Secure your stay for £20 T&Cs apply

Summer Breaks in Dorset

545 properties found

Front view of a brick terraced house with bay windows and a black front door at Pedaller's Cottage in Weymouth

Pedaller's Cottage

Weymouth, Dorset

6 Guests
3 Beds
No pets
Wifi

Sat 5th Jun for 7 nights

£951

A row of stone cottages with thatched roofs and white framed windows along a sloped street at Bramble Cottage in Burton Bradstock
Save £34

Bramble Cottage

Burton Bradstock, Dorset

5 Guests
3 Beds
Pet Friendly
Wifi

Fri 4th Jun for 7 nights

£930

£896

The exterior of a white terraced house with blue doors and window sills at South Harbour Cottage in Weymouth
Save £33

South Harbour Cottage

Weymouth, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

Sat 5th Jun for 7 nights

£835

£802

A stone pathway leads to a white house with a slate roof surrounded by trees and garden at Marles Farmhouse in Salwayash
Save £69

Marles Farmhouse

Salwayash, Dorset

12 Guests
6 Beds
Pet Friendly
Wifi

Fri 25th Jun for 7 nights

£2676

£2607

A living room with a staircase and a sofa at Harbourside in Weymouth

Harbourside

Weymouth, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

Sat 19th Jun for 7 nights

£771

A white two-story house with bay windows and a dark front door at Bay Cottage in Weymouth
Save £42

Bay Cottage

Weymouth, Dorset

9 Guests
4 Beds
No pets
Wifi

Fri 18th Jun for 7 nights

£1718

£1676

A two-story house with stone and brick exterior a paved driveway and flowering bushes at The Brewery in Brewers Quay Harbour
Save £53

The Brewery

Brewers Quay Harbour, Dorset

6 Guests
3 Beds
No pets
Wifi

Fri 4th Jun for 7 nights

£856

£803

A row of brick terraced houses with bay windows and plants in front on a street at Seaside House in Weymouth

Seaside House

Weymouth, Dorset

12 Guests
6 Beds
No pets
Wifi

Fri 4th Jun for 7 nights

£1790

An outdoor patio area with a wooden table and six wooden chairs in front of a modern concrete structure with large sliding glass doors at Standby Generator Bunker Ringstead near Weymouth
Save £85

Standby Generator Bunker

Ringstead near Weymouth, Dorset

6 Guests
3 Beds
Pet Friendly
Wifi

Fri 27th Aug for 7 nights

£2060

£1975

A stone cottage with a white front door and a paved pathway bordered by trimmed hedges at Knapp Cottage in Chickerell

Knapp Cottage

Chickerell, Dorset

5 Guests
3 Beds
No pets
Wifi

Sat 19th Jun for 7 nights

£854

A living room with a blue sofa and television at Saddlers Cottage in Weymouth
Save £77

Saddlers Cottage

Weymouth, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

Sat 5th Jun for 7 nights

£588

£511

A single-story house with a garage and a lawn at Shipton Hill View in Shipton Gorge

Shipton Hill View

Shipton Gorge, Dorset

6 Guests
3 Beds
Pet Friendly
Wifi

Fri 18th Jun for 7 nights

£1363

A house with white facade and windows at NO 10 Fortuneswell

NO 10

Fortuneswell, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

Fri 4th Jun for 7 nights

£627

Exterior view of a stone house with multiple wooden windows and a wooden door next to outdoor dining furniture at The Granary Burton Bradstock

The Granary, Burton Bradstock

Burton Bradstock, Dorset

6 Guests
3 Beds
No pets
Wifi

Fri 4th Jun for 7 nights

£1331

A house exterior with brick wall and front door at Pixie Cottage in Weymouth

Pixie Cottage

Weymouth, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

Sat 5th Jun for 7 nights

£761

A grassy outdoor area with wooden picnic benches and a building with a tiled roof and fenced patio at The Old Stables in Winterborne Stickland
Save £26

The Old Stables

Winterborne Stickland, Dorset

6 Guests
3 Beds
Pet Friendly
Wifi

Fri 4th Jun for 7 nights

£919

£893

A living room with two black sofas a television and a glass door leading to an outdoor patio at 23 Millhams Street Christchurch
Save £54

23 Millhams Street

Christchurch, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

Fri 4th Jun for 7 nights

£955

£901

A row of brick terraced houses with white doors and windows along a street at Castle Cove View in Castle Cove

Castle Cove View

Castle Cove, Dorset

6 Guests
3 Beds
Pet Friendly
Wifi

Fri 4th Jun for 7 nights

£1168

A lighthouse and white buildings with a stone wall and grassy area at Old Higher Lighthouse Branscombe Lodge Portland Bill
Save £11

Portland Bill, Dorset

4 Guests
2 Beds
No pets
Wifi

Fri 2nd Jul for 7 nights

£1039

£1028

The exterior entrance of a red brick building with blue door and blue trim around windows at Seasides in Weymouth
Save £112

Seasides

Weymouth, Dorset

13 Guests
6 Beds
No pets
Wifi

Fri 11th Jun for 7 nights

£3552

£3440

Manage Your Cookie Preferences

We use cookies to enhance your browsing experience, analyse our traffic, personalise content and for marketing purposes including the personalisation of ads on the internet. We also set cookies that are necessary for our website to work. You can accept, decline, or manage your cookie preferences by clicking the appropriate button. More information about Google ads can be found in our cookie policy.