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Dorset Holiday Cottages

40 properties found

An outdoor patio area with tables, chairs, and flower beds outside cream walls with blue doors and windows at The Compass in Swanage

The Compass

Swanage, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£375

The exterior wall of a yellow building with a white door and window and potted plants along the wall at Cuckoo Cottage in Bridport

Cuckoo Cottage

Bridport, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£400

A small brick house with a tiled roof and a patio area with a table and chairs surrounded by plants and trees at The Hideaway in Verwood

The Hideaway

Verwood, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£375

A house with a stone exterior and windows at Jasmine Cottage in South Perrott near Mosterton

Jasmine Cottage

South Perrott near Mosterton, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£344

A brick house with a sunroom and patio furniture in a garden at South Lodge in Hazelbury Bryan

South Lodge

Hazelbury Bryan, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£436

A living room with a sofa, coffee table, and fireplace at a property
New

Glebe Cottage

Broadwindsor, Hampshire

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£750

A small building with a red tiled roof white walls white double doors and climbing plants next to a gravel path and grass at Oke Apple Cottage in Okeford Fitzpaine

Oke Apple Cottage

Okeford Fitzpaine, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£352

An outdoor area with a picnic table and parasol at The Apple Shed, Motcombe

The Apple Shed, Motcombe, Shaftesbury

Motcombe, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£652

An exterior view of a cottage with a wooden picnic table and umbrella on a paved patio at New Barn in Winterborne Stickland

New Barn

Winterborne Stickland, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£461

An outdoor area with a table and chairs at The Cider Press, Motcombe

The Cider Press, Motcombe, Shaftesbury

Motcombe, Dorset

3 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£653

A large house with white and black timber framing and red brick sections surrounded by shrubs in Swanage

Swanage Bay Apartment

Swanage, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£371

An outdoor area with a table and umbrella at Corner Barn in Winterborne Stickland

Corner Barn

Winterborne Stickland, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£457

An outdoor area with buildings and fence at Rowdens Barn in Winterborne Stickland

Rowdens Barn

Winterborne Stickland, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£457

Exterior of a single story stone and brick cottage with black windows and doors and two flower pots at Keepers Cottage in Winterborne Stickland

Keepers Cottage

Winterborne Stickland, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£465

A stone house with wooden doors opening to a garden with artificial grass and a fenced trampoline at Little Dairy House near Swanage

Little Dairy House

near Swanage, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£525

The exterior of a building with blue shutters on windows and doors a gravel driveway a stone archway and green trees at Colly Cottage in Dottery

Colly Cottage

Dottery, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£450

A house with outdoor seating area at Budmouth Upwey near Weymouth

Budmouth

Upwey near Weymouth, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£604

A white front door with a narrow vertical window and a doorbell on a red brick wall with a sign reading 5 Captains Retreat Christchurch

Captains Retreat

Christchurch, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£787

A house with a gate and plants at The Abbey Grange near Charmouth
New

The Abbey Grange

near Charmouth, Dorset

6 Guests
3 Beds
Pet Friendly
Wifi

for 7 nights

From

£807

A house with multiple windows and a gravel path at The Old Bakery in South Perrott near Mosterton

The Old Bakery

South Perrott near Mosterton, Dorset

3 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£354

Boasting exceptional beaches, world-famous landmarks, dramatic cliffs, and rolling countryside, Dorset has it all. Experience this popular UK destination in all its glory with a stay in one of these Dorset holiday cottages.

Why Dorset Cottages?

A stay in one of these holiday cottages in Dorset offers a relaxing escape with as much or as little activity as you’d like.

Your Dorset accommodation will have easy access to the region’s stunning Jurassic Coast, stretching for 95 miles and home to the iconic Durdle Door and Lulworth Cove. You’ll find plenty of things to see and do, from hiking trails, a variety of watersports, and fossil hunting.

If you want to explore further, these places to stay in Dorset are ideally located for venturing into the Dorset AONB. Hike through enchanting woodlands, soak up jaw-dropping views from the clifftops, or visit the popular attractions of Minterne House and Badger Watch.

Places to Visit from Holiday Cottages in Dorset

Fill your stay in one of these Dorset holiday cottages, by visiting all the wonderful surrounding towns and villages.

Head to West Dorset, where you will find the charming village of Charmouth, where you can while away an afternoon with loved ones on the beautiful Charmouth Beach. You can try your hand at stand up paddleboarding, search for fossils, or grab a bite to eat in one of the lovely cafes.

Continue along the coast, where you will find the amazing National Trust – Golden Cap near Chideock, offering jaw-dropping views. Or head further into the Dorset AONB, where you will find the bustling towns of Bridport and Beaminster.

For a fun-filled day with the whole family, head to Weymouth, where you can visit the Sea Life Centre, RSPB Radipole Lake, and Weymouth Beach. You can even walk across the causeway to the Isle of Portland!

Make your way over to East Dorset, where you can explore the waterside town of Bournemouth, with its pier and amusements, or venture over to Christchurch to enjoy a day at Adventure Wonderland where a host of fun awaits.

Types of Places to Stay in Dorset

If your stay in one of these holiday cottages in Dorset just wouldn’t be the same without your four-legged friend, you’re sure to love these dog-friendly cottages in Dorset.

You can settle down in the Dorset countryside surrounded by picturesque scenery at a farm cottage, or ensure you have your own outdoor space with a cottage with a garden.

Make your Dorset accommodation extra special with this choice of cottages with a hot tub, luxury holiday cottages, and cottages with a swimming pool.

Looking to getaway from it all for a few days? You can do just that with this range of short breaks in Dorset. Or check out this collection of last-minute breaks in Dorset if you’re wanting to getaway in the next few weeks.

Bring your loved ones to one of these Dorset holiday cottages and make lasting memories with Helpful Holidays.

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