Self-catering short break holidays in Dorset, England

Self-catering country cottages, apartments, large country houses and all types of self-catering accommodation available for short breaks in Dorset, England.

Remember that not all properties offer short breaks all year round; quite often it is limited to low season only. Click the link if you are looking for short break cottages throughout the country in various parts of the UK where short breaks are available all year round.  The minimum period for a short break is usually 3 nights but can vary. Click the photos below to find out more about each self catering short break holiday cottage in Dorset.

22 results
Filter your results:
  • Start Date:
  • Pets
    • Pet-Friendly
    • No Pets
  • Sleeps
    • 1-2
    • 3-4
    • 5-6
    • 7-8
    • 9-10
    • 11-15
    • 16-20
    • 21-30
    • 31+

Victoria & Albert Suite Barn Conversion, Blandford Forum, Dorset, England

6 bedroom Barn Conversion Accommodation, West Country.

Luxurious barn conversion accommodation, sleeping up to 14 people in stylish comfortable surroundings, with lots to offer including access to excellent leisure facilities on site including an indoor heated swimming pool, a sauna, hot tub and a gym, as well as a games room with full-size pool table, a quiz machine and football table and an outdoor play area for children, as well as coarse fishing lakes.

Special features: free internet access, pool (Onsite, shared with all residents.), games room, outdoor hot tub, Gold Award Winning Cottage.

Price range from £1195 to £2720 per week
Sleeps from 6 to 14 people in 6 bedrooms
Number of bathrooms: 5
Pet Friendly: No
Quality Rating: ratingratingratingratingrating (4)


Special Offer: from 22 November 2017 to 21 December 2017; from 22 December 2017 to 03 January 2018;
Late availability: from 22 November 2017 to 07 December 2017;

phone 01258817501 emailClick here to email owner more info >

Shepherd's Hut Barn, rural Dorset, Winterborne Whitechurch, Dorset, England

3 bedroom Holiday Barn, West Country.

Want to stay somewhere with tranquil rural views over fields and pastures where you can relax and unwind in Dorset? This 3 bedroom family-friendly and dog-friendly ban could be perfect, close to Thomas Hardy's Country and within reach of Dorset's Jurassic Coast for day trips.

Price range from £394 to £989 per week
Sleeps from 2 to 6 people in 3 bedrooms
Number of bathrooms: 2
Pet Friendly: Yes
Quality Rating: ratingratingratingratingrating (5)
Next availability:
from 04 December 2017 to 08 December 2017; from 11 December 2017 to 14 December 2017; from 17 December 2017 to 23 December 2017;

phone 01244 500 540 emailClick here to email owner more info >

Chaffeymoor Grange, Gillingham, Dorset, England

10 bedroom Mansion, West Country.

Wonderful 10 bedroom manor house in the Blackmoor Vale surrounded by beautiful gardens and lush Dorset countryside.

Special features: free internet access, tennis court, games room.

Price range from £5800 to £6300 per week
Sleeps from 8 to 20 people in 10 bedrooms
Number of bathrooms: 9
Pet Friendly: Yes (2 dogs welcome)
Rating: Not assessed


Special Offer: from 01 December 2017 to 18 December 2017;
Late availability: from 22 November 2017 to 22 December 2017;

phone 01747 841 396 emailClick here to email owner more info >

Stables Holiday Cottage, Sturminster Newton, Dorset, England

2 bedroom Country Cottage, Dorset - Thomas Hardy's Wessex.

Stables Cottage is a charming holiday cottage located in a lovely rural village in Hardy's stunning Dorset countryside, with a high quality interior, a double ended (two person) Hydrotherapy Spa Bath with jets and a lovely garden, this is a great place to stay.

Special features: free internet access.

Price range from £300 to £921 per week
Sleeps from 1 to 6 people in 2 bedrooms
Number of bathrooms: 3
Pet Friendly: Yes (2 dogs welcome)
Rating: Not assessed
Next availability:
from 23 November 2017 to 22 December 2017; from 01 January 2018 to 09 February 2018; from 12 February 2018 to 23 February 2018;

phone 01258817022 emailClick here to email owner more info >

Unique Self-Catering Old Chapel, Huntingford, Dorset, England

1 bedroom Chapel Conversion, South Coast.

For a self-catering holiday for 2 out of the ordinary in Dorset, stay in a unique one bedroom converted chapel with twin beds high up in the eaves on the gallery overlooking the cosy living area below; during your stay discover the pretty countryside on the Dorset Wiltshire borders, the National Trust property of Stourhead House, Wincanton for racing and Longleat Safari Park.

Price range from £269 to £573 per week
Sleeps from 1 to 4 people in 1 bedrooms
Number of bathrooms: 1
Pet Friendly: No
Quality Rating: ratingratingratingratingrating (5)


Late availability: from 10 December 2017 to 11 January 2018;

phone 01244 500 540 emailClick here to email owner more info >

Madeira Cottage, Lyme Regis, Dorset, England

3 bedroom Seaside Cottage, Jurassic Coast.

