dorset holiday cottages for 2027

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Dorset Holiday Cottages for 2027

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Dorset Holiday cottages for 2027

Bookings for

Dorset Holiday Cottages 2027 are now open!

Whether you’re planning a summer holiday on the Jurassic Coast, a cosy winter retreat, or a special family gathering, our Dorset holiday cottages for 2027 are now available to book.

From beachfront apartments overlooking Swanage Bay to countryside cottages surrounded by rolling hills, our collection offers something for every type of holiday. Choose from dog-friendly cottages, luxury homes with hot tubs, large properties for group celebrations, and romantic retreats perfect for couples.

Booking early for 2027 gives you the widest choice of properties and dates, particularly during school holidays, bank holiday weekends, and the peak summer season. Many of our most popular cottages are reserved well in advance by returning guests who know just how special a Dorset holiday can be.

As a local, family-run business, we’re passionate about helping guests discover the very best of Dorset. Every cottage in our collection has been personally selected for its character, comfort, and location. Whether you’re looking for a peaceful countryside hideaway or a cottage within walking distance of the beach, our experienced team can help you find the perfect match.

Browse our Dorset holiday cottages below and start planning your 2027 getaway today.

Find your

2027 Holiday Cottage in Dorset

Save 15% on stays before 18th August

Seaspray image

Seaspray

Swanage

5/5

5

3

2

0

Located steps away from the sandy beach and traditional promenade in Swanage, Seaspray is a three-bedroom, 1930s-style apartment with panoramic sea views. Situated on the wonderful seafront parade, this town centre location is perfect for families or friends seeking a

Sea Views

Allocated Parking

Walk to places to eat

Town Centre

Balcony

Public transport travel

Holiday prices from £618

Clover Cottage image

Clover Cottage

Dorchester

5/5

4

2

1

0

Clover Cottage is a welcoming 4-Star Gold retreat set within a peaceful Dorset estate, perfect for families or friends. Sleeping four across two flexible bedrooms, it offers a fresh, homely interior with French doors opening to the gardens and hot

Hot Tub

Allocated Parking

Near Supermarket

BBQ

Bathroom Towels

Bed Linen Is Provided

Holiday prices from £413

Save 10% on stays before 18th August

The Bungalow

Little Westport

Wareham

4.8/5

8

4

2

0

Little Westport is a charming large cottage in Wareham with four-bedroom. This former Colt House, is in a peaceful setting with a large garden overlooking the Purbeck Hills.

Allocated Parking

Walk to places to eat

Town Centre

Beach Under 5 Miles

Woodburner Provided

Ground Floor Bathroom

Holiday prices from £749

Featuring a Hot Tub & Games Room

Churchill House image

Churchill House

Minterne Magna

5/5

16

8

5

3

Gather, celebrate and unwind in this grand country house, sleeping 16 guessts, with a hot tub, spacious grounds and access to Minterne Gardens.

Hot Tub

Allocated Parking

Walk to places to eat

EV Charge Point

Ground Floor Bathroom

Ground Floor Bedroom

Holiday prices from £1,960

Save 15% on stays before 18th August

Save 10% on stays between 6th Jun - 24th Jul

Forest Edge image

Forest Edge

Sandford

4.8/5

4

2

2

2

Forest Edge is a two bedroom semi-detached chalet bungalow offering luxury accommodation near Wareham. Mainly laid out on the ground floor, this delightful holiday home has been completely refurbished to a very high standard.

Allocated Parking

Secure Garden (pets)

Secure Garden (Toddlers)

Walk to places to eat

Beach Under 5 Miles

Woodburner Provided

Holiday prices from £664

Forget Me Not Cottage image

Forget Me Not Cottage

Dorchester

4.8/5

4

2

1

0

Forget Me Not Cottage is a cosy 4-Star retreat set within a peaceful Dorset estate, perfect for couples or families. Sleeping four, this dog-friendly two-storey cottage features comfortable interiors, flexible bedrooms, and French doors opening onto the shared gardens and

Hot Tub

Allocated Parking

EV Charge Point

Near Supermarket

BBQ

Bathroom Towels

Holiday prices from £440

Save 20% on stays before 4th August

Save 10% on stays before 1st September

Harbour Vista image

Harbour Vista

Weymouth

5/5

4

2

2

0

Set within a striking Grade II listed building on Weymouth’s historic harbour, Harbour Vista is a stylish third-floor apartment offering a front-row seat to one of Dorset’s most vibrant seaside towns.

