High tide on Weymouth's beautiful sandy beach Explore our Collection of Dorset Holiday Cottages

Find My Favourite Dorset Holiday Cottages

A delightful selection of Dorset holiday cottages for families and friends can be found in one of England's most beautiful counties. Dorset's appeal is that it offers holidaymakers a choice of self-catering holidays by the sea or inland in wonderfully-named, idyllic and sleepy villages such as Compton Abbas, Gussage All Saints and Lytchett Matravers. Whether for a weekend break in a secluded country cottage in Beaminster or a luxury holiday home in Sherborne.  Find Dorset coast cottages for leisurely summer holidays in quaint seaside cottages from Swanage to Lyme Regis; you will fall in love with the fresh air and slow way of life in Dorset.

A 2-storey Dorset mill conversion overlooks a terrace and lawned garden.
Sleeps
6
Bedrooms
3

The Mill is a well-equipped coastal holiday cottage with Wi-Fi available all year round. It sleeps six and is set in 7.5 acres of Dorset countryside. The Mill is only a short walk from the village pub and a short drive to the market town of Bridport / West Bay, which is famous as the location for TVs Broadchurch.

  • Active Holidays
  • Child-Friendly Cottages
  • Coastal Cottages
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Farm Cottages
  • Independent Cottages
  • Remote Cottages
  • Romantic Cottages
  • Short Breaks
  • Walking Holidays
  • Waterside Cottages
A semi-detached, stone-built village cottage surrounded by a privet-hedged garden.
Sleeps
5
Bedrooms
3

Rose Cottage is a delightful Grade II-listed detached cottage in the charming village of Powerstock in Dorset. The stone-built rural cottage boasts mature gardens with sitting-out areas, an interior with exposed beams, tiled floors, an inglenook fireplace, a wood burner and modern comforts.

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Coastal Cottages
  • Countryside Cottages
  • Cycling Holidays
  • Short Breaks
  • Walking Holidays
Sleeps
4
Bedrooms
2

Seaspray is the perfect Dorset coastal destination for walkers, families and beach lovers! Seaspray offers a taste of life by the beach in the pretty village of Eype. The beach at Eype welcomes dogs all year round, and the property is dog-friendly.

  • Active Holidays
  • Child-Friendly Cottages
  • Coastal Cottages
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Independent Cottages
  • Luxury Holiday Cottages
  • Remote Cottages
  • Romantic Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays
  • Waterside Cottages
Sleeps
10
Bedrooms
5

Swanage Driftwood is a large, modern coastal cottage in Dorset boasting light and airy spaces and contemporary chic. The pet-friendly holiday cottage in Swanage lies just moments from the beach and offers a sun-filled interior and multiple outdoor entertaining spaces, plus access to bespoke Wellness packages.

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Coastal Cottages
  • Dog-Friendly Holiday Cottages
  • Large Holiday Cottages
  • Short Breaks
  • Walking Holidays
A semi-detached stone-built holiday cottage in Chideock overlooks a quiet village lane.
Sleeps
5
Bedrooms
2

Discover the charm of Fossil Cottage, an enchanting choice among seaside holiday cottages in Chideock. Situated in the heart of the Dorset Area of Outstanding Natural Beauty, this two-bedroom haven accommodates a family of five, providing tranquillity and proximity to Seatown Beach. With a delightful garden room, a well-equipped kitchen, and easy access to the beautiful Jurassic Coast, Fossil Cottage promises a blend of comfort and coastal adventure. Secure your reservation now for an unforgettable stay in this seaside gem!

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Coastal Cottages
  • Cycling Holidays
  • Short Breaks
  • Walking Holidays
A stone-built cottage with a large glass roofed sun room overlooking fields and a wooded valley.
Sleeps
4
Bedrooms
2

Goose Run Cottage offers a peaceful escape in the countryside. This stunning open-plan stone cottage is located in Corscombe on a private estate that provides breathtaking views of the Dorset countryside. You'll have plenty of space to relax and unwind amidst its charming south-facing garden, elegant furnishings, expansive skies, and even a tree house.