Picture-perfect thatched beachfront cottage with superb sea views, just a short walk from Lyme Regis' cafes, shops and eateries and right by the beach.

Special features: free internet access.

Price range from £695 to £1880 per week
Sleeps from 2 to 6 people in 3 bedrooms
Number of bathrooms: 4
Pet Friendly: No
Quality Rating: ratingratingratingratingrating (4)
Next availability:
from 23 November 2017 to 24 November 2017; from 27 November 2017 to 15 December 2017; from 06 January 2018 to 12 January 2018;

phone 07976439069 emailClick here to email owner more info >

Corner Pet-Friendly Barn, Dorset AONB, Winterborne Stickland, Dorset, England

2 bedroom Barn Conversion, West Country.

This 2 bedroom pet-friendly barn conversion is located within a development of six holiday barns in a tranquil rural setting close to the Purbeck Heritage Coast and the Jurassic Coast, shared facilities on site include a games room with pool table, table football and air hockey, whether for a family holiday or a getaway with friends, there is plenty to keep you entertained here.

Special features: free internet access, games room.

Price range from £306 to £689 per week
Sleeps from 1 to 4 people in 2 bedrooms
Number of bathrooms: 2
Pet Friendly: Yes
Quality Rating: ratingratingratingratingrating (5)
Next availability:
from 01 December 2017 to 14 December 2017; from 19 December 2017 to 22 December 2017; from 29 December 2017 to 30 December 2017;

phone 01244 500 540 emailClick here to email owner more info >

Branscombe Holiday Cottage at Old Higher Lighthouse, Portland, Dorset, England

2 bedroom Unique Lighthouse Cottage, West Country.

For a seaside holiday how about Branscombe Holiday Cottage right next to Old Higher Lighthouse? With a stunning location perched on the cliff-side on the Jurassic Coast and with access to a shared outdoor pool in the summer months, this is a very special and unique holiday home.

Special features: free internet access, pool (Shared outdoor pool in grounds).

Price range from £519 to £1165 per week
Sleeps from 1 to 4 people in 2 bedrooms
Number of bathrooms: 1
Pet Friendly: No
Quality Rating: ratingratingratingratingrating (4)
Next availability:
from 25 November 2017 to 04 December 2017; from 29 December 2017 to 09 March 2018; from 16 March 2018 to 27 March 2018;

phone 01244 500 540 emailClick here to email owner more info >

The Old Stables Holiday Barn, Winterborne Stickland, Dorset, England

3 bedroom Barn Conversion, Dorset and Somerset - Dorset.

Family-friendly and dog-friendly barn conversion with modern interior, situated within a small development on a working farm, ideal for rural retreat breaks and within reach of the Jurassic Coast.

Special features: free internet access, games room.

Price range from £360 to £899 per week
Sleeps from 3 to 6 people in 3 bedrooms
Number of bathrooms: 2
Pet Friendly: Yes
Quality Rating: ratingratingratingratingrating (5)
Next availability:
from 26 November 2017 to 15 December 2017; from 18 December 2017 to 23 December 2017; from 29 December 2017 to 30 December 2017;

phone 01244 500 540 emailClick here to email owner more info >

Higher Farm Cottage, Langton Herring, Dorset, England

5 bedroom Cottage, West Country.

High quality stone-built farmhouse with inglenook fireplace and secure walled garden, conveniently close to the Dorset Coast and attractions such as Chesil Beach.

Special features: free internet access.

Price range from £810 to £1445 per week
Sleeps from 2 to 8 people in 5 bedrooms
Number of bathrooms: 2
Pet Friendly: No
Rating: Not assessed

phone 01458 274 767 emailClick here to email owner more info >

Wans Barton, Langton Herring, Dorset, England

4 bedroom Farmstay, South Coast.

Set in the grounds of Higher Farm is this fabulous large barn conversion offering high quality accommodation throughout as well as sea views, making this a very special place to holiday.

Price range from £1155 to £1995 per week
Sleeps from 2 to 10 people in 4 bedrooms
Number of bathrooms: 4
Pet Friendly: No
Rating: Not assessed

phone 01458 274 767 emailClick here to email owner more info >

Short House, Chesil Beach, West Bexington, Dorset, England

2 bedroom Coastal Cottage, Chesil Beach.

Searching for a coastal cottage with the wow factor? With sea views from the bedrooms and a stylish interior, this coastal holiday house enjoys an impressive setting just a short walk over a meadow to Dorset's beautiful Chesil Beach.

Special features: free internet access, tennis court.

Price range from £820 to £1520 per week
Sleeps from 2 to 5 people in 2 bedrooms
Number of bathrooms: 2
Pet Friendly: Yes
Rating: Not assessed

phone 01305871600 emailClick here to email owner more info >

Ship Cottage, Bridport, Dorset, England

9 bedroom Large Country House, The Jurassic Coast.

Very special holiday cottage with an outstanding location and fantastic sea views right by the pebble beach at Chesil Bank in Dorset.