Sea Views

Allocated Parking

Walk to places to eat

Town Centre

Near Supermarket

Public transport travel

Holiday prices from £548

Save 20% on stays before 28th July

Save 15% on stays before 18th August

Valley View image

Valley View

Swanage

4.8/5

8

4

3

2

A stylish, detached Edwardian home beautifully appointed with large garden, parking and spacious reception rooms.

Allocated Parking

Walk to the beach

Walk to places to eat

Town Centre

Near Supermarket

Public transport travel

Contact us for prices

Mimosa House image

Mimosa House

Sandford, Wareham

5/5

4

2

1

0

Mimosa House is a delightful, newly refurbished two-bedroom bungalow, set in a quiet cul-de-sac in Sandford, Wareham. This self-catering accommodation offers plenty of space for a family of 4 and is an ideal spot for a coastal break in Dorset.

Allocated Parking

Walk to places to eat

Beach Under 5 Miles

Ground Floor Bathroom

Ground Floor Bedroom

Near Supermarket

Contact us for prices

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Sweet Pea Cottage

Dorchester

5/5

4

2

1

1

Sweet Pea Cottage is a stylish 4-Star retreat set within a peaceful Dorset estate, perfect for couples, families or friends. Sleeping four, this dog-friendly cottage features a fresh modern interior, flexible bedrooms, and French doors leading to the shared gardens

Hot Tub

Allocated Parking

EV Charge Point

Near Supermarket

BBQ

Bathroom Towels

Holiday prices from £455

Save 15% on stays before 28th July

Save 10% on stays before 18th August

Dog Friendly

pretty thatched dorset cottage with wisteria

Milton Cottage

Winfrith Newburgh

5/5

4

2

1

2

A charming thatched cottage in Winfrith Newburgh, perfect for a cosy countryside escape and welcoming dogs for scenic Dorset adventures.

Secure Garden (pets)

Secure Garden (Toddlers)

Beach Under 5 Miles

Woodburner Provided

Public transport travel

Walk to Pub

Holiday prices from £395

Save 18% on stays before 21st September

purbeck property cottage

Purbeck View

Swanage

5/5

4

2

1

2

Set within the seaside town of Swanage, Purbeck View is a charming pet friendly end-of-terrace cottage designed for relaxed, family-friendly stays by the coast.

Secure Garden (pets)

Secure Garden (Toddlers)

Walk to the beach

Walk to places to eat

BBQ

Public transport travel

Holiday prices from £487

Save 20% on stays before 28th July

Save 15% on stays before 18th August

Seashell View image

Seashell View

Swanage

4.9/5

6

3

1

0

A stunning 3 bed apartment with sea views – perfect for a family beach holiday in the coastal town of Swanage, Dorset.

Sea Views

Allocated Parking

Walk to places to eat

Town Centre

Near Supermarket

Public transport travel

Holiday prices from £528

Save 20% on stays before 28th July

Save 15% on stays before 18th August

Leap House image

Leap House

Wareham

5/5

4

3

1

0

Leap House is a well-presented three-bedroom semi-detached holiday retreat, sitting peacefully within a short walk of Wareham Quay. This well-presented holiday accommodation, is an excellent base to explore one of England’s Saxon Walled towns and nearby beaches of the Jurassic

Allocated Parking

Walk to places to eat

Town Centre

Beach Under 5 Miles

Woodburner Provided

Public transport travel

Holiday prices from £483

Save 10% on stays before 18th August

Greenhayes image

Greenhayes

Langton Matravers

4.8/5

4

2

1

2

Lovely, traditional cottage with stunning country views to the coast. Ideal for a romantic getaway or for small families. Pet friendly.

