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Winter Short Breaks in Dorset

474 properties found

An outdoor seating area with a table and couch at 30 Southdown Avenue Weymouth
New

30 Southdown Avenue

Weymouth, Dorset

8 Guests
4 Beds
No pets
Wifi

Sat 28th Nov for 3 nights

£1160

Exterior view of a brick cottage with green front door and multiple white windows at Millers Cottage in Puddletown
Save £68

Miller's Cottage

Puddletown, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

Fri 11th Dec for 3 nights

£436

£368

An outdoor patio with a hot tub wood siding on the house a table with chairs and an umbrella at Stag Cottage in Lytchett Matravers

Stag Cottage

Lytchett Matravers, Dorset

6 Guests
2 Beds
No pets
Wifi

Sat 28th Nov for 3 nights

£732

A patio with a table and chairs under an umbrella outside a house with a tiled roof and a garden area at Rosamond in Shipton Gorge

Rosamond

Shipton Gorge, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

Sun 3rd Jan for 3 nights

£653

A balcony with wicker chairs a table and glass panels overlooking a harbor at Bears Apartment in Castletown Portland

Bear's Apartment

Castletown, Portland, Dorset

4 Guests
2 Beds
No pets
Wifi

Sat 28th Nov for 3 nights

£561

A two-story brick house behind a stone and brick wall with a black gate and a tree nearby at The Nook in Weymouth

The Nook

Weymouth, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

Sat 5th Dec for 3 nights

£504

A building with windows and a door at Lily's Pad in Weston, Portland

Lily's Pad

Weston, Portland, Dorset

4 Guests
2 Beds
No pets
Wifi

Sun 29th Nov for 3 nights

£366

A living room with sofas and a television at Weyside in Weymouth

Weyside

Weymouth, Dorset

4 Guests
2 Beds
No pets
Wifi

Sun 3rd Jan for 3 nights

£638

A row of houses with white and blue walls and small gardens along a brick pathway at Little Tern Brewers Quay Harbour

Little Tern

Brewers Quay Harbour, Dorset

4 Guests
2 Beds
Pet Friendly

Sun 3rd Jan for 3 nights

£601

A garden with a tree a flower bed and a wooden picnic table outside a two story house at Molly's Place in Boscombe

Molly's Place

Boscombe, Dorset

5 Guests
2 Beds
Pet Friendly
Wifi

Mon 4th Jan for 3 nights

£460

A gravel driveway with potted plants leading to a group of brick and white cottages with trees around at Little Stables Cottage in Spetisbury

Little Stables Cottage

Spetisbury, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

Fri 5th Mar for 3 nights

£582

A brick house with six windows and a central door with plants on the pavement at Manor Farm House in Bere Regis
Offer

Manor Farm House

Bere Regis, Dorset

6 Guests
3 Beds
Pet Friendly
Wifi

Thu 3rd Dec for 3 nights

£662

A brick house with white framed windows a white garage door and a paved driveway at Portside Greenhill Weymouth

Portside

Greenhill Weymouth, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

Sun 29th Nov for 3 nights

£559

The front view of a two-story brick house with a green door and multiple windows and a paved driveway at Bridge Apartment in Weymouth

Bridge Apartment

Weymouth, Dorset

4 Guests
2 Beds
No pets
Wifi

Tue 5th Jan for 3 nights

£442

A mobile home with a deck and palm tree at Whistler in Wimborne

Whistler

Oakley, Dorset

4 Guests
2 Beds
No pets
Wifi

Sat 28th Nov for 3 nights

£497

A stone walkway with plants along the side of a stone house at The Apple Loft at Jordan House in Preston

The Apple Loft at Jordan House

Preston, Dorset

2 Guests
1 Beds
No pets
Wifi

Sun 29th Nov for 3 nights

£507

The exterior of a brick house with a tiled roof a black door a paved path and plants at Badbury Lodge Brewers Quay Harbour

Badbury Lodge

Brewers Quay Harbour, Dorset

4 Guests
2 Beds
No pets
Wifi

Mon 4th Jan for 3 nights

£512

An outdoor area with a table, bottle and glasses at Sea Spray in Bowleaze

Sea Spray

Bowleaze, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

Sun 29th Nov for 3 nights

£473

A front view of a large brick and white house with bay windows and a small porch at Dream View in Greenhill

Dream View

Greenhill, Dorset

4 Guests
2 Beds
No pets
Wifi

Sun 29th Nov for 3 nights

£608

A wooden deck with a picnic table set with glassware and fruit overlooking a grassy area and the sea at The Wave in Eype

The Wave

Eype, Dorset

6 Guests
3 Beds
No pets
Wifi

Sun 29th Nov for 3 nights

£965

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