage is a delight, perfect for a Dorset getaway and even has an enclosed garden! Sleeps up to 4 guests plus a cot in two bedrooms.

Langmoor House

Langmoor House - a self-catering holiday cottage near Lyme Regis in Dorset

Another recent addition to the Classic family is Langmoor House, a rather special and luxurious four bedroomed home with sea views overlooking Lyme Bay. Beautifully furnished with great attention to detail, this stunning property makes the most of what Lyme Regis has to offer. Sleeps up to 8 guests plus 4 cots in four bedrooms.

Hood's

Hood's - a self-catering holiday cottage in a converted barn near Bridport in Dorset

With panoramic views across Marshwood Vale and beyond, this beautifully converted barn and milking parlour is a magical place for a holiday. Furnished with contemporary chic, Hood’s offers luxury at every turn and is perfect for a getaway throughout the year. And, there’s even a dedicated dog bath, hose and towels in a nearby barn, your dog will be most impressed! Sleeps up to 4 guests plus 2 cots in two bedrooms.

Find more places to stay in Dorset

Take a look at our other cottages in beautiful Dorset, all welcoming dogs throughout the year. Visit the Classic Cottages website to find and book your pawfect stay.