Sea Views

Allocated Parking

Walk to places to eat

Woodburner Provided

BBQ

Public transport travel

Holiday prices from £515

Save 15% on stays between 7th Oct 2025 - 4th Jan 2028

+2 more discounts

Indoor Heated Swimming Pool

Allington Barn

Nr Blandford Forum

5/5

18

7

6

0

Set quietly within the rolling countryside of North Dorset, Allington Barn is a place designed for gathering - where long tables fill with food and conversation, where mornings begin slowly with coffee on the terrace, and evenings stretch into laughter

Hot Tub

Swimming Pool

Allocated Parking

EV Charge Point

Ground Floor Bathroom

Ground Floor Bedroom

Holiday prices from £3,150

Save 20% on stays before 18th August

Save 10% on stays before 1st September

Piona Flat 12 The Gables Ph3 Web

Piona

Swanage

4.9/5

6

3

2

0

A seaside apartment to rent in Swanage where you can walk to the beach! Piona is set in a prime location in the heart of Swanage in Dorset.

Allocated Parking

Walk to the beach

Walk to places to eat

Town Centre

Near Supermarket

Public transport travel

Holiday prices from £396

Save 20% on stays before 28th July

Save 15% on stays before 18th August

Below Decks image

Below Decks

Swanage

4.8/5

6

3

2

2

Below Decks is a gorgeous, seafront holiday home that sleeps 6 guests. Situated on the Parade in the heart of Swanage with the main beach, restaurants and shops directly on your doorstep, it is perfect for a relaxing coastal getaway.

Allocated Parking

Walk to the beach

Walk to places to eat

Town Centre

Ground Floor Bathroom

Ground Floor Bedroom

Holiday prices from £475

Save 15% on stays before 18th August

27 West Street Ph1 Edit Web

The Old Butcher’s Cottage

Corfe Castle

4.8/5

6

3

2

2

The Old Butcher’s Cottage is bursting with character. Recently renovated throughout, this high spec property is the hideaway you’ve been searching for. Luxurious furnishings and exquisite linens adorn the bedrooms, living area and kitchen, providing stunning accommodation that the whole

Allocated Parking

Secure Garden (pets)

Secure Garden (Toddlers)

Walk to places to eat

Town Centre

Beach Under 5 Miles

Holiday prices from £526

Save 10% on stays before 4th August

Winspit View image

Winspit View

Worth Matravers

4.8/5

6

3

2

1

3 Bedrooms. The bungalow is located on the edge of the village of Worth Matravers, in a rural idyll with fantastic views across open farmland to Winspit and the sea. A lovely holiday cottage to rent in Worth Matravers, an

Sea Views

Allocated Parking

Walk to places to eat

Woodburner Provided

Ground Floor Bathroom

Ground Floor Bedroom

Holiday prices from £774

Save 30% on stays between 18th - 24th Jul

+3 more discounts

Underhill large dog friendly holiday home in Purbeck Dorset

Underhill

Nr Corfe Castle

5/5

7

4

3

3

Tucked away on a quiet lane just a short drive from Corfe Castle, Underhill offers the rare combination of seclusion, space, and true dog-friendliness near one of Dorset’s most iconic villages. Set entirely on one level and surrounded by greenery,

Allocated Parking

Beach Under 5 Miles

Woodburner Provided

Wheelchair Friendly

Ground Floor Bathroom

Ground Floor Bedroom

Holiday prices from £745

Save 20% on stays between 26th Jun - 23rd Jul

+2 more discounts

Sea reach external

Sea Reach

Swanage

4.9/5

4

2

1

0

2 Bedrooms. We are delighted to introduce Sea Reach, this spacious and modern ground floor apartment is in a prime place to stay in Swanage, just 3/4 minutes’ walk from the beach.

Allocated Parking

Walk to the beach

Walk to places to eat

Town Centre

Ground Floor Bathroom

Ground Floor Bedroom

Holiday prices from £391

Save 20% on stays before 4th August

Save 10% on stays before 18th August

Hill View image

Hill View

Weymouth

4.9/5

4

2

1

1

Set in the peaceful Weymouth suburb of Preston, Hill View offers a delightful retreat for couples or small families.

Allocated Parking

Secure Garden (pets)

Secure Garden (Toddlers)

Walk to the beach

Walk to places to eat

Town Centre

Holiday prices from £360

Save 10% on stays before 18th August

Ridgeview Cottage image

Ridgeview Cottage

Corfe Castle

4.8/5

6

3

2

0

Located in the sought-after National Trust-owned village of Corfe Castle, Ridgeview Cottage is a modern, detached, family home found moments away from many of Dorset’s prolific attractions.