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Countryside Cottages
  • Cycling Holidays
  • Luxury Holiday Cottages
  • Remote Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays
Gable end of a stone-built Dorset holiday cottage overlooking a shrub-filled front garden.
Sleeps
5
Bedrooms
3

Discover The Old School House for unforgettable self-catering holidays in Dorset. This converted Victorian school in Piddletrenthide seamlessly blends historic charm with modern comfort. Relax by the wood-burning stove, enjoy a reading room, and savour meals in the bright kitchen/diner. Three well-presented bedrooms include an en-suite double, a twin, and a skylit single. The family bathroom boasts a bath and a separate shower. Charming gardens and proximity to Dorchester and the Jurassic Coast make this pet-friendly cottage an ideal choice. Explore the full description for an enticing getaway.

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Countryside Cottages
  • Cycling Holidays
  • Dog-Friendly Holiday Cottages
  • Short Breaks
  • Walking Holidays
A Thatched farmhouse with a garden surrounded by a picket fence.
Sleeps
10
Bedrooms
4

Bilshay Farmhouse is a pretty, thatched Dorset Farmhouse sleeping up to 10 over 4 bedrooms in a rural location with far-reaching views of rolling hills, a short distance from the market town of Bridport. This large holiday property also includes a hot tub, trampoline and games room. Dogs welcome.

  • Active Holidays
  • Child-Friendly Cottages
  • Coastal Cottages
  • Cottages with Hot Tubs
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Farm Cottages
  • Large Cottage Discounts
  • Large Holiday Cottages
  • Remote Cottages
  • Short Breaks
  • Walking Holidays
Sleeps
2
Bedrooms
1

The Compass is a stylish one-bedroom apartment in the heart of the resort town of Swanage, Dorset, a romantic flat within a pleasant courtyard that makes a cosy holiday escape for couples, with a private parking space, fully fitted kitchen, breakfast bar, tiled bathroom, and comfy sitting area.

  • Active Holidays
  • Agency Cottages
  • Coastal Cottages
  • Romantic Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays

The County offers endless opportunities for holidays, ranging from cheap weekend or mid-week breaks out of season to long, leisurely week or fortnight holidays in high summer. It's not just the tranquil charm of its quaint holiday cottages in Dorset that attracts visitors to the County - it's their location too. Dorset also offers its visitors a wide choice of lovely beaches. Find coastal cottages in Dorset from the seaside resort of Weymouth in the east along the South West Coast Path to the Regency town of Lyme Regis. There's a splendid choice of Dorset coast cottages, including Chideock, the long shingle banks of Chesil Beach (taking in the world-famous Swannery at Abbotsbury), Studland Bay, Burton Bradstock, peaceful Charmouth and picturesque Lulworth Cove. Just think of a day spent fishing in rock pools on a beach for minute sea creatures (Kimmeridge Bay is particularly recommended) and then turning to the cliffs on this famous Jurassic coastline. Here, winter rockfalls often reveal fossils (although you're no longer allowed to go digging for them). The

There's an equally appealing choice of attractions to enjoy away from Dorset's south coast beaches. Why not spend an afternoon viewing the Purbeck countryside from the windows of a heritage steam train on the Swanage Railway? Next, catch your train at Corfe and visit the magnificent ruins of Corfe Castle, high on the hill above the town. Then, head west to Bovington, where you'll find the (seriously) best and most entertaining tank museum or the nearby Monkey World, which is as educational as its primates are adorable.

In the far west of Dorset lie the attractive little coastal towns of Bridport, West Bay, with its fantastic fish restaurant and Lyme Regis.

Inland Dorset is as pretty as the names of its villages imply. How can you resist a holiday in a county with place names such as Fifehead Magdalen, Purse Caundle, Hazelbury Bryan, Piddletrenthide, Sixpenny Handley, Toller Fratrum and Tolpuddle (home of the Tolpuddle Martyrs)?

Many of its towns boast splendid vernacular architecture (usually accompanied by quaint tea rooms), as visitors to Blandford Forum or Gold Hill in Shaftesbury will readily testify. The latter is the location for a famous Hovis Bread advert in the '70s.

Other attractions worth visiting include the Model Town at Wimborne and the Great Dorset Steam Fair near Blandford Forum at the end of August. Unfortunately, the Steam Fair is so large you'll need more than one day to work around it. But, of course, this shouldn't be a problem if you stay in a Dorset holiday let!