327 Properties Available. Narrow down your choice below and find your dream holiday cottage in Dorset

Choose from over 300 holiday cottages in Dorset. We have self catering accommodation in Weymouth, Portland, Lulworth, Wareham, Dorchester, West Bay and Bridport amongst others. We also have cottages in somerset and devon available. Choose from a short break (with a minimum stay of 3 nights) to a week's holiday or more.

Pointers View - Weymouth & Portland
  • Sleeps: 4
  • Bedrooms 2
  • Pets welcome: No
  • Change over day: Saturday
  • Stylish 2 bedroom apartment located at the very popular Admirals Quarter development, includes patio area and communal garden.
  • Located next to the gem that is Nothe Gardens, with large open grassed areas and attractive walks stretching above the coast.
Stay at Pointer's View and receive a 15% discount for late availability between 21 April and 26 May. Price shown includes discount.
Price from - £392 per week

From £14 per person per night to £29 per person per night
Fuchsia's Edge - Weymouth & Portland
  • Sleeps: 11
  • Bedrooms 5
  • Pets welcome: Yes
  • Change over day: Saturday
  • Located close to the popular Brewers Quay.
  • Large family home.
Price from - £584 per week

From £8 per person per night to £46 per person per night
Beaufort Cottage - Weymouth & Portland
  • Sleeps: 5
  • Bedrooms 3
  • Pets welcome: Yes
  • Change over day: Saturday
  • Nearby National Sailing Academy.
  • Quiet lane location.
Price from - £304 per week

From £9 per person per night to £55 per person per night
Shoreline - Weymouth & Portland
  • Sleeps: 5
  • Bedrooms 4
  • Pets welcome: No
  • Change over day: Saturday
  • Fabulous sea views
  • Coastline location
Price from - £416 per week

From £12 per person per night to £75 per person per night
Tavern Way - South East  Dorset
  • Sleeps: 4
  • Bedrooms 2
  • Pets welcome: Yes
  • Change over day: Saturday
  • Located in the popular village of Corfe Castle
  • Easy driving distance to Swanage and Studland beach
Price from - £328 per week

From £12 per person per night to £24 per person per night
Vinney Cottage - South East  Dorset
  • Sleeps: 5
  • Bedrooms 3
  • Pets welcome: Yes
  • Change over day: Saturday
Enjoy a stay at Viney Cottage from 7 July to 15 September and enjoy a 15%. Price shown includes discount. New bookings only.
Price from - £341 per week

From £10 per person per night to £21 per person per night
Sailing Views - Weymouth & Portland
  • Sleeps: 4
  • Bedrooms 2
  • Pets welcome: No
  • Change over day: Saturday
  • Partial sea views
  • A high specification coastal property
Price from - £341 per week

From £12 per person per night to £77 per person per night
Jurassic View - South West  Dorset
  • Sleeps: 4
  • Bedrooms 2
  • Pets welcome: No
  • Change over day: Saturday
  • Modern high specification harbourside apartment
  • Sea and harbour location within the heart of the pretty fishing village of West Bay
Enjoy a 15% discount off a weeks booking at Jurassic View from 21st April until 2nd June. (Applies to new bookings only)
Price from - £519 per week

From £19 per person per night to £39 per person per night
Bosun's Rest - Weymouth & Portland
  • Sleeps: 6
  • Bedrooms 3
  • Pets welcome: Yes
  • Change over day: Saturday
  • Located just about four minute's walk from Brewers Quay and Newton's Cove.
  • Benefitting from parking and a fully enclosed patio garden.
Stay at Bosun's Rest from 19 May - 26 May and enjoy a 20% discount. Price shown includes discount.
Price from - £440 per week

From £10 per person per night to £66 per person per night
Harbour Watch Apartment 4 - Weymouth & Portland
  • Sleeps: 4
  • Bedrooms 2
  • Pets welcome: No
  • Change over day: Saturday
  • Situated in an impressive location right next to the picturesque old harbour on the Brewers Quay side of town,
  • Located directly adjacent to the Harbour.
Price from - £469 per week

From £17 per person per night to £105 per person per night
Anvil House - Weymouth & Portland
  • Sleeps: 4
  • Bedrooms 2
  • Pets welcome: No
  • Change over day: Saturday
  • Located on the ever popular but quiet Maltings development on the site of the old Devenish brewery.
  • 3 minute walk to Newton's Cove (great for rock pools).
Stay at Anvil Cottage for a week or short break from 31st March to 26 May and receive a 15% discount. Price shown includes discount. New bookings only.
Price from - £341 per week