Allocated Parking

Walk to places to eat

Beach Under 5 Miles

EV Charge Point

Ground Floor Bathroom

Ground Floor Bedroom

Holiday prices from £475

Rosemary Cottage image

Rosemary Cottage

Dorchester

5/5

4

2

1

0

Rosemary Cottage is a welcoming 4-Star retreat set within a lively Dorset estate, perfect for families or friends. Sleeping four across two flexible bedrooms, this dog-friendly cottage blends antique character with modern comfort, opening directly onto the badminton lawn and

Hot Tub

Allocated Parking

EV Charge Point

Near Supermarket

BBQ

Bathroom Towels

Holiday prices from £413

Poppy Cottage image

Poppy Cottage

Dorchester

5/5

4

2

1

1

Poppy Cottage is a welcoming 4-Star Gold retreat designed with families in mind, set within a peaceful Dorset estate. Sleeping four plus a cot, this dog-friendly, single-storey cottage features a light open-plan living space, a secure garden, and a sunny

Hot Tub

Allocated Parking

EV Charge Point

Ground Floor Bathroom

Ground Floor Bedroom

Near Supermarket

Holiday prices from £476

Save 20% on stays before 18th August

Save 10% on stays before 1st September

Master bedroom in Jurassic Coast holiday flat with double bed

Sandy Shores Apartment

Swanage

5/5

5

2

1

0

Just a two-minute stroll from the golden sands of Swanage Beach, Sandy Shores is a welcoming second floor apartment offering the perfect coastal base for couples, friends, or families.

Allocated Parking

Walk to the beach

Walk to places to eat

Near Supermarket

Public transport travel

Walk to Pub

Holiday prices from £329

Save 20% on stays before 28th July

Save 20% on stays before 19th October

View of Corfe Castle

Castle View House image

Castle View House

Corfe Castle

5/5

9

5

4

1

Escape the ordinary at Castle View House, a haven in the countryside that accommodates up to nine guests. With its enchanting views of Corfe Castle, stylish open-plan interiors, and dog-friendly atmosphere, this residence promises a unique and memorable retreat. Nestled

Secure Garden (pets)

Walk to places to eat

Beach Under 5 Miles

Woodburner Provided

EV Charge Point

Ground Floor Bedroom

Holiday prices from £1,478

Save 15% on stays before 18th August

Balcony Apartment image

Balcony Apartment

Swanage

5/5

4

2

1

0

2 Bedrooms. Fabulous seaside apartment in Swanage. Stunning views from the balcony across the bay to the Isle of Wight. This spacious and comfortable property is equipped with all you might need for a family get away.

Sea Views

Allocated Parking

Walk to places to eat

Town Centre

Near Supermarket

Balcony

Holiday prices from £910

Save 20% on stays before 18th August

Save 10% on stays before 1st September

Garden Flat image

Garden Flat

Swanage

4.6/5

4

2

2

0

Gorgeous, ground floor flat in Swanage with parking and a garden.

Allocated Parking

Walk to the beach

Walk to places to eat

Town Centre

Ground Floor Bedroom

Near Supermarket

Holiday prices from £333

Jasmine Cottage image

Jasmine Cottage

Dorchester

5/5

4

2

1

0

Jasmine Cottage is a stylish 4-Star retreat set within a peaceful Dorset estate, designed for couples, families, or friends. Sleeping four across two flexible bedrooms, it features a fresh modern interior, French doors opening onto landscaped gardens, and dog-friendly touches.

Hot Tub

Allocated Parking

EV Charge Point

Ground Floor Bedroom

Near Supermarket

BBQ

Holiday prices from £413

Save 20% on stays before 28th July

Save 10% on stays before 18th August

Sea Tower image

Sea Tower

Weymouth

4.9/5

6

3

2

0

Breathtaking luxury holiday home which is yards from Weymouth beach. Sea Tower has wide ranging coastal views and an exquisite interior for a luxury break.

Sea Views

Allocated Parking

Walk to places to eat

EV Charge Point

Near Supermarket

Balcony

Holiday prices from £755

Save 20% on stays before 18th August

Brook Cottage image

Brook Cottage

Corfe Castle

4.8/5

6

3

3

0

Step back in time and enjoy this delightful semi-detached cottage, exuding charm and character throughout. Built in the early 1730s, this distinctive Grade II red bricked cottage, is set in the heart of the historic village of Corfe Castle. This

Walk to places to eat

Town Centre

Ground Floor Bathroom

BBQ

Public transport travel

Walk to Pub

Holiday prices from £508

Pool House image

Pool House

Minterne Magna

5/5

2

1

1

2

Romantic countryside escape for two with exclusive evening pool access, a wood burner and beautiful estate surroundings.