Price range from £600 to £3600 per week
Sleeps from 10 to 18 people in 9 bedrooms
Number of bathrooms: 4
Pet Friendly: No
Rating: Not assessed

phone 01308 422575 or 01308 898420 emailClick here to email owner more info >

The Old Manor, Blandford Forum, Dorset, England

9 bedroom Large Country House, West Country.

Magnificent 9 Bedroom Dorset Country House, ideal for large groups of friends or family, with an outdoor hot tub and games room with table football, pool table, table tennis and air hockey on site there is plenty to keep your group entertained (hen and stag group friendly) at this fine property and the Dorset coast is just a short drive away.

Special features: free internet access, tennis court, games room, outdoor hot tub.

Price range from £2450 to £3950 per week
Sleeps from 10 to 21 people in 9 bedrooms
Number of bathrooms: 4
Pet Friendly: Yes (6 dogs welcome)
Rating: Not assessed
Next availability:
from 23 November 2017 to 24 November 2017; from 27 November 2017 to 22 December 2017; from 02 January 2018 to 06 April 2018;

phone 01747811243 emailClick here to email owner more info >

Compton Nest, Compton Abbas, Dorset, England

8 bedroom Large Country House, Near Shaftesbury.

Roomy large country house with 8 bedrooms and 3 acres of grounds, only around 4 miles from Shaftesbury and within an hour's drive of the scenic Dorset coast.

Special features: free internet access, outdoor hot tub.

Price range from £2150 to £4550 per week
Sleeps from 2 to 18 people in 8 bedrooms
Number of bathrooms: 4.5
Pet Friendly: Yes (6 dogs welcome)
Rating: Not assessed
Next availability:
from 23 November 2017 to 24 November 2017; from 27 November 2017 to 01 December 2017; from 04 December 2017 to 08 December 2017;

phone 01747811243 emailClick here to email owner more info >

The Old Rectory, Bridport, Dorset, England

11 bedroom Mansion, West Dorset.

Wonderful Georgian country house set in over an acre of gardens close to a gorgeous Dorset valley and near to the seaside, with a location and accommodation like this, this is a very special place.

Special features: free internet access, games room.

Price range from £0 to £3780 per week
Sleeps from 12 to 29 people in 11 bedrooms
Number of bathrooms: 9
Pet Friendly: No
Rating: Not assessed

phone 01308 422575 or 01308 898420 emailClick here to email owner more info >

Stonebank Annexe, Chickerell, Weymouth, Dorset, England

2 bedroom Cottage, West Dorset.

Charming 2 bedroom, dog-friendly holiday home located near the heart of Chickerell, conveniently close to the beautiful Dorset Jurassic coast and just 3 miles from Weymouth.

Special features: free internet access.

Price range from £360 to £625 per week
Sleeps from 2 to 4 people in 2 bedrooms
Number of bathrooms: 1
Pet Friendly: Yes (1 dog welcome)
Quality Rating: ratingratingratingratingrating (4)
Next availability:
from 23 November 2017 to 24 December 2017; from 27 December 2017 to 08 February 2018; from 17 February 2018 to 30 March 2018;

phone +44(0)1305 760 120 emailClick here to email owner more info >

Private Rural Lodge, Wrackleford Estate, Stratton, Dorset, England

5 bedroom Large Country House, South Coast.

An ideal country retreat, this holiday lodge enjoys a fantastic rural setting high within the Dorset Downs and offers characterful accommodation along with fishing on the River Frome nearby.

Special features: free internet access, games room.

Price range from £1100 to £1800 per week
Sleeps from 2 to 9 people in 5 bedrooms
Number of bathrooms: 3
Pet Friendly: Yes
Rating: Not assessed

phone 01305 264 141 emailClick here to email owner more info >

Bakers Mill Holiday Cottages, Beaminster, Dorset, England

10 bedroom Cottages, South West.

A collection of six comfortable holiday cottages located on a working farm in Dorset, one of which is wheelchair accessible, each cottage has its own enclosed garden or courtyard and surrounded by green countryside this is an ideal location for rural retreat breaks.

Special features: free internet access, games room.

Price range from £275 to £850 per week
Sleeps from 2 to 21 people in 10 bedrooms
Number of bathrooms: 9
Pet Friendly: Yes (6 dogs welcome)
Rating: Not assessed

phone 01872 261525 emailClick here to email owner more info >

Stonebarrow Manor, Charmouth, Dorset, England

18 bedroom Mansion, South Coast.

Lovely manor house with games room, enclosed walled garden and a south facing terrace for soaking up the sun, with a fantastic location in the village of Charmouth along the stunning Jurassic coast.

Special features: free internet access, games room.

Price range from £3500 to £4800 per week
Sleeps from 29 to 38 people in 18 bedrooms
Number of bathrooms: 14
Pet Friendly: Yes (2 dogs welcome)
Rating: Not assessed
Next availability:
from 23 November 2017 to 24 November 2017; from 27 November 2017 to 22 December 2017; from 04 January 2018 to 30 March 2018;

phone 01297 560212 emailClick here to email owner more info >