From £12 per person per night to £52 per person per night
Millwater Cottage - Dorset / Devon Border
  • Sleeps: 10
  • Bedrooms 3
  • Pets welcome: Yes
  • Change over day: Saturday
  • Peaceful countryside location.
  • Large private gardens.
Price from - £440 per week

From £6 per person per night to £13 per person per night
Nearsea - Weymouth & Portland
  • Sleeps: 6
  • Bedrooms 3
  • Pets welcome: No
  • Change over day: Saturday
  • Spacious high quality detached bungalow.
  • Far reaching sea views accross Weymouth bay.
Price from - £469 per week

From £11 per person per night to £23 per person per night
Poppa's Cottage - South West  Dorset
  • Sleeps: 2
  • Bedrooms 1
  • Pets welcome: Yes
  • Change over day: Saturday
  • Village location.
  • Nearby local pubs.
Price from - £252 per week

From £18 per person per night to £38 per person per night
Neptune House - Weymouth & Portland
  • Sleeps: 4
  • Bedrooms 2
  • Pets welcome: Yes
  • Change over day: Friday
  • Modern house in popular The Maltings residence.
  • Enclosed rear patio.
Price from - £359 per week

From £13 per person per night to £40 per person per night
Harbour Times previously Harbo - Weymouth & Portland
  • Sleeps: 4
  • Bedrooms 2
  • Pets welcome: No
  • Change over day: Saturday
  • Walk out of your front door and within a handful of steps you could be sat on the harbour wall taking in the ever changing harbour scene
  • Enjoy sitting at the bay window watching the world go by whilst catching a glimpse of the boats coming and going.
Stay at Harbour Watch apartment 2 for a week or short break between 14th April and 2nd June and receive a 15% discount. Price shown includes discount.

Stay at Harbour Watch 2 between 9 June and 7 July and receive a 20% discount. Price shown includes discount.
Price from - £469 per week

From £17 per person per night to £105 per person per night
Rainbow's End - Weymouth & Portland
  • Sleeps: 5
  • Bedrooms 3
  • Pets welcome: No
  • Change over day: Friday
  • Fabulous sea views overlooking Olympic 2012 sailing waters.
  • Popular location close to local Sandsfoot beach and short drive to sailing academy on Portland
Price from - £416 per week

From £12 per person per night to £75 per person per night
Hartley Cottage - South East  Dorset
  • Sleeps: 7
  • Bedrooms 4
  • Pets welcome: Yes
  • Change over day: Saturday
  • Modern detached high quality property.
  • Peaceful village location with countryside walks from your doorstep.
Stay at Hartley Cottage before 2nd June 2012 and receive a 30% discount. Price shown includes discount.
Price from - £741 per week

From £15 per person per night to £32 per person per night
Azure Apartment - Weymouth & Portland
  • Sleeps: 4
  • Bedrooms 2
  • Pets welcome: No
  • Change over day: Friday
  • Modern well furished apartment.
  • Both bedrooms en-suite.
Price from - £392 per week

From £14 per person per night to £44 per person per night
Granary Cottage - Somerset
  • Sleeps: 6
  • Bedrooms 3
  • Pets welcome: No
  • Change over day: Friday
  • Peaceful countryside location.
  • Shared outdoor swimming pool.
Price from - £566 per week

From £13 per person per night to £18 per person per night
Shepherd's Cottage - Central South Dorset
  • Sleeps: 2
  • Bedrooms 1
  • Pets welcome: Yes
  • Change over day: Saturday
  • Peaceful rural location
  • Walking distance to local pub
Price from - £244 per week

From £17 per person per night to £37 per person per night
The Sea Tower - Weymouth & Portland
  • Sleeps: 6
  • Bedrooms 3
  • Pets welcome: No
  • Change over day: Saturday
  • Panoramic sea views
  • Beachside location
Price from - £648 per week

From £15 per person per night to £99 per person per night
The Granary - South West  Dorset
  • Sleeps: 4
  • Bedrooms 2
  • Pets welcome: Yes
  • Change over day: Saturday
  • Located in this beautiful part of Dorset close to the market town of Beaminster.
  • Set in the peaceful, sheltered, secure and sunny stable courtyard of Whetley Farm.
Enjoy a stay at The Granary between 12 May and 1 September and receive an early booking discount of £25 discount. Price shown includes discount.
Price from - £315 per week

From £11 per person per night to £24 per person per night
Ashwood - Weymouth & Portland
  • Sleeps: 6
  • Bedrooms 3
  • Pets welcome: No
  • Change over day: Saturday
  • Located in the popular Kellaway Court in Brewers Quay.
  • Modern well furnished accommodation.
Price from - £469 per week