Swimming Pool

Allocated Parking

Woodburner Provided

Ground Floor Bathroom

BBQ

Holiday prices from £450

Save 30% on stays before 28th July

Save 20% on stays before 18th August

IMG 8040 HDR Edit

Denbur Cottage

Gaunts Common

4.7/5

4

2

2

0

2 Bedrooms. Denbur is a lovely semi-detached cottage, with lawned garden and conservatory enjoying a superb location in a village that takes its name from John O’Gaunt, Duke of Lancaster.

Allocated Parking

Ground Floor Bathroom

Ground Floor Bedroom

BBQ

Bathroom Towels

Bed Linen Is Provided

Holiday prices from £364

Thistledown image

Thistledown

Dorchester

5/5

2

1

1

1

Thistledown is a light and inviting single-storey cottage, tucked within a peaceful Dorset estate and designed for couples seeking a romantic retreat. With a super king-size bedroom, private garden, and dog-friendly touches, it blends country charm with modern comfort. Estate

Allocated Parking

Beach Under 5 Miles

EV Charge Point

Ground Floor Bathroom

Ground Floor Bedroom

BBQ

Holiday prices from £350

Foxglove Cottage image

Foxglove Cottage

Dorchester

4.9/5

8

4

3

0

Foxglove Cottage is a luxurious 5-Star Gold retreat, blending heritage charm with modern indulgence. Sleeping eight across four bedrooms, it features a striking open-plan living space, enclosed garden with private hot tub, and dog-friendly welcome. Set within a peaceful Dorset

Hot Tub

Allocated Parking

Woodburner Provided

EV Charge Point

BBQ

Bathroom Towels

Holiday prices from £1,043

Save 15% on stays before 4th August

Stone Quay Cottage image

Stone Quay Cottage

Swanage

4.9/5

3

2

1

2

Stone Quay Cottage is right in the heart of the beautiful old fishing town of Swanage, just a stones throw away from the historic Stone Quay, the lovely sandy beaches, the Victorian Pier and all the amenities. This two bedroom

Walk to the beach

Walk to places to eat

Town Centre

Near Supermarket

Public transport travel

Walk to Pub

Holiday prices from £308

Save 20% on stays before 28th July

Save 10% on stays before 18th August

Olive Cottage image

Olive Cottage

Swanage

5/5

4

2

1

0

A gorgeous two bedroom town centre cottage for small families and couples in Swanage.

Walk to the beach

Walk to places to eat

Town Centre

Woodburner Provided

Ground Floor Bathroom

Near Supermarket

Holiday prices from £324

Bayview image

Bayview

Swanage

4.7/5

5

3

1

2

A good quality three bed seaside apartment, steps away from the sea and Swanage beach.

Sea Views

Allocated Parking

Walk to places to eat

Town Centre

Ground Floor Bathroom

Ground Floor Bedroom

Holiday prices from £449

Why choose Dorset

for a 2027 cottage holiday?

A cottage holiday in Dorset offers the perfect opportunity to slow down, explore, and reconnect with nature. With over 95 miles of spectacular coastline, charming villages, rolling countryside and historic landmarks, Dorset is a destination that rewards every type of traveller.

The county is home to the world-famous Jurassic Coast, England’s only natural UNESCO World Heritage Site, where dramatic cliffs, hidden coves and fossil-rich beaches create some of the country’s most breathtaking scenery. Beyond the coast, you’ll discover ancient castles, traditional market towns, picturesque harbours and miles of walking and cycling routes waiting to be explored.

Dorset is equally appealing throughout the seasons. Summer brings beach days and coastal adventures, spring fills the countryside with colour, autumn offers quieter walking trails and cosy pub lunches, while winter provides the perfect backdrop for peaceful escapes and festive breaks.

Whether you’re looking for a romantic retreat, a family holiday by the sea, a dog-friendly adventure or a large gathering with friends, Dorset offers something for everyone. From coastal cottages with sea views to countryside hideaways with hot tubs, our collection of Dorset holiday cottages for 2027 provides the perfect base from which to discover this remarkable county.

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