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Dorset Holiday Cottages

595 properties found

A brick end terrace house with a white door and windows and a paved driveway at The Nightingale in Weymouth

The Nightingale

Weymouth, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£602

A wooden front door next to a window with shutters and a gray mailbox numbered 20 at Smugglers Cottage in Weymouth

Smugglers Cottage

Weymouth, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£653

A window with champagne and glasses overlooking the sea at 123 On The Sea – The Eaves in Weymouth
New

123 On The Sea - The Eaves

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£453

A living room with a sofa, chair, coffee table and television at 123 On The Sea – Victoria’s Place in Weymouth
New

123 On The Sea - Victoria’s Place

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£453

A garden shed with a table and chairs in the garden at tbc

Glamping cabin on the Jurassic Coast with breakfast

Swanage, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£1016

A house with garage and pathway at Millmead House in Portesham

Millmead House

Portesham, Dorset

8 Guests
4 Beds
Pet Friendly
Wifi

for 7 nights

From

£1053

A terrace with table and chair overlooking a street at Harbour Retreat in Weymouth

Harbour Retreat

Weymouth, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£504

A living room with furniture including a sofa and a dresser at 4 The Beaches in Weymouth
New

4 The Beaches

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£601

A hallway with door opening to the sea at 123 On The Sea - The Cubby in Weymouth
New

123 On The Sea - The Cubby

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£423

An exterior view of a rustic building with tiled roof and multiple glass doors opening onto a cobblestone courtyard with potted plants and a garden area at The Shippon in Honiton

The Shippon

Honiton, Devon

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£693

A living room with a sofa and television at 2Bed Ringwood Cabin incl Park Pass SelfCheckin Saint Leonards near Ferndown
New

2Bed Ringwood Cabin incl Park Pass SelfCheckin

Saint Leonards near Ferndown, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£1086

A stone cottage with a white door and windows a wooden gate and gravel driveway at Little Brook in Nottington near Weymouth

Little Brook

Nottington near Weymouth, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£552

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

A white house with a glass porch and wooden railings on a paved patio at Village View in Burton Bradstock

Village View

Burton Bradstock, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£525

A garden with a table and chairs at Tipsy Turtle in Weymouth

Tipsy Turtle

Portland, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£484

A living room with a sofa and dining area at Charming Barn Annex with Stables New Forest Escape

Charming Barn Annex with Stables New Forest Escape

Ringwood, Hampshire

4 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£741

A house with solar panels and a gravel driveway at 2 North Road Maiden Newton, Dorset

2 North Road

Maiden Newton, Dorset, Dorset

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£570

A garden with grass a wooden deck with a swing and a patio with chairs and a table at Blue Waters in Weymouth

Blue Waters

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£760

A living room with a grey sofa with colorful cushions a glass coffee table and a fireplace at Ocean Retreat in Weymouth
Offer

Ocean Retreat

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£773

A stone and brick house with arched windows a green door a bench and gravel driveway at The Coach House at Lackington Farm in Piddletrenthide

The Coach House at Lackington Farm

Piddletrenthide, Dorset

3 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£700

A Dorset holiday cottage is the perfect base for exploring the South West of England and the spectacular Jurassic Coast. Imagine miles of awe-inspiring coastline, secluded beaches and rolling countryside waiting to be explored. 

Why Holiday Cottages in Dorset?

A self-catering stay in Dorset offers a wonderful holiday where you can create long-lasting memories with loved ones.

Spend a day exploring the idyllic countryside within the Dorset AONB, where you’ll find the grand Minterne House and Gardens and the National Trust – Cerne Giant. Or head to the coast, where you can explore the World Heritage site of the Jurassic Coast and relax on golden beaches.

If you’re itching to explore, your Dorset self-catering accommodation is ideally located for exploring all the wonderful surrounding market towns and villages. As well as for getting involved in the variety of family-friendly attractions, which include Monkey World and Farmer Palmers Farm Park.

Places to Visit from your Dorset Cottage

You’ll be spoilt for choice for where to visit first from your Dorset self-catering accommodation!

If you’re craving the sights and sounds of a traditional seaside break, head to Bournemouth, where you can spend the day exploring the pier, enjoy the amusements, or relax on the sandy beach.

Continue your journey along the coast where you can enjoy further seaside delights in Bridport, Lyme Regis, and Weymouth. Of course, no self-catering stay in Dorset would be complete without visiting the world-famous locations of Durdle Door and Lulworth Cove.

Alternatively, head inland and explore some of Dorset’s finest market towns of Blandford Forum, Dorchester, Shaftesbury and Sherborne. Or delve into history in the bustling town of Dorchester, where you can explore the former home of Thomas Hardy at Max Gate, visit the Dorset Museum & Art Gallery, and wander along the Thomas Hardy Trail.

All before returning to enjoy a relaxing evening in your Dorset self-catering accommodation.

Types of Dorset Holiday Cottages

Bring the whole family along to enjoy a self-catering stay in Dorset with this range of large cottages. Or why not book a stay with a difference with this choice of thatched cottages, unique holiday cottages, shepherd's huts, farm stays and unusual places to stay in Dorset.

If you’d like your Dorset self-catering accommodation to have that extra special something, check out these cottages with an open fire, cottages with a swimming pool, and cottages with a hot tub.

Surprise that special someone with a relaxing self-catering stay in Dorset at one of these luxury cottages or romantic cottages.

If you're not sure where abouts in the county you'd like to stay, why not check out this collection of North Dorset cottages for plenty of inspiration?

Browse our collection of holiday homes in Dorset or contact Dream Cottages to book with our knowledgeable travel experts.

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