From £11 per person per night to £23 per person per night
The Artist's Studio - South West  Dorset
  • Sleeps: 2
  • Bedrooms 1
  • Pets welcome: No
  • Change over day: Saturday
  • A delightful one bedroom property, located between Swyre and Burton Bradstock.
  • Gardens surround The Artist Studio on three sides and abound in wildlife;
Price from - £260 per week

From £19 per person per night to £39 per person per night
Breeze Cottage - Weymouth & Portland
  • Sleeps: 4
  • Bedrooms 2
  • Pets welcome: No
  • Change over day: Friday
  • Nearby National Sailing Academy.
  • Close by various dining venues.
Price from - £244 per week

From £9 per person per night to £55 per person per night
Chapel Cottage - Weymouth & Portland
  • Sleeps: 8
  • Bedrooms 3
  • Pets welcome: Yes
  • Change over day: Saturday
  • Central village location.
  • Walking distance of local pub and restaurant.
Price from - £392 per week

From £7 per person per night to £15 per person per night
Harbour Reach - Weymouth & Portland
  • Sleeps: 6
  • Bedrooms 3
  • Pets welcome: No
  • Change over day: Saturday
  • Tucked away in an elevated position at the edge of Brewers Quay
  • Fisherman's cottage which has been recently renovated with a nautical theme.
Price from - £315 per week

From £8 per person per night to £47 per person per night
Chesil Cove Cottage - Weymouth & Portland
  • Sleeps: 6
  • Bedrooms 3
  • Pets welcome: No
  • Change over day: Saturday
  • Nearby National Sailing Academy.
  • Close access to Chesil beach.
Price from - £359 per week

From £9 per person per night to £54 per person per night
Townbridge Apartment - Weymouth & Portland
  • Sleeps: 4
  • Bedrooms 2
  • Pets welcome: No
  • Change over day: Saturday
  • Harbourside location and views
  • Off road garage parking
Price from - £392 per week

From £14 per person per night to £59 per person per night
Tarps Apartment - Weymouth & Portland
  • Sleeps: 5
  • Bedrooms 3
  • Pets welcome: No
  • Change over day: Saturday
  • Harbourside location and views of inner harbour
  • Short walk to Weymouth beach
Stay at Tarps Apartment for a week or short break from 17th March until 2nd June and receive a 20% discount. Price shown includes discount.
Price from - £328 per week

From £9 per person per night to £19 per person per night
Seaholme - Weymouth & Portland
  • Sleeps: 5
  • Bedrooms 3
  • Pets welcome: Yes
  • Change over day: Saturday
  • Near the popular Brewers Quay
  • Walking distance to beach and town
Price from - £382 per week

From £11 per person per night to £23 per person per night
Sandpiper Chalet - South West  Dorset
  • Sleeps: 4
  • Bedrooms 2
  • Pets welcome: No
  • Change over day: Saturday
  • Coastline location.
  • Sea views and easy access to coast path.
Price from - £304 per week

From £11 per person per night to £23 per person per night
Star Fish Apartment - Weymouth & Portland
  • Sleeps: 4
  • Bedrooms 2
  • Pets welcome: No
  • Change over day: Saturday
  • Easy walking distance to Weymouth's sandy beach.
  • Close to local pubs and shops.
Price from - £252 per week

From £9 per person per night to £19 per person per night
Fountain Cottage - Weymouth & Portland
  • Sleeps: 2
  • Bedrooms 1
  • Pets welcome: No
  • Change over day: Saturday
  • Located in the grounds of the Old Rectory House.
  • Countryside walks from your doorstep.
Price from - £304 per week

From £22 per person per night to £45 per person per night
Langdon - South West  Dorset
  • Sleeps: 2
  • Bedrooms 1
  • Pets welcome: Yes
  • Change over day: Saturday
  • Langdon is an apartment situated in the heart of beautiful Burton Bradstock.
  • It is within a short walking distance of two 'centuries old' public house.
Price from - £252 per week

From £18 per person per night to £38 per person per night
Spring Tides - Weymouth & Portland
  • Sleeps: 6
  • Bedrooms 3
  • Pets welcome: Yes
  • Change over day: Saturday
  • Located close to the popular Brewers Quay and harbour
  • Level walk to town and beach
Price from - £440 per week

From £10 per person per night to £22 per person per night
Chapel Lodge - Weymouth & Portland
  • Sleeps: 4
  • Bedrooms 2
  • Pets welcome: No
  • Change over day: Saturday
  • Newly built modern detached home.
  • Garden with countryside views.
Price from - £328 per week

