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.

Sleeps
5
Bedrooms
3

Lilliput is tucked away in the quiet Dorset coastal village of Shipton Gorge, a mile or two from Bridport and the Jurassic Coast at Burton Bradstock. This well-maintained holiday cottage will particularly appeal to those seeking lovely walks close to hand and also welcomes pets. nicely

  • Active Holidays
  • Agency Cottages
  • Coastal Cottages
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Short Breaks
  • Small Cottages
  • 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
A limestone-built Dorset holiday cottage with a porch and tiny front garden.
Sleeps
4
Bedrooms
2

Explore Dovecot Cottage, a quality holiday home in the sleepy coastal village of Portesham in Dorset. This charming retreat boasts an open-plan living space, a delightful garden room, and a secure patio garden, ideal for relaxation and pets. Discover hidden gems like Abbotsbury Subtropical Gardens and Chesil Beach on the stunning Jurassic Coastline. With allocated parking, proximity to Weymouth and Dorchester, and local amenities, it's the perfect choice for cottage holidays in Dorset. Immerse yourself in tranquillity—view our full description for an unforgettable Dorset holiday!

  • Active Holidays
  • Child-Friendly Cottages
  • Coastal Cottages
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays
Exterior of a chalet bungalow overlooking an ornate garden with rockery
Sleeps
4
Bedrooms
1

North End Farm's Old Dairy is a very comfortable, spacious rural holiday cottage for couples near Bridport in Broadchurch country on Dorset's Jurassic Coast with walks and beautiful beaches nearby. Well-equipped kitchen, central heating, wood burner and Strauss piano. Great pubs.

  • Accessible Cottages
  • Active Holidays
  • Child-Friendly Cottages
  • Coastal Cottages
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Farm Cottages
  • Quirky Cottages
  • Remote Cottages
  • Romantic Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays
Sleeps
8
Bedrooms
3

The Cider House is a charming thatched cottage set on North End Farm in Chideock, Dorset. The large, pet-friendly cottage sleeps eight. It features exposed beams, stone walls, wooden floors, endless rural charm, an open-plan design, and multiple outdoor spaces for enjoying fresh air and views.

  • Active Holidays
  • Child-Friendly Cottages
  • Coastal Cottages
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Farm Cottages
  • Independent Cottages
  • Large Holiday Cottages
  • Remote 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
A 2-storey, thatched Dorset holiday cottage on a quiet village street.
Sleeps
4
Bedrooms
2

Introducing Jasmine Cottage, a delightful holiday home located in Burton Bradstock along the stunning Jurassic Coast. The cottage can accommodate up to four guests in its two bedrooms, offering a cosy and comfortable retreat. With spacious interiors, modern amenities, and a charming cottage garden, Jasmine Cottage is a perfect choice for those looking for a relaxing getaway or to explore the coastal beauty of Dorset. Discover more about Jasmine Cottage and experience an unforgettable holiday.

  • Active Holidays
  • Coastal Cottages
  • Dog-Friendly Holiday Cottages
  • Independent Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays
Sleeps
2
Bedrooms
1

Escape to the idyllic Duck Street Cottage, a charming hideaway nestled in the heart of Dorset. Perfect for couples or friends, this cosy cottage boasts a traditional inglenook fireplace, providing the perfect setting to unwind after an exciting day of exploration. Nestled in Symondsbury Village, you'll be perfectly placed to explore the village's delightful artisan shops, café and pub, all within a short walk from your doorstep. Don't miss out on the opportunity to experience the quintessential British countryside charm of Duck Street Cottage.

  • Active Holidays
  • Coastal Cottages
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Large Cottage Discounts
  • Remote Cottages
  • Romantic Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays
S single-storey chapel conversion to a holiday cottage in West Lulworth
Sleeps
6
Bedrooms
3

Explore St Mary's Chapel, a luxurious West Lulworth holiday let in Dorset, offering an unforgettable escape in an Area of Outstanding Natural Beauty. This converted chapel sleeps up to six guests, featuring unique architectural elements, an open-plan living space with underfloor heating, and flexible sleeping arrangements. The enclosed garden with scenic views and proximity to local amenities, including Lulworth Cove's pebble beach, adds to the property's allure. Discover a perfect blend of comfort and coastal beauty at this Dorset holiday rental. View more information and photos for an enticing escape.

  • Accessible Cottages
  • Active Holidays
  • Agency Cottages
  • Coastal Cottages
  • Short Breaks
  • 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!