Holiday Cottages in Dorset

1292 properties

Dorset is a beautiful county of contrasts. Our Dorset holiday cottages allow you to explore everything from sandcastles to stone castles. Wander along the Jurassic heritage coast and you may find your own piece of history in the shape of a fossil from the Jurassic period. Or explore more recent history with a trip to the eponymous Corfe Castle.

Foodies will love Dorset; home to wide range of delicious local food and drink. One of the many advantages of self-catering in Dorset is the ability to sample much of that range with a hamper, delivered direct to your holiday home from Cherry Picked Hampers. From beach front properties with sea views in Lyme Regis, to glamorous holiday apartments in old stone castles, Dorset cottages really do offer a world of contrasts.

Dolphins, Swanage
from
£576
/per week
up to
£1,155

Dolphins

  • Bedrooms: 3
  • Sleeps: 5
  • Rental

Built in the 1800's this lovely detached cottage is centrally located just up the hill...

12a The Parade, Swanage
from
£499
/per week
up to
£999

12a The Parade

  • Bedrooms: 2
  • Sleeps: 5
  • Rental

12A The Parade is a spacious first floor flat in Swanage with lovely views of the bay, pier and...

Tops, Lyme Regis
from
£415
/per week
up to
£919

Tops

  • Bedrooms: 3
  • Sleeps: 5
  • Rental
  • Pets: 1

Tops is a delightful apartment, quietly tucked away in the heart of this unspoilt coastal town...

North End Farmhouse, North Chideock
from
£1,780
/per week
up to
£3,059

North End Farmhouse

  • Bedrooms: 6
  • Sleeps: 14
  • Rental
  • Pets: 1

North End Farmhouse is a Grade II listed 17th Century thatched farmhouse with plenty of...

The Lodge, Bournemouth
from
£769
/per week
up to
£1,740

The Lodge

  • Bedrooms: 4
  • Sleeps: 8
  • Rental
  • Pets: 1

The Lodge, an attractive 4-bedroom holiday home offers very comfortable accommodation for 8...

Pennsylvania Castle, Half Moon, Portland
fixed
£8,640
/per week

Pennsylvania Castle, Half Moon

  • Bedrooms: 6
  • Sleeps: 12
  • Rental

Enjoy a piece of extravagance when staying at Pennsylvania Castle, Half Moon; offering six...

Pennsylvania Castle, Margaret River, Portland
fixed
£5,760
/per week

Pennsylvania Castle, Margaret River

  • Bedrooms: 4
  • Sleeps: 8
  • Rental

Enjoy a piece of extravagance when staying at Pennsylvania Castle, Margaret River; offering...

Pennsylvania Castle, Cape Schanck, Portland
fixed
£4,320
/per week

Pennsylvania Castle, Cape Schanck

  • Bedrooms: 3
  • Sleeps: 6
  • Rental

Enjoy a piece of extravagance when staying at Pennsylvania Castle, Cape Schanck; offering three...

Pennsylvania Castle, Print Hall, Portland
fixed
£7,200
/per week

Pennsylvania Castle, Print Hall

  • Bedrooms: 5
  • Sleeps: 10
  • Rental

Enjoy a piece of extravagance when staying at Pennsylvania Castle, Print Hall; offering five...

Pennsylvania Castle, Raffles, Portland
fixed
£9,600
/per week

Pennsylvania Castle, Raffles

  • Bedrooms: 7
  • Sleeps: 14
  • Rental

Enjoy a piece of extravagance when staying at Pennsylvania Castle, Raffles; offering seven...

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