From £12 per person per night to £36 per person per night
Linton Cottage - South West  Dorset
  • Sleeps: 4
  • Bedrooms 2
  • Pets welcome: No
  • Change over day: Saturday
  • A semi detached property located on the outskirts of the beautiful village of Abbotsbury.
  • Access the Dorset Coastal Path from the stile alongside the cottage.
Price from - £341 per week

From £12 per person per night to £39 per person per night
Topsy Turvy - Weymouth & Portland
  • Sleeps: 4
  • Bedrooms 2
  • Pets welcome: Yes
  • Change over day: Friday
  • A pretty fisherman style cottage just a few seconds walk from the Old Harbour in Weymouth.
  • Excellently located a minute from the beautiful views of Newton's Cove with its little pebbly beach.
Price from - £286 per week

From £10 per person per night to £43 per person per night
Digby House - Weymouth & Portland
  • Sleeps: 6
  • Bedrooms 3
  • Pets welcome: No
  • Change over day: Saturday
  • Located in the prime Nothe Gardens above Weymouth harbour.
  • Sunny rear garden.
Stay at Digby House between 12 May and 2 June and enjoy a 20% discount. Price shown includes discount.

Stay at Digby House from 2 June until 30 June (for a week or late availability short break) and enjoy a 10% discount. Price shown includes discount.
Price from - £519 per week

From £12 per person per night to £53 per person per night
Rose Cottage - Weymouth & Portland
  • Sleeps: 5
  • Bedrooms 3
  • Pets welcome: Yes
  • Change over day: Friday
  • Popular Brewers Quay location, Short walk to beach
  • High quality accommodation
Price from - £382 per week

From £11 per person per night to £69 per person per night
Waters Edge - Weymouth & Portland
  • Sleeps: 6
  • Bedrooms 3
  • Pets welcome: No
  • Change over day: Saturday
  • Balcolny with sea views in addition to small garden.
  • Has direct sea views spanning across towards Lulworth Cove and Portland.
Price from - £382 per week

From £9 per person per night to £38 per person per night
Honeysuckle Cottage - South East  Dorset
  • Sleeps: 4
  • Bedrooms 2
  • Pets welcome: Yes
  • Change over day: Saturday
  • a delightful thatched cottage in the heart of Osmington, a picture postcard Dorset village close to the coast.
  • Exposed wooden beams and a log burner add to the charm of this very well presented property.
Price from - £416 per week

From £15 per person per night to £47 per person per night
Ocean Watch 2 - Weymouth & Portland
  • Sleeps: 3
  • Bedrooms 2
  • Pets welcome: No
  • Change over day: Saturday
  • A converted apartment in an exclusive development.
  • A spacious living / dining room and a bay window overlooking the bowling green and out to sea.
Price from - £341 per week

From £16 per person per night to £69 per person per night
Church Farm Cottage - South West  Dorset
  • Sleeps: 5
  • Bedrooms 3
  • Pets welcome: No
  • Change over day: Friday
  • Peaceful village location
  • Short drive to county town of Dorchester
Stay at Church Farm Cottage between 9 April and 1 June and enjoy an early season discount of 15%. Price shown includes discount.
Price from - £341 per week

From £10 per person per night to £21 per person per night
Pippins Loders - South West  Dorset
  • Sleeps: 6
  • Bedrooms 3
  • Pets welcome: Yes
  • Change over day: Saturday
  • Minutes from the jurassic coast world heritage site
  • Village location
Price from - £440 per week

From £10 per person per night to £22 per person per night
Old School Cottage - Weymouth & Portland
  • Sleeps: 6
  • Bedrooms 3
  • Pets welcome: Yes
  • Change over day: Saturday
  • Picturesque village location.
  • Traditional thatched cottage.
Price from - £341 per week

From £8 per person per night to £17 per person per night
Swans - Weymouth & Portland
  • Sleeps: 6
  • Bedrooms 3
  • Pets welcome: No
  • Change over day: Saturday
  • Modern property
  • Short walk to beach and town
Price from - £392 per week

From £9 per person per night to £29 per person per night
Ocean View 6 - Weymouth & Portland
  • Sleeps: 4
  • Bedrooms 2
  • Pets welcome: No
  • Change over day: Saturday
  • Seafront location offering un-interrupted sea views.
  • Doorstep access to Weymouth's sandy beach.
Stay at Ocean View 6 for a week from 28th April to 19th May and receive a 15% discount. Price shown includes discount.
Price from - £267 per week

From £10 per person per night to £30 per person per night
Sort by
Properties per page: 10 | 20